아세톤

Acetone

HCID 180CAS 67-64-1

기본 정보

표준 SMILES
CC(C)=O
InChIKey
CSCPPACGZOOCGX-UHFFFAOYSA-N
분자식
C3H6O
평균 분자량
58.08 g/mol
단동위원소 질량
58.04186481

이름 및 식별자

우선 이름
Acetone
IUPAC
propan-2-one
현지명
아세톤
영어명
Acetone
분자식
C3H6O
분자량
58.08

이름 및 동의어

acetone2-propanone67-64-1propanonepropan-2-oneDimethyl ketonePyroacetic etherMethyl ketoneDimethylformaldehydebeta-KetopropaneDimethylketalChevron acetone
이름 더 보기
아세톤디메틸포름알데히드베타-케토프로판프로파논엔2-프로파논디메틸케톤디메틸케톤,2-프로파논메틸케톤피로아세트에테르다이메틸 케톤다이메틸포름알데하이드메틸 케톤피로아세트 에테르(CH3)2COACETONE ALCOHOLPropanonPropan-1-one2-Propanon
Ketone propaneAcetonPyroacetic acidKetone, dimethylFEMA No. 3326Dimethyl formaldehydeRCRA waste number U002Taimax

데이터베이스 식별자

CAS
67-64-1
PubChem CID
180
DTXSID
DTXSID8021482
ChEMBL
CHEMBL14253
ChEBI
CHEBI:15347
UNII
1364PS73AF
EC Number
200-662-2
Nikkaji
J2.365E

물성

구조 계산 물성

XLogP
-0.1
극성 표면적
17.1 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
0
무거운 원자 수
4

실험 및 물리화학적 성질

LogP · 3건

log Kow = -0.24

-0.24

-0.24

Odor · 2건

Fruity odor

Characteristic odor

TastePungent, sweetish
Density · 6건

0.791 at 68 °F (USCG, 1999) - Less dense than water; will float

0.7845 g/cu cm at 20 °C

Relative density (water = 1): 0.8

0.790-0.793 (20 °C )

0.791

0.791 @ 20°C

Viscosity · 2건

0.32 cP at 20 °C; 0.27 cP at 40 °C

0.34 mm²/s at 40 °C

Color/FormColorless volatile liquid

물리화학적 성질

녹는점
-94 °C · -94 °C(lit.)
끓는 점
56 °C760 · 56 °C760 mm Hg(lit.)
밀도
0.791 g/mL · 0.791 g/mL at 25 °C(lit.)
증기 밀도
2 · 2 (vs air)
증기압
184 mm · 184 mm Hg ( 20 °C)
굴절률
20 · n20/D 1.359(lit.)

화학적 성질

Acetone, CH3COCH3, also known as 2-propanone and dimethylketone, is a colorless, volatile,flammable liquid that boils at 56°C (133 OF). It is misciblewith water and is oftenused as a solventin the manufacture of lacquers and paints.

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids];H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation];H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]

P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P319, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (2 of 5005) of reports.

유해성 정보

Regulatory Information · 6건

Chemical: 2-Propanone

Hazard Traits - Neurotoxicity;Authoritative List - ATSDR Neurotoxicants;Report - if used as a fragrance or flavor ingredient

List II Chemical: A chemical, other than a List I chemical, specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act. (21 eCFR 1310.02)

Regulation (EC) No 178/2002 (amended)

2-Propanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanone are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 15-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15460

Other Safety InformationIMAP assessments - 2-Propanone: Human health tier II assessment;IMAP assessments - 2-Propanone: Environment tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 3건

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:;HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids will float on water. (ERG, 2024)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.;CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.);· Vapors may form explosive mixtures with air.;· Vapors may travel to source of ignition and flash back.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapor explosion hazard indoors, outdoors or in sewers.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Runoff to sewer may create fire or explosion hazard.;· Containers may explode when heated.;· Many liquids will float on water.

Highly flammable. Vapour/air mixtures are explosive. Heating will cause rise in pressure with risk of bursting.

