1,4-Dioxane

HCID 31275CAS 123-91-1

기본 정보

표준 SMILES
C1COCCO1
InChIKey
RYHBNJHYFVUHQT-UHFFFAOYSA-N
분자식
C4H8O2
평균 분자량
88.11 g/mol
단동위원소 질량
88.05242949

이름 및 식별자

우선 이름
1,4-Dioxane
IUPAC
1,4-dioxane
현지명
1.4-다이옥세인
영어명
1,4-Dioxane
분자식
C4H8O2
분자량
88.11

이름 및 동의어

1,4-DIOXANEDioxane123-91-1p-DioxaneDiethylene ether1,4-Diethylene dioxide1,4-DioxacyclohexaneDioxanTetrahydro-1,4-dioxinTetrahydro-p-dioxinDi(ethylene oxide)Diethylene dioxide
이름 더 보기
1,4-다이옥산1,4-디옥산1.4-다이옥세인P-다이옥세인디옥산1/4-디옥산1,4-다이옥세인1,4-디에틸렌 이산화물디에틸렌 에테르DIOX4-DioxaneDIETHYLENE OXIDE1,4-Dioxin, tetrahydro-
DioxanneDioxane-1,41,4-DioxanGlycol ethylene etherDioxan-1,4p-DioxanTetrahydro-para-dioxinDioxyethylene ether

데이터베이스 식별자

CAS
123-91-1
PubChem CID
31275
DTXSID
DTXSID4020533
ChEMBL
CHEMBL453716
ChEBI
CHEBI:47032
UNII
J8A3S10O7S
EC Number
204-661-8
Nikkaji
J2.502J

물성

구조 계산 물성

XLogP
-0.3
극성 표면적
18.5 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
6

실험 및 물리화학적 성질

LogP · 2건

log Kow = -0.27

-0.27

Odor · 3건

Faint pleasant odor

Mild, ether-like odor

The odor of dioxane in low concentrations is faint and generally inoffensive and has been described as being somewhat alcoholic.

Density · 6건

1.036 at 68 °F (USCG, 1999) - Denser than water; will sink

1.0337 g/cu cm at 20 °C

Relative density (water = 1): 1.03

1.03

1.0337 @ 20°C

1.03

Viscosity · 2건

0.0120 centipoise at 25 °C

1.17 mm²/s at 25 °C

Color/FormColorless liquid or solid (below 53 degrees F)
Solubility · 6건

greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)

In water, >800 g/L at 25 °C

Miscible with most organic solvents

Miscible with aromatic hydrocarbons and oils.

Solubility in water: miscible

Miscible

물리화학적 성질

녹는점
12 °C · 12 °C
끓는 점
101 °C · 101 °C
밀도
1.034 g/mL · 1.034 g/mL at 25 °C(lit.)
증기 밀도
3 · 3 (vs air)
증기압
27 mm · 27 mm Hg ( 20 °C)
굴절률
20 · n20/D 1.422(lit.)
화학적 성질 · 1건

1,4-Dioxane is a colorless, stable liquid with a faint, pleasant odor. Although it has been known as far back as 1863, it was not until 1929 that is became commercially available. It is chemically a di-ether obtained by the loss of water from two molecules of ethylene glycol. It is completely soluble in water, as well as most organic solvents. It is freely soluble in mineral, vegetable, blown and heat-bodied oils, and oil soluble dyes. Most waxes are more readily soluble in dioxane when heated and examples of these are beeswax, carnauba, montan, paraffin, gilsonite, and Japan wax.

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];H335: May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H350: May cause cancer [Danger Carcinogenicity]

P203, P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P318, P319, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

유해성 정보

Regulatory Information · 6건

Chemical: 1,4-Dioxane;Specific Information Requirement: Obligations to provide information apply. These obligations are:;1. If the assessment report about the chemical recommends secondary notification of the chemical in particular circumstances and any of the circumstances occur in relation to the introduction (importation or manufacture) of the chemical by a person, then the person introducing this chemical must tell us in writing within 28 calendar days that the circumstances have occurred.;2. A person who introduces this chemical must tell us in writing within 28 calendar days if they become aware of any of the following circumstances, namely, that since the assessment under the Industrial Chemicals (Notification and Assessment) Act 1989:;a. the function or use of the chemical has changed, or is likely to change, significantly;;b. the amount of the chemical being introduced has increased, or is likely to increase, significantly;;c. in the case of a chemical not manufactured, or proposed to be manufactured, in Australia at the time of the assessment—it has begun to be manufactured in Australia;;d. the method of manufacture of the chemical in Australia has changed, or is likely to change, in a way that may result in an increased risk of an adverse effect of the chemical on occupational health and safety, public health or the environment;;e. additional information has become available to the person as to an adverse effect of the chemical on occupational health and safety, public health or the environment.

