디프로필 케톤

4-Heptanone

HCID 31246CAS 123-19-3

기본 정보

표준 SMILES
CCCC(=O)CCC
InChIKey
HCFAJYNVAYBARA-UHFFFAOYSA-N
분자식
C7H14O
평균 분자량
114.19 g/mol
단동위원소 질량
114.10446507

이름 및 식별자

우선 이름
4-Heptanone
IUPAC
heptan-4-one
현지명
디프로필 케톤
영어명
4-Heptanone
분자식
C7H14O
분자량
114.19

이름 및 동의어

4-HeptanoneHeptan-4-one123-19-3Dipropyl ketoneButyronePropyl ketoneDi-n-propyl ketone4-OxoheptaneFEMA No. 25469BN582JQ61NSC-8692DTXSID6047650
이름 더 보기
다이프로필케톤디프로필케톤디프로필케톤다이프로필 케톤4-헵타논dpkMETHYL N-AMYL KETONEFEMA 2546FEMA 25444-HeptanonHOHOHeptan-4-on
CHEBI:89484RefChem:99080DTXCID4027650204-608-9NSC 8692MFCD000094034-Heptanone (natural)EINECS 204-608-9

데이터베이스 식별자

CAS
123-19-3
PubChem CID
31246
DTXSID
DTXSID6047650
ChEBI
CHEBI:89484
UNII
9BN582JQ61
EC Number
204-608-9
Nikkaji
J43.327F

물성

구조 계산 물성

XLogP
1.6
극성 표면적
17.1 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
4
무거운 원자 수
8

실험 및 물리화학적 성질

LogPlog Kow = 2.04
OdorPleasant odor
TasteBurning taste
Density · 6건

0.82 (NIOSH, 2024) - Less dense than water; will float

0.8174 g/cu cm at 20 °C

Bulk density: 6.79 lb/gal at 20 °C

Relative density (water = 1): 0.8

0.814-0.817 (20 °C)

0.82

Viscosity0.0074 cP at 20 °C
Color/FormStable, colorless liquid

물리화학적 성질

녹는점
-33 °C · -33 °C (lit.)
끓는 점
145 °C · 145 °C (lit.)
밀도
0.817 g/mL · 0.817 g/mL at 25 °C (lit.)
증기 밀도
3.94 · 3.94 (vs air)
증기압
5.2 mm · 5.2 mm Hg ( 20 °C)
굴절률
20 · n20/D 1.408(lit.)

화학적 성질

4-Heptanone has a penetrating odor and burning taste.

안전 및 규제

GHS 분류

GHS Classification · 6건

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids];H332: Harmful if inhaled [Warning Acute toxicity, inhalation]

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

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1945) of reports.

유해성 정보

Regulatory Information · 5건

Chemical: 4-Heptanone

4-Heptanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 4-Heptanone 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: 10-03-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19258

4-Heptanone: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 3건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:;HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. 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. Substance may be transported hot. For hybrid vehicles, ERG Guide 147 (lithium ion or sodium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. If molten aluminum is involved, refer to ERG Guide 169. (ERG, 2024)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.;· 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.;· Substance may be transported hot.;· For hybrid vehicles, GUIDE 147 (lithium ion or sodium ion batteries) or GUIDE 138 (sodium batteries) should also be consulted.;· If molten aluminum is involved, refer to GUIDE 169.

Flammable. Above 49 °C explosive vapour/air mixtures may be formed.

Fire PotentialFlammable liquid when exposed to heat or flame
Health Hazards · 2건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:;CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas. 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. (ERG, 2024)

CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.;· 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.