Fire PotentialHighly flammable liquid. Dangerous disaster hazard due to fire and explosion hazard ...
Health Hazards · 2건

INHALATION: vapor irritating to eyes and mucous membranes; acts as an anesthetic in very high concentrations. INGESTION: low order of toxicity but very irritating to mucous membranes. SKIN: prolonged excessive contact causes defatting of the skin, possibly leading to dermatitis. (USCG, 1999)

· Inhalation or contact with material may irritate or burn skin and eyes.;· Fire may produce irritating, corrosive and/or toxic gases.;· Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas.;· Runoff from fire control or dilution water may cause environmental contamination.

안전 및 보호

Fire Fighting · 2건

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:;CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. CAUTION: For fire involving UN1170, UN1987 or UN3475, alcohol-resistant foam should be used. CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.).;SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam.;LARGE FIRE: Water spray, fog or alcohol-resistant foam. Avoid aiming straight or solid streams directly onto the product. If it can be done safely, move undamaged containers away from the area around the fire.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

Use powder, alcohol-resistant foam, water, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4건

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

Rinse with plenty of water (remove contact lenses if easily possible). Refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

Accidental Release Measures · 2건

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch or walk through spilled material.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· A vapor-suppressing foam may be used to reduce vapors.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· Use clean, non-sparking tools to collect absorbed material.;Large Spill;· Dike far ahead of liquid spill for later disposal.;· Water spray may reduce vapor, but may not prevent ignition in closed spaces.

First Aid · 3건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. Volatile chemicals have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· Wash skin with soap and water.

(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Soap wash immediately - If this chemical contacts the skin, immediately wash the contaminated skin with soap and water. If this chemical penetrates the clothing, immediately remove the clothing, wash the skin with soap and water, and get medical attention promptly.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageFireproof. Separated from : see Chemical Dangers. Store in an area without drain or sewer access.
Firefighting HazardsFlashback along vapor trail may occur.

독성 정보

Toxicological InformationCDC-ATSDR Toxicological Profile
Body Burden · 2건

Acetone was detected in the expired breath of 23 of 26 smokers and 42 of 43 nonsmokers in the US(1). Acetone was ubiquitous in the expired air from a carefully selected urban population of 54 normal healthy non-smoking people (387 samples) with a geometric mean concentration of 101.3 ng/L(2). Acetone loss in the urine is generally 1 mg/24 hr for a normal adult but is about 50 mg in children(3,4). Acetone was detected in the expired breath of children in 2 classrooms in France at an average concentration of 800 ng/L(5). The average blood concentration of acetone in 600 non-occupationally exposed persons in the US was 3,100 ppb(6).

Toxic concn in human blood: 200 - 300 ug/mL (20 - 30 mg%); lethal concn in human blood: 550 ug/mL (55 mg%)

Treatment · 1건

Following oral exposure to acetone, consider insertion of a nasogastric tube to aspirate stomach contents only after recent, large acetone ingestions; symptomatic and supportive treatment is generally all that is required. Following inhalation exposure, move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. Irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes in case of eye exposure to acetone. In case of dermal exposure, remove contaminated clothing and wash exposed area thoroughly with soap and water. A physician may need to examine the area if irritation or pain persists. (T36)

Interactions · 5건

... The aim of the present study was the evaluation of possible protective effects of vit E treatment against acetone-induced oxidative stress in rat RBCs. Thirty healthy male Wistar albino rats, weighing 200-230 g and averaging 12 weeks old were randomly allotted into one of three experimental groups: Control (A), acetone-treated (B) and acetone + vit E-treated groups (C), each containing ten animals. Group A received only drinking water. Acetone, 5% (v/v), was given with drinking water to B and C groups. In addition, C group received vit E dose of 200 mg/kg/day im. The experiment continued for 10 days. At the end of the 10th day, the blood samples were obtained for biochemical and morphological investigation. Acetone treatment resulted in RBC membrane destruction and hemolysis, increased thiobarbituric acid reactive substance (TBARS) levels in plasma and RBC, and decreased RBC vit E levels. Vit E treatment decreased elevated TBARS levels in plasma and RBC and also increased reduced RBC vit E levels, and prevented RBC membrane destruction and hemolysis ...