Hazard Traits - Carcinogenicity; Hematotoxicity; Hepatotoxicity and Digestive System Toxicity; Nephrotoxicity and Other Toxicity to the Urinary System; Neurotoxicity; Ocular Toxicity; Respiratory Toxicity;Authoritative List - CA NLs; CA TACs; CWA 303(d); EC IV CMRs - Cat. 1B; IARC Carcinogens - 2B; IRIS Carcinogens - Likely Carcin.; NTP RoC - reasonable; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

1,4-Dioxane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,4-Dioxane 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: 04-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15842

Substance: 1,4-dioxane;EC: 204-661-8;Date of inclusion: >08-Jul-2021;Reason for inclusion: Carcinogenic (Article 57a); Equivalent level of concern having probable serious effects to human health (Article 57(f) - human health); Equivalent level of concern having probable serious effects to the environment (Article 57(f) - environment)

1,4-Dioxane: HSNO Approval: HSR001140 Approved with controls

Other Safety InformationEvaluation - 1,4-Dioxane;PEC / SN / Other assessments - 1,4-Dioxane: Health and Environment
DOT LabelFlammable Liquid
Fire Hazards · 3건

Special Hazards of Combustion Products: Toxic vapors are generated when heated.;Behavior in Fire: Vapor is heavier than air and may travel to a source of ignition and flash back. (USCG, 1999)

· 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. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive. Risk of fire and explosion on contact with incompatible substances. See Chemical Dangers.

Fire PotentialA very dangerous fire and explosion hazard when exposed to heat or flame.
Health Hazards · 2건

No significant irritation from brief exposure of skin; prolonged or repeated exposure may cause a rash or burn and absorption of toxic amounts leading to serious injury of liver and kidney. Chemical has poor warning properties; illness may be delayed. Moderately irritating to eyes; overexposure may cause corneal injury. (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 spray, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4건

Fresh air, rest. Refer immediately for medical attention.

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

Rinse with plenty of water for several minutes (remove contact lenses if easily possible).

Rinse mouth. Do NOT induce vomiting. Seek medical attention if you feel unwell.

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. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. 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. 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. Be prepared to transport the victim to a hospital if advised by a physician. 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.;OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (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: Water wash promptly - If this chemical contacts the skin, promptly wash the contaminated skin with water. If this chemical penetrates the clothing, promptly remove the clothing and wash the skin with water. If irritation persists after washing, get medical attention.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageFireproof. Separated from strong oxidants, strong acids and incompatible materials. Cool. Dry. Well closed. Keep in the dark. Store only if stabilized. Store in an area without drain or sewer access.
Firefighting Hazards... Vapor is heavier than air ... and may travel considerable distance to source of ignition and flash back. ...

독성 정보

Toxicological InformationCDC-ATSDR Toxicological Profile
Body Burden · 1건

1,4-Dioxane was detected at mean levels of 0.2 ug/cu m (N = 110) and 0.05 ug/cu m (N = 24) in the exhaled breath of human subjects at two different locations in Los Angeles, CA. 1,4-Dioxane was also detected at a mean level of 0.2 ug/cu m (N = 67) in the exhaled breath of persons in Contra Costa, CA(1).

Cancer Sites · 2건

Gastrointestinal;Hepatic;Reproductive;Respiratory;Urinary

[in animals: lung, liver & nasal cavity tumors]

Interactions · 2건

... /In Swiss Webster mice/ skin paintings /with 0.2 mL of unspecified concn of 1,4-dioxane/ were preceded 1 wk earlier by application of 50 ug 7,12-dimethylbenzanthracene (DMBA); 4 males and 5 females survived 59 wk of treatment. Among 15 mice examined, 8 skin tumors were observed (2 papillomas, 2 squamous-cell carcinomas and 4 sarcomas); in addition 24 other tumors (mainly malignant lymphomas and lung tumors) occurred. 8 skin papillomas and 1 malignant lymphoma occurred in 55 animals receiving 50 ug DMBA followed by thrice weekly paintings with acetone alone.

Dioxane ... was investigated as a rat liver altered foci promoter in an initiation/promotion protocol. Animals were initiated with diethylnitrosamine, 30 mg/kg, injected ip 24 hr after 2/3 partial hepatectomy. The chemical under study was administered by gavage once a day, 5 times a week for 7 weeks. Ten days after the last administration the animals were killed. Liver sections were stained for gamma-glutamyl-transpeptidase (GGT) and the number and total volume of gamma-glutamyl-transpeptidase-positive foci was studied. Dioxane (1000 mg/kg) significantly increased the number and total volume of foci ... .