Hazards SummaryIn rats, 400 ppm slows respiration, 825 ppm causes CNS depression, and 1600 ppm induces narcosis. Inhalation of 1200 ppm for 2 weeks causes mild liver enlargement. [ACGIH] Possible burns to eyes and skin; [CAMEO]

안전 및 보호

Fire Fighting · 2건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:;CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. CAUTION: For mixtures containing alcohol or polar solvent, alcohol-resistant foam may be more effective.;SMALL FIRE: Dry chemical, CO2, water spray or regular foam. If regular foam is ineffective or unavailable, use alcohol-resistant foam.;LARGE FIRE: Water spray, fog or regular foam. If regular foam is ineffective or unavailable, use 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. For petroleum crude oil, do not spray water directly into a breached tank car. This can lead to a dangerous boil over. 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 alcohol-resistant foam, dry powder, 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.

Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. 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

Excerpt from NIOSH Pocket Guide for Dipropyl ketone:;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 - If this chemical contacts the skin, wash the contaminated skin with soap and water.;Breathing: RESPIRATORY SUPPORT - If a person breathes large amounts of this chemical, move the exposed person to fresh air at once. If breathing has stopped, perform artificial respiration. Keep the affected person warm and at rest. Get medical attention as soon as possible.;Swallow: MEDICAL ATTENTION IMMEDIATELY - If this chemical has been swallowed, get medical attention immediately. (NIOSH, 2024)

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 - If this chemical contacts the skin, wash the contaminated skin with soap and water.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageFireproof. Separated from strong oxidants. Well closed.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

독성 정보

Body Burden · 1건

Dipropyl ketone was detected in 12.4% of 387 samples of expired air collected from 54 individuals in Chicago, IL with a reported geometric mean concentration of 0.074 ng/L(1). Dipropyl ketone was detected in 35 out of 46 composite samples from the US EPA 1982 National Human Adipose Tissue Survey (NHATS) repository. Dipropyl ketone was detected in samples corresponding to all age groups and geographic regions(2). The reported concentration of dipropyl ketone ranged from 27 to 1044 ng/mL (median = 188 ng/mL)in the urine of 51 healthy individuals and from 17 to 978 ng/mL (median = 179 ng/mL) in 92 diabetic patients(3). During a study of the occurrence of volatile organic compounds in human milk samples from five industrial US cities, dipropyl ketone was detected in one milk sample collected in Jersey City, NJ(4,5).

Target OrgansEyes, skin, central nervous system, liver
Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 178(SRC), determined from a log Kow of 2.04(2) and a regression-derived equation(3), indicates that dipropyl ketone is expected to have moderate mobility in soil(SRC). Volatilization of dipropyl ketone from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.4X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 5.2 mm Hg at 20 °C(4), and water solubility, 3.19X10+3 mg/L (5). Dipropyl ketone is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Limited biodegradation data are available for dipropyl ketone(SRC, 2011); however, as a group n-alkyl ketones are reported to be susceptible to microbial degradation(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 178(SRC), determined from a log Kow of 2.04(2) and a regression-derived equation(3), indicates that dipropyl ketone is expected to adsorb very little to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 2.4X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 5.2 mm Hg at 20 °C(5), and water soubility, 3.19X10+3 mg/L(6). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 3.7 hours and 5.4 days, respectively(SRC). According to a classification scheme(7),an estimated BCF of 9.7(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Limited biodegradation data are available for dipropyl ketone(SRC, 2011); however, as a group n-alkyl ketones are reported to be susceptible to microbial degradation(8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dipropyl ketone, which has a vapor pressure of 5.2 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dipropyl ketone is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 1.7 days(SRC), calculated from its rate constant of 9.3X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). The maximum UV absorption of dipropyl ketone occurs near 280 nm(4), and the absorption spectrum is expected to extend beyond 290 nm; therefore, this substance may be susceptible to direct photolysis by sunlight(SRC).

Adverse Effects · 1건

Neurotoxin - Acute solvent syndrome;Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.;Dermatotoxin - Skin burns.

Exposure Routes · 2건

The substance can be absorbed into the body by inhalation of its vapour and by ingestion.

inhalation, ingestion, skin and/or eye contact

Milk ConcentrationsENVIRONMENTAL: During a study of the occurrence of volatile organic compounds in human milk samples from five industrial US cities, dipropyl ketone was detected in one milk sample collected in Jersey City, NJ(1,2).