/Researchers/ prepared microsomes from lungs and livers of rats exposed to 20 ppm pyridine by inhalation for 5-6 hours/day for 10 days, to acetone (7.5%, v/v) in drinking water for 10 days or by inhalation to 50% aqueous acetone for 5-6 hours/day for 10 days, or to acetone in combination with pyridine administered separately as above. Controls received water for inhalation and oral exposures. In the liver microsomes, there was induction of ethoxyresorufin O-deethylase (EROD) activity for oral acetone by 2.5-fold, for pyridine by inhalation by 2.8-fold, and for the combination of acetone and pyridine by 7.6-fold, indicating greater-than-additive interaction. The levels of CYP1A1 were induced by acetone, pyridine, and the combination by 8.3-, 6.6-, and 32.7-fold, respectively. These results indicated even greater synergistic interaction. Similar greater-than-additive interaction results were also found for methoxyresorufin O-demethylase (MEROD) and CYP1A2 in the liver microsomes. Microsomal EROD was induced by all treatments in the lung, and a synergistic interaction was even greater in the lung, with an increase that was 4-fold for acetone, 21-fold for pyridine, and 115.5-fold for the combination. CYP1A1 was also induced synergistically by acetone and pyridine in the lung microsomes.

/In a previous study it was/ demonstrated that acetone potentiated the nerve conduction velocity and neurobehavioral effects of 2,5-hexanedione in rats, but /it was/ noted that the mechanism of action of this potentiation was not fully understood. More recently, /researchers/ performed similar experiments. This time, they included histological examination of the sciatic and tibial nerves in rats immediately after the 6-week exposures in rats allowed a 10-week recovery period. As in previous experiments, acetone potentiated 2,5-hexanedione-induced open field ambulation and rearing balance in the rotarod tests, and grip strength. The ambulation was reversible during the recovery period by all treatments, but the effects on rearing and balance were reversible in the 2,5-hexanedione group only. That is, the potentiation by acetone persisted. Histological examination revealed that after exposure, giant axon swelling was induced by 2,5-hexanedione and the combination of 2,5-hexanedione and acetone, and a change in the distribution of fiber area size occurred in rats exposed to 2,5-hexanedione. The lesions observed in the co-exposure group were statistically similar to the effects of 2,5-hexanedione alone, but appeared aggravated by co-exposure, as seen by conventional pathological evaluation. After the 10-week recovery period, the nerve tissues appeared normal. The investigators concluded that neurotoxicity of the combined exposure was not reversible and that the mechanism of acetone potentiation is probably an effect on the toxicokinetics of 2,5-hexanedione.

Pretreatment with acetone for 6 days (one-tenth the LD50) potentiated acute ethanol toxicity in rats. ... /Investigators/ ... demonstrated that acetone pretreatment potentiates chlorinated hydrocarbon toxicity. ... Acetone protected animals against electroshock or isonicotinic acid hydrazide-induced convulsions. Acetone ... enhanced the hepatotoxicity of 1,1-dichloroethylene (200 ppm) in rats.

For more Interactions (Complete) data for ACETONE (13 total), please visit the HSDB record page.

Target Organs · 3건

Hematological (Blood Forming), Neurological (Nervous System), Ocular (Eyes), Renal (Urinary System or Kidneys), Reproductive (Producing Children), Respiratory (From the Nose to the Lungs)

Urinary

Eyes, skin, respiratory system, central nervous system

Health Effects · 1건

Pulmonary congestion and edema can follow inhalation of acetone, which irritates the mucosa. Gastrointestinal hemorrhage caused by repeated vomiting of blood has been reported. Neurobehavioral effects, indicative of narcosis, sedation, respiratory depression, ataxia, paresthesia and renal lesions can also result from acetone poisoning. (N004, A578)

규제 정보

Regulatory Information · 6건

Chemical: 2-Propanone

Hazard Traits - Neurotoxicity;Authoritative List - ATSDR Neurotoxicants;Report - if used as a fragrance or flavor ingredient

List II Chemical: A chemical, other than a List I chemical, specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act. (21 eCFR 1310.02)

Regulation (EC) No 178/2002 (amended)

2-Propanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanone are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 15-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15460

FDA Requirements · 4건

The following substances may be safely used as diluents in color additive mixtures for food use exempt from certification, subject to the condition that each straight color in the mixture has been exempted from certification or, if not so exempted, is from a batch that has previously been certified and has not changed in composition since certification. If a specification for a particular diluent is not set forth in this part 73, the material shall be of a purity consistent with its intended use. ... (b) Special use - (1) Diluents in color additive mixtures for marking food ... (ii) Inks for marking fruit and vegetables. Substance: acetone; Restrictions: No residues.