Target Organs · 3건

Cancer, Developmental (effects while organs are developing), Hepatic (Liver), Ocular (Eyes), Renal (Urinary System or Kidneys), Respiratory (From the Nose to the Lungs)

Hepatic;Nervous;Respiratory;Urinary

Eyes, skin, respiratory system, liver, kidneys

Health Effects · 1건

1,4-Dioxane for short period of time cause eye and nose irritation at low levels, and severe kidney and liver effects and possibly death at very high levels. For long-term exposure, studies in animals have shown that breathing vapors of 1,4-dioxane, swallowing liquid 1,4-dioxane or contaminated drinking water, or having skin contact with liquid 1,4-dioxane affects mainly the liver and kidneys. Studies in workers did not indicate whether 1,4-dioxane causes cancer, but animal studies suggest that it is a probable human carcinogen. (L1189)

규제 정보

Regulatory Information · 6건

Chemical: 1,4-Dioxane;Specific Information Requirement: Obligations to provide information apply. These obligations are:;1. If the assessment report about the chemical recommends secondary notification of the chemical in particular circumstances and any of the circumstances occur in relation to the introduction (importation or manufacture) of the chemical by a person, then the person introducing this chemical must tell us in writing within 28 calendar days that the circumstances have occurred.;2. A person who introduces this chemical must tell us in writing within 28 calendar days if they become aware of any of the following circumstances, namely, that since the assessment under the Industrial Chemicals (Notification and Assessment) Act 1989:;a. the function or use of the chemical has changed, or is likely to change, significantly;;b. the amount of the chemical being introduced has increased, or is likely to increase, significantly;;c. in the case of a chemical not manufactured, or proposed to be manufactured, in Australia at the time of the assessment—it has begun to be manufactured in Australia;;d. the method of manufacture of the chemical in Australia has changed, or is likely to change, in a way that may result in an increased risk of an adverse effect of the chemical on occupational health and safety, public health or the environment;;e. additional information has become available to the person as to an adverse effect of the chemical on occupational health and safety, public health or the environment.

Hazard Traits - Carcinogenicity; Hematotoxicity; Hepatotoxicity and Digestive System Toxicity; Nephrotoxicity and Other Toxicity to the Urinary System; Neurotoxicity; Ocular Toxicity; Respiratory Toxicity;Authoritative List - CA NLs; CA TACs; CWA 303(d); EC IV CMRs - Cat. 1B; IARC Carcinogens - 2B; IRIS Carcinogens - Likely Carcin.; NTP RoC - reasonable; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

1,4-Dioxane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,4-Dioxane 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: 04-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15842

Substance: 1,4-dioxane;EC: 204-661-8;Date of inclusion: >08-Jul-2021;Reason for inclusion: Carcinogenic (Article 57a); Equivalent level of concern having probable serious effects to human health (Article 57(f) - human health); Equivalent level of concern having probable serious effects to the environment (Article 57(f) - environment)

1,4-Dioxane: HSNO Approval: HSR001140 Approved with controls

FDA RequirementsDioxane is an indirect food additive for use only as a component of adhesives. /Dioxane/
RCRA Requirements · 1건

U108; As stipulated in 40 CFR 261.33, when 1,4-diethylene oxide, 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).

Atmospheric Standards · 2건

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. 1,4-Dioxane is produced, as an intermediate or a final product, by process units covered under this subpart.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. 1,4-Dioxane is included on this list.

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 100 lb or 45.4 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).

State Drinking Water Guidelines · 5건

(CA) CALIFORNIA 3 ug/L

(FL) FLORIDA 5 ug/L

(MA) MASSACHUSETTS 0.3 ug/L

(ME) MAINE 32 ug/L

(NH) NEW HAMPSHIRE 3 ug/L

안전 데이터

OEL
Ceiling: 1 ppm (3.6 mg/m3) [30-minute]
wgk
3
IDLA
500 ppm
tsca
TSCA listed
rtecs
JG8225000
ridadr
UN 1165

화학 및 산업

약리 정보

Biological Half-Life · 4건

/Humans/ exposed to 50 ppm for 6 hr /exhibited/ a half-life of 0.98 + or - 0.12 hr in plasma.