규제 정보

Regulatory Information · 5건

Chemical: 4-Heptanone

4-Heptanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 4-Heptanone 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: 10-03-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19258

4-Heptanone: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

안전 데이터

OEB
A
OEL
TWA: 50 ppm (235 mg/m3)
wgk
2
tsca
TSCA listed
rtecs
MJ5600000
ridadr
UN 2710 3/PG III (DIPROPYL KETONE)

화학 및 산업

약리 정보

Metabolism/Metabolites · 2건

... After establishing analytical methods for all postulated metabolites, /the authors/ analyzed (i) plasma samples from 50 patients on haemodialysis and 50 controls; (ii) urine samples from 100 diabetic patients and 100 controls; and (iii) urine samples from 10 controls receiving DEHP intravenously. 4-Heptanone concentrations in urine did not differ between controls (128.6+/-11.4 ug/L, mean+/- SEM) and diabetic patients (131.2+/-11.6 ug/L) but were significantly elevated in plasma from hemodialysis patients (95.9+/-9.6 ug/L) compared with controls (10.4+/-0.5 ug/L). Exposure to DEHP led to a significant increase (P<0.001) of the metabolite 4-heptanone and all the proposed intermediates in urine of healthy persons within 24 hr. CONCLUSIONS: These studies show that 4-heptanone is not associated with diabetes but is a major DEHP metabolite in humans...

2-Ethylhexanol was efficiently absorbed following oral administration to rats. Carbon-14 associated with 2-ethyl(1-14C)hexanol was rapidly excreted in respiratory CO2 (6-7%), feces (8-9%) and urine (80-82%), with essentially complete elimination by 28 hr after administration. The amount of label recovered in (14)CO2 matched the amount of unlabelled 2-heptanone plus 4-heptanone recovered from urine, suggesting that both types of metabolite may have been derived form the major urinary metabolite, 2-ethylhexanoic acid, by decarboxylation following partial beta-oxidation...

Cellular LocationsMembrane

용도 및 제조

Uses · 3건

Used as a solvent for organic chemicals and surface coatings; [ACGIH]

Painting (Solvents) [Category: Paint]

Solvent for nitrocellulose, raw and blown oils, resins, and polymers; lacquers; flavoring.

U.S. Production · 3건

2023: 75,000 - <500,000 lb;2022: 1,000,000 - <8,500,000 lb;2021: 1,000,000 - <8,500,000 lb;2020: 500,000 - <1,000,000 lb

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7740]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 4-Heptanone. Aggregated National Production Volume: 1 to < 10 million lbs.

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesNot Known or Reasonably Ascertainable
Formulations/PreparationsGrade: Technical
Use Classification · 4건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

응용 분야 · 4건

개요4-Heptanone has a penetrating odor and burning taste. It is prepared by passing butyric acid over a wood coal at 425°C and then over cerium oxide at 500°C or over thorium oxide; also over manganese oxide at 400 - 425°C.

출처Reported found in apple juice, papaya, pear, cabbage, baked potato, roasted peanut, chicken fat, coffee, bachang (Mangifera foetida L ) and rooibus tea (Aspalathius linearis)

용도4-Heptanone is used as a solvent for nitrocellulose as well as in organic synthesis. It is involved in the preparation of flavorings. It is used as an intermediate in the synthesis of active pharmaceutical ingredients. Further, it is used in paints and coatings.

일반 설명A colorless liquid with a pleasant odor. Insoluble in water and less dense than water. Flash point 120°F. Toxic by inhalation. A skin irritant. Used to make flavorings and as a solvent.

제조 방법

By passing butyric acid over wood coal at 425°C and then over cerium oxide at 500°C or over thorium oxide; also over manganese oxide at 400 to 425°C.

관련 반응

58건

연결된 노트

불러오는 중…