A tolerance of 30 parts per million is established for acetone in spice oleoresins when present therein as a residue from the extraction of spice.

Acetone is an indirect food additive for use only as a component of adhesives.

Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: acetone is included in skin protectant drug products.

RCRA Requirements · 2건

F003; When acetone is a spent solvent, it is classified as a hazardous waste from a nonspecific source (F003), as stated in 40 CFR 261.31, and must be managed according to State and/or Federal hazardous waste regulations.

U002; As stipulated in 40 CFR 261.33, when acetone, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

FIFRA Requirements · 3건

Residues of acetone are exempted from the requirement of a tolerance when used as a solvent, cosolvent in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest.

Residues of acetone are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals. Use: solvent, cosolvent.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer safety standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Acetone is found on List D. Case No: 4002; Case Status: No products containing the pesticide are actively registered. Therefore, we are characterizing the case as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): acetone; AI Status: The active ingredient is no longer contained in any registered products. Thus, we characterize it as "cancelled."

Atmospheric Standards · 1건

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Acetone is produced, as an intermediate or a final product, by process units covered under this subpart.

CERCLA Reportable Quantities · 1건

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

안전 데이터

OEB
A
OEL
TWA: 250 ppm (590 mg/m3)
wgk
3
IDLA
2,500 ppm
tsca
TSCA listed
rtecs
AL3150000

화학 및 산업

약리 정보

Bionecessity · 1건

Acetone is one of three ketone bodies that occur naturally throughout the body. It can be formed endogenously in the mammalian body from fatty acid oxidation. Fasting, diabetes mellitus and strenuous exercise increase endogenous generation of acetone. Under normal conditions, the production of ketone bodies occurs almost entirely within the liver and to a smaller extent in the lung and kidney. ... Products are excreted in the blood and transported to all tissues and organs of the body where they can be used as a source of energy. Two of these ketone bodies, acetoacetate and beta-hydroxybutyrate, are organic acids that can cause metabolic acidosis when produced in large amounts, as in diabetes mellitu

Biological Half-Life · 5건

Blood: 3 hours; whole body: 19-31 hours; [TDR, p. 17]

Half-times for blood elimination of 3-3.9 hrs have been estimated in humans exposed to 100-500 ppm for 2-4 hrs. Elimination half-times of 3.9 hrs and 6.2 hrs have been estimated for arterial and venous blood, respectively. No differences in elimination half-times were found between men and women.

Tissue distribution of 2(14)C-acetone following inhalation exposure to 1,200 mg/cu m (500 ppm) was studied in mice. .... Half-times for acetone elimination were 2-3 hr for blood, kidney, lung, brain, and muscle, and greater than 5 hr for subcutaneous adipose tissue. By 24 hr after exposure, acetone concentrations had returned to endogenous levels in all tissues.

Two instances of finding abnormally high concentrations of acetone in urine (0.10 g/dL and 0.052 g/dL) without any measurable amounts of ethanol (<0.005 g/dL) or isopropanol (<0.005 g/dL) prompted a survey of the elimination kinetics of isopropanol and its metabolite acetone in humans. In a hospital patient who had ingested denatured alcohol, the elimination half-life (t(1/2)) of acetone during detoxification was 27 hr and not 3-5 hr as reported by other workers. Several other literature reports of individuals who had ingested isopropanol as well as controlled studies after administration of moderate amounts of acetone and/or isopropanol support the notion of a long elimination half-life of 17-27 hr for acetone compared with a t(1/2) of 1-3 hr for isopropanol.

The elimination half life in mice for acetone in various tissues was between 2 and 5 hr, with the subcutaneous adipose tissue showing the slowest release of acetone. Daily exposure of mice to 500 ppm acetone for 6 hr did not result in any day-to-day accumulation of acetone.

Metabolism/Metabolites · 6건

... The role of CYP2E1 in acetone catabolism /was assessed/ by measuring acetone levels at different time points in rats that had been treated with diallyl sulfide (DAS, a CYP2E1 inhibitor) at a variety of dose levels. The study noted DAS dose-dependent increases in the time to peak blood acetone level and in the time to return to pre-dose levels, suggesting an important role of CYP2E1 in acetone catabolism.