Four male Sprague-Dawley rats with jugular vein cannulas were placed in a 1 liter "head-only" chamber under dynamic air flow conditions. The flow rate of 1,4-dioxane vapor was adjusted to give a chamber concentration of 180 mg/cu m (50 ppm). During and after the 6-hr exposure urine was collected and analysed. ... A half life of 1.01 hours was calculated. ...

Six rats received iv doses of 3, 10, 30, 100, 300 or 1,000 mg (14)C-1,4-dioxane/kg bw and samples of blood were obtained via the right jugular vein every 5 minutes for estimating radioactivity in plasma. Two additional rats were used to estimate radioactivity in expired air (1,4-dioxane and (14)CO2) as well as in urine and feces. These rats were equipped with jugular and ureter cannulas. At the lowest iv doses given, 3 and 10 mg/kg bw, radioactivity was eliminated from the plasma by apparently linear kinetics with a t1/2 of 1.1 hours. At higher doses, radioactivity was eliminated from plasma progressively more slowly. At dose levels >/=100 mg/kg bw, elimination was retarded till a peak level of about 100 ug/mL plasma was reached, whereafter elimination occurred with the same t1/2 as that at lower doses. ...

Four volunteers /were exposed/ to 50 ppm [180 mg/m3] 1,4-dioxane vapor for 6 h. It was rapidly taken up, with plasma levels reaching a plateau after 3 h. The major metabolite, b-hydroxyethoxyacetic acid (HEAA), was detected during the exposure period. At the end of the exposure, plasma levels of 1,4-dioxane fell with a half life of 59 min. ...

Metabolism/Metabolites · 6건

1,4-Dioxane and beta-hydroxyethoxyacetic acid (HEAA) were found in urine of plant personnel exposed to time-weighted average concentration of 1.6 ppm dioxane for 7.5 hr. Average concentration of dioxane and HEAA in urine were 3.5 and 414 umoles/L, respectively.

From urine of rats given dioxane gas chromatography revealed a hepatic carcinogen identified as p-dioxane-2-one, a major metabolite.

Fate of dioxane in rats is markedly dose dependent because of limited capacity of rats to metabolize to beta-hydroxyethoxyacetic acid, (HEAA). At saturation, max velocity of metabolism to HEAA was about 18 mg/kg. At high daily doses dioxane induced its own metabolism. There is an apparent threshold for toxic effects of dioxane that coincides with saturation of metabolic pathway for its detoxification.

Another proposed metabolite of dioxane is 1,4-dioxane-2-one. However, whether 1,4-dioxane is first metabolized to HEAA, which can cyclize to 1,4-dioxane-2-one, or the parent is metabolized directly to 1,4-dioxane-2-one remains unanswered.

For more Metabolism/Metabolites (Complete) data for 1,4-DIOXANE (8 total), please visit the HSDB record page.

Exposure to 1,4-dioxane may occur by inhalation, ingestion, and to a lesser extent by dermal contact. 1,4-Dioxane is quickly absorbed and metabolized to beta-hydroxyethoxyacetic acid (HEAA) by mixed-function oxidase enzymes. HEAA can then be converted to 1,4-dioxane-2-one under acidic conditions. Both of these products are rapidly and extensively eliminated in the urine (>95%). Unchanged 1,4-dioxane can also be excreted in the urine and in exhaled air, but mainly after high-dose exposure. (L1189)

Absorption, Distribution and Excretion · 5건

... Readily absorbed through the intact skin ...

Dioxane can be absorbed after inhalational or dermal exposure. Dermal absorption occurs but to a much lesser extent than absorption via other routes.

In male rats given single oral doses of 10, 100 or 1000 mg/kg (14)C 1,4-dioxane, excretion of unchanged 1,4-dioxane in expired air was 0.043 mg/kg (0.43%) at lowest dose and 252 mg/kg (25%) at highest dose.

Plasma concentration time curves for dioxane given iv to rats at levels of 3-1000 mg/kg and for inhalation of 50 ppm vapor for 6 hr were linear by each route with half-life of about 1 hr. Above 10 mg/kg, plasma clearance rate decrease, /beta-hydroxyethoxyacetic acid/ (HEAA) excretion decreased and excretion as dioxane increased.

For more Absorption, Distribution and Excretion (Complete) data for 1,4-DIOXANE (17 total), please visit the HSDB record page.

용도 및 제조

Uses · 6건

1,4-Dioxane is used as a solvent for cellulose acetate, ethyl cellulose, benzyl cellulose, resins, oils, waxes, some dyes, and other organic and inorganic compounds.