Acetone, one of the principal ketone bodies elevated during treatment with the ketogenic diet, exhibits anticonvulsant properties that may contribute to the seizure protection conferred by the diet. The anticonvulsant mechanism of acetone is unknown, but it is metabolized to several bioactive substances that could play a role. Acetone and its major metabolites-acetol, 1,2-propanediol, methylglyoxal, and pyruvic acid-were assessed for anticonvulsant activity in two mouse seizure models. Various doses of the substances administered intraperitoneally were characterized for their ability to elevate the threshold for clonic seizures induced by intravenous infusion of pentylenetetrazol (PTZ) and for protection against tonic seizures induced by subcutaneous bolus administration of 4-aminopyridine (4-AP). The inverted-screen test was used to assess acute neurological toxicity. Acetone (1-32 mmol/kg, i.p.), in a dose-dependent fashion, elevated the PTZ threshold and conferred protection against 4-AP seizures (ED(50), 26.3 mmol/kg). Effective doses of acetone (10-32 mmol/kg) did not cause motor impairment in the inverted-screen test (TD(50), 45.7 mmol/kg). In doses 10-fold greater than the minimally effective dose ofacetone (3.2 mmol/kg), the metabolites acetol, 1,2-propanediol, and pyruvic acid were inactive in the PTZ model. At higher doses that produced motor impairment, acetol and 1,2-propanediol (but not pyruvic acid) did elevate the PTZ threshold. Methylglyoxal had both proconvulsant and anticonvulsant actions, and had substantial toxicity, producing respiratory distress, motor impairment, and death. None of the acetone metabolites protected against 4-AP seizures. This study confirms the broad-spectrum anticonvulsant properties of acetone and indicates that the seizure protection conferred is unlikely to result from its major metabolic products.

Two pathways for the conversion of acetone to glucose are proposed, the methylglyoxal & the propanediol pathways. The methylglyoxal pathway is responsible for the conversion to acetol, acetol to methylglyoxal, & subsequent conversion of methylglyoxal to glucose. The propanediol pathway involves the conversion of acetol to L-1,2-propanediol by an as yet unknown process. L-1,2-propanediol is converted to L-lactaldehyde by alcohol dehydrogenase, & L-lactaldehyde is converted to L-lactic acid by aldehyde dehydrogenase. Expression of these metabolic pathways in rat appears to be dependent on the induction of /acetone/ oxygenase & acetol monooxygenase by acetone.

Hepatic NAD-dependent alcohol dehydrogenase... enzyme is capable of catalyzing reverse reaction in which... acetone.../is reduced to alcohol/.

For more Metabolism/Metabolites (Complete) data for ACETONE (8 total), please visit the HSDB record page.

The metabolic fate of acetone is independent of route of administration and involves three separate gluconeogenic pathways, with ultimate incorporation of carbon atoms into glucose and other products and substrates of intermediary metabolism with generation of carbon dioxide. The primary (major) pathway involves hepatic metabolism of acetone to acetol and hepatic metabolism of acetol to methylglyoxal, while two secondary (minor) pathways are partially extrahepatic, involving the extrahepatic reduction of acetol to L-1,2-propanediol. Subsequent conversion of acetol to methylglyoxal in microsomes is catalyzed by acetol monooxygenase (also called acetol hydroxylase), an activity also associated with cytochrome P-450IIE1, and also requires oxygen and NADPH. Methylglyoxal can then be converted to D-glucose by an unidentified pathway, and/or possibly by catalysis by glyoxalase I and II and glutathione to D-lactate, which is converted to D-glucose. Some of exogenous acetone is unmetabolized and is excreted primarily in the expired air with little acetone excreted in urine. (N004)

MeSH Pharmacological ClassificationLiquids that dissolve other substances (solutes), generally solids, without any change in chemical composition, as, water containing sugar. (Grant &amp; Hackh&apos;s Chemical Dictionary, 5th ed)
Absorption, Distribution and Excretion · 5건

In rats receiving acetone in drinking water (7.5% v/v) for 11 consecutive days, plasma concentrations of acetone on day 1 were in the range of 315-800 ug/mL. The plasma concentration appeared to plateau at about 1,200 ug/mL by day 4.

Physiologically based toxicokinetic (PBTK) modeling of human experimental data suggests difficulties to simultaneously describe the time courses of inhaled polar solvents in blood and breath, especially if exposures occur during physical exercise. We attribute this to the washin-washout effect in the airways. The aim was to develop a PBTK-model that explains the behavior of acetone in blood and exhaled air at different levels of physical exercise. The model includes exchange of inhaled solvent vapor with the blood flow via the mucosa and separate compartments to describe working and resting muscles. The developed model was contrasted to a traditional PBTK-model where the conducting airways were regarded as an inert tube. Our model predictions agrees well with experimentally observed acetone levels in both arterial blood and end- and mixed-exhaled air from 26 inhalation experiments conducted with 18 human volunteers at 0, 50, 100 and 150 W workload. In contrast, the inert-tube model was unable to describe the data. The developed model is to our knowledge the first which explains the toxicokinetics of acetone at such various levels of physical exercise. It may be useful in breath monitoring and to obtain more accurate estimates of absorbed dose during inhalation of polar volatiles.

Patients with severe diabetic ketoacidosis can have plasma acetone levels as high as 750 mg/L, which is up to 300 times the normal limit.

Acetone is one of the least hazardous industrial solvents, but is highly volatile and may be inhaled in large quantities. It may be absorbed into the blood through the lungs and diffused throughout the body. Small quantities may be absorbed through the skin.

For more Absorption, Distribution and Excretion (Complete) data for ACETONE (19 total), please visit the HSDB record page.

Tissue LocationsAdipose Tissue;Adrenal Gland;Bladder;Brain;Epidermis;Fibroblasts;Kidney;Liver;Neuron;Pancreas;Placenta;Testis;Thyroid Gland

용도 및 제조

Uses · 6건

Used as a solvent and to produce methacrylates; [LaDou, p. 546] Used as an intermediate and solvent or cleaner (gum waxes, resins, fats, greases, oils, dyes, cellulosics, coatings, plastics, and varnishes); [ACGIH]

Semiconductor Manufacturing [Category: Industry];Painting (Solvents) [Category: Paint];Silk-Screen Printing [Category: Other]

Smoking cigarettes [Category: Food & Drugs]

For acetone (USEPA/OPP Pesticide Code: 044101) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

The active ingredient is no longer contained in any registered /pesticide/ products. ... "cancelled."

Solvent for fats, oils, waxes, resins, rubber, plastics, lacquers, varnishes, rubber cements. Versatile reagent in organic synthesis. Manufacturing of coatings, plastics, pharmaceuticals and cosmetics. In production of other solvents and intermediates including: methyl isobutyl ketone, mesityl oxide, acetic acid (ketene process), diacetone alcohol, bisphenol A, methyl methacrylate, explosives, rayon, photographic films, isoprene.

Impurities · 2건

Grade: Technical; chemically pure; NF; electronic; spectrophotometric.

Acetone is produced industrially in high grade (> 99.5% purity), the main impurity being water.

U.S. Exports · 4건

(1972) 4.11X10+10 G

(1975) 2.93X10+10 G

(1984) 3.76X10+10 g

(1987) 1.18X10+5 tons

U.S. Imports · 4건

(1972) 1.18X10+10 G

(1975) 1.36X10+9 G

(1983) 2.48X10+6 g

(1987) 7.5X10+4 tons

U.S. Production · 6건

2023: 1,000,000,000 - <2,500,000,000 lb;2022: 1,000,000,000 - <2,500,000,000 lb;2021: 1,000,000,000 - <2,500,000,000 lb;2020: 1,000,000,000 - <2,500,000,000 lb

(1972) 7.74X10+11 G

(1975) 7.45X10+11 G

(1984) 1,739,293,000 lbs (Acetone from cumene)

(1984) 123,195,000 lbs (Acetone from isopropyl alcohol)

For more U.S. Production (Complete) data for ACETONE (16 total), please visit the HSDB record page.