Used as a solvent for cellulose esters, ethers, and other organic chemicals; [ACGIH] Used as a solvent in resins, polymers, oils, waxes, dyes, wood pulping, adhesives, varnishes lacquers, paints, and cosmetics; [HSDB]

Metal Degreasing [Category: Clean];Textiles (Fiber & Fabric Manufacturing) [Category: Industry];Painting (Solvents) [Category: Paint];Plastic Composites Manufacturing [Category: Industry]

Stabilizer in chlorinated solvents. Organic solvent for cellulose acetate, ethyl cellulose, benzyl cellulose, resins, oils, waxes, oil and spirit-soluble dyes, and many other organic as well as some inorganic compounds.

The largest single use of 1,4-dioxane is the stabilization of 1,1,1-trichloroethane against chemical attack by aluminum.

Historically, 1,4-dioxane has been used as a stabilizer for the solvent 1,1,1-trichloroethane. However, this use is no longer expected to be important due to the 1990 Amendments to the Clean Air Act and the Montreal Protocol, which mandate the eventual phase-out of 1,1,1-trichloroethane production in the U.S.

Impurities · 4건

1,4-Dioxane may contain bis(2-chloroethyl) ether ... as an impurity.

The tendency of 1,4-dioxane to form peroxides may be lessened by the addition of a reducing agent, such as stannous chloride or ferrous sulfate.

Peroxides: 0.003% max (certified reagent), 50 mg/kg max (technical); acetic acid: 0.01% max (certified reagent), 0.1% max (technical); Water : 0.02% max (certified), 0. 1% max (technical); Non-volatile matter : 0.004% max (certified), 0.0025% max (technical) ; 2-methyl-1,3-dioxolane: not reported (certified), 0.05%. /From table/

Certified reagent grade: carbonyl : 0.05% max; heavy metals (Pb) : 0.25 ppm max; iron: 0.25 ppm max. /From table/

U.S. Exports · 3건

(1978) No Data

(1982) No Data

(1987) No Data

U.S. Imports · 3건

(1977) AT LEAST 9.08X10+7 G

(1982) No Data

(1987) No Data

U.S. Production · 6건

2023: 75,000 - <100,000 lb;2022: 250,000 - <400,000 lb;2021: 250,000 - <400,000 lb;2020: 250,000 - <400,000 lb

(1982) 6.80X10+9 G

(1973) 7.357X10+9 G

(1974) 8.003X10+9 G

(1975) 5.712X10+9 G

For more U.S. Production (Complete) data for 1,4-DIOXANE (15 total), please visit the HSDB record page.

Consumption Patterns... /Approximately/ 90% of the 1,4-dioxane produced annually is used as a stabilizer for chlorinated solvents, particularly, 1,1,1-trichloroethane. ... The remainder of the 1,4-dioxane production is used in solvent applications (1985).
응용 분야 · 4건

용도유기용매에 모두 잘 녹는 우수한 용제이며, 공업적으로 아세틸셀룰로스나 에틸셀룰로스의 용제, 또 도료용 용제 등으로 널리 쓰이고 있다.

개요1,4-dioxane is a clear liquid with ether-like odour. It is highly flammable and forms explosive peroxides in storage (rate of formation increased by heating, evaporation, or exposure to light). 1,4-Dioxane is incompatible with oxidising agents, oxygen, halogens, reducing agents, and moisture. Industrial applications of 1,4-dioxane are extensive, for instance, as solvent for cellulose acetate, ethyl cellulose, benzyl cellulose, resins, oils, waxes, and some dyes; as a solvent for paper, cotton, and textile processing; and for various organic and inorganic compounds and products. It is also used in automotive coolant liquid and in shampoos and other cosmetics as a degreasing agent and as a component of paint and varnish. Human exposures to 1,4-dioxane have been traced to multiple occupations and breathing of contaminated workplace air and drinking polluted water. Industrial uses of 1,4-dioxane are very many. For instance, it is used as solvent for celluloses, resins, lacquers, synthetic rubbers, adhesives, sealants, fats, oils, dyes, and protective coatings; as a stabiliser for chlorinated solvents and printing inks; and as a wetting and dispersing agent in textile processing agrochemicals and pharmaceuticals, in different processing of solvent-extraction processes, and in the preparation and manufacture of detergents.

용도1,4-Dioxane, the six-member cyclic diether, is used as an aluminum inhibitor in chlorinated solvents like 1,1,1-trichloroethane and as a solvent for certain resins and polymers.

일반 설명A clear colorless liquid with a faint ethereal odor. Flash point 55°F. Slightly denser than water and soluble in water. Vapors heavier than air. Susceptible to autooxidation to form peroxides.

공급사50 곳

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추가 설명

정의ChEBI: A dioxane with oxygen atoms at positions 1 and 4.

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