Consumption Patterns · 5건

33% Methyl methacrylate, methacrylic acid and higher methacrylates; 17% solvents; 10% MIBK; 9% bisphenol-a; 7% aldol chemical; 6% pharmaceuticals and cosmetics; 2% methyl isobutyl carbenol; 4.5% exports; 11.5% misc (1985)

CHEMICAL PROFILE: Acetone. Methylmethacrylate, methacrylic acid and higher methacrylates, 34%; coatings solvent, 15%; bisphenol-A, 12%; MIBK (methyl isobutyl ketone), 10%; solvent for cellulose acetate, 5%; drug and pharmaceutical applications, 5%; miscellaneous chemical and solvent uses, 6%; exports, 5%.

CHEMICAL PROFILE: Acetone. Demand: 1986: 1,936 million lb; 1987: 2,050 million lb; 1991 /projected/: 2,140 million lb.

Demand 1995: 2.76 billion pounds; 1996: 2.72 billion pounds; 2000 (projected) 3.2 billion pounds.

(2005) Global demand (consumption): 5 million tonne [Table#40]

응용 분야 · 6건

용도아세톤은 물질을 녹여 용액으로 만드는 매우 중요한 용매(Solvent)중 하나로 주로 아세톤은 플라스틱과 합성 섬유에 효과적인 용매로 사용되며, 2010년 세계 석유화학 보고서에 따르면 세계에서 제작되는 아세톤의 1/3이 용매로 사용되었습니다. 또한 유기 합성의 원료로도 사용되어 용매 또는 시너 등으로 사용되는 다이아세톤 알코올(Diacetone Alcohol)과 같은 화합물의 제작에도 사용되며, 실험실에서는 비커와 같은 유리 제품의 최종 세척전 잔류물과 고형물을 제거하기 위한 세정제로 많이 사용됩니다. 물, 알코올(Alcohol), 에테르(Ether) 등 대부분의 용매와 잘 섞이며, 실생활에서는 이와 같은 성질을 이용하여 페인트나 매니큐어와 같이 물로 세척되지 않는 물질을 세척하는데 사용됩니다. 아세톤은 인화성이 매우 강하기 때문에 불이 잘 붙으며, 폭발의 위험까지 있어 취급시 화기에 멀리 하는 것을 권장합니다. 또한 장기적인 피부 접촉이 있을 경우 심한 염증을 일으킬 수 있는 독성물질에 속합니다.

개요Acetone is a flammable, colorless liquid with a pleasant odor. It is used widely as an organic solvent and in the chemical industry. It is the simplest ketone, which also goes by the name dimethyl ketone (DMK). Acetone was originally referred to as pyroacetic spirit because it was obtained from the destructive distillation of acetates and acetic acid.

출처Reported found in apple, pear, grape, pineapple, strawberry, raspberry, tomato, black currant, citrus, onion and potato; also reported found in cocoa leaves, in Mexican goosefoot and in the oils of coriander and lavender. In trace amounts it has been reportedly identified in the oil of bitter orange, in distilled wine and in coffee aroma

역사The traditional method of producing acetone in the 19th century and the beginning of the 20th century was to distill acetates, particularly calcium acetate, Ca(C2H3O2)2. Weizmann discovered a process to produce butyl alcohol and acetone from the bacterium Clostridium acetobutylicum in 1914. With England’s urgent demand for acetone, Winston Churchill (1874–1965) enlisted Weizmann to develop the Weizmann process for acetone production on an industrial scale. Fermentation and distillation techniques for acetone production were replaced starting in the 1950s with the cumene oxidation process . In this process, cumene is oxidized to cumene hydroperoxide, which is then decomposed using acid to acetone and phenol. This is the primary method used to produce phenol, and acetone is produced as a co-product in the process, with a yield of about 0.6:1 of acetone to phenol.

용도Acetone′s luminesence intensity is dependent upon the solution components 1. The absorption of UV light by acetone, results in its photolysis and the production of radials 1.

일반 설명A clear colorless liquid with a sweetish odor. Flash point 0°F. Less dense than water. Vapors are heavier than air. Used as a solvent in paint and nail polish removers.

제조 방법

생산 방법Acetone is obtained by fermentation as a by-product of n-butyl alcohol manufacture, or by chemical synthesis from isopropyl alcohol; from cumene as a by-product in phenol manufacture; or from propane as a by-product of oxidation-cracking.

추가 설명 · 4건

순도시험(1) 용해도 : 이 품목 38mL(약 30g에 대응하는 양)를 끓여 식힌 물과 동량의 비로 섞을 때, 그 액은 최소한 30분간 맑아야 한다. (2) 산도(초산으로서) : 이 품목 38mL를 끓여 식힌 물과 동량의 비로 섞고 0.1N 수산화나트륨용액으로 적정할 때, 그 소비량은 0.1mL 이하이어야 한다(지시약 : 페놀프탈레인시액 0.1mL). (3) 알칼리도(암모니아로서) : 물 25mL에 메틸레드시액 1방울 가하고 적색이 나타날 때까지 0.1N 황산을 가한 다음 이 품목 23mL(약 18g에 대응하는 양)를 넣고 0.1N 황산으로 적정할 때, 그 소비량은 0.1mL 이하이어야 한다. (4) 알데히드류(포름알데히드로서) : 이 품목 2.5mL(약 2g에 대응하는 양)를 물 7.5mL에 녹인 액을 시험용액으로 하고 물 10mL에 포름알데히드 40μg을 함유하는 표준용액을 조제한다. 시험용액 및 표준용액에 5% 5,5-이메틸-1,3-시클로헥산디온․에탄올혼액 0.15mL를 각각 가한 후 수욕상에서 아세톤이 휘발할 때까지 증발시킨다. 물을 가하여 10mL로 한 다음 얼음욕조에서 격렬하게 저어주면서 급히 식힐 때, 시험용액의 탁도는 표준용액의 탁도 보다 진하여서는 아니 된다(0.002% 이하). (5) 과망간산염을 환원하는 물질 : 이 품목 10mL를 마개가 있는 실린더에 넣고 0.1N 과망간산칼륨용액 0.05mL를 가한 다음 15분간 방치할 때, 엷은 적색이 완전히 사라져서는 아니 된다. (6) 납 : 이 품목 5.0g을 취하여 원자흡광광도법 또는 유도결합플라즈마발광광도법에 따라 시험할 때, 그 양은 1.0ppm 이하이어야 한다. (7) 메탄올 : 이 품목 10mL에 물을 가하여 100mL로 한 시험용액 및 메탄올표준용액(이 액 1mL는 메탄올 40μg 함유) 각 1mL에 10% 인산 0.2mL 및 과망간산칼륨용액(1→20) 0.25mL를 가한 다음 15분간 방치하고, 아황산수소나트륨용액(1→10) 0.3mL를 가한 후 무색이 될 때까지 잘 흔들어 준다. 얼음에 식힌 80% 황산 5mL를 차게 유지하면서 천천히 가한다. 크로모트로프산용액(1→100) 0.1mL를 가한 다음 수욕상에서 20분간 침지할 때, 시험용액에서 나타나는 보라색이 표준액의 색보다 진하여서는 아니 된다(0.05% 이하). (8) 페놀류 : 이 품목 3mL를 60℃에서 증발건고하고 이 잔류물에 아질산나트륨의 황산용액(0.1→5) 3방울을 가한 다음 3분간 방치한다. 이 액에 2N 수산화나트륨용액 3mL를 조심스럽게 가할 때, 착색되어서는 아니 된다. (9) 증류시험 : 이 품목을 비점 및 유분측정법에 따라 유분을 측정할 때, 55.1~57.1℃에서 95%(v/v) 이상을 유출하여야 한다. (10) 증발잔류물 : 이 품목 125mL(약 100g에 해당하는 양)를 증발건고시킨 다음 105℃에서 30분간 건조할 때, 그 양은 10ppm 이하이어야 한다. (11) 굴절률 : 이 품목의 굴절률 은 1.358~1.360이어야 한다. (12) 비중 : 이 품목의 비중은 0.790~0.793이어야 한다.

확인시험이 품목 0.1mL를 물 10mL와 섞고 수산화나트륨시액 5mL를 가하여 가온하고 요오드시액 5mL를 가하면 요오드포름의 황색 침전이 생긴다.

정량법이 품목의 함량은 비중측정법으로 시험한다. 비중으로서 0.7930 이하이어야 한다.

정의ChEBI: A methyl ketone that consists of propane bearing an oxo group at C2.

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