클로로포름

Chloroform

HCID 6212CAS 67-66-3

기본 정보

표준 SMILES
ClC(Cl)Cl
InChIKey
HEDRZPFGACZZDS-UHFFFAOYSA-N
분자식
CHCl3
평균 분자량
119.37 g/mol
단동위원소 질량
117.914383

이름 및 식별자

우선 이름
Chloroform
IUPAC
chloroform
현지명
클로로포름
영어명
Chloroform
분자식
CHCl3
분자량
119.38

이름 및 동의어

CHLOROFORMTrichloromethane67-66-3TrichlormethanTrichloroformFormyl trichlorideMethane, trichloro-Methenyl trichlorideMethyl trichlorideMethane trichlorideChloroformeCHCl3
이름 더 보기
클로로포름R20(냉각제)메탄트리염화물(METHANETRICHLORIDE)메틸트리염화물메테닐트리염화물클로로폼트리클로로메탄트리클로로메탄,클로로포롬트리클로로포름프레온20메테닐트리클로라이드삼염화메탄TCMFisher Chemicalr20Chloroform 5g [67-66-3]
R 20 (Refrigerant)TriclorometanoCloroformioTrichloormethaanFreon 201,1,1-TrichloromethaneMethenyl chlorideRCRA waste number U044

데이터베이스 식별자

CAS
67-66-3
PubChem CID
6212
DTXSID
DTXSID1020306
ChEMBL
CHEMBL44618
ChEBI
CHEBI:35255
UNII
7V31YC746X
EC Number
200-663-8
Nikkaji
J2.366C

물성

구조 계산 물성

XLogP
2.3
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
0
무거운 원자 수
4

실험 및 물리화학적 성질

LogP · 3건

log Kow = 1.97

1.97

1.97

Odor · 4건

Pleasant, etheric, nonirritating

Pleasant odor

Odor threshold: 205-307 ppm

Characteristic odor

TasteSweet taste
Density · 6건

1.4832 at 68 °F (EPA, 1998) - Denser than water; will sink

1.4788 g/cu cm at 25 °C

Density: 1.484 at 20 °C/20 °C

An alcholic solution of chloroform containing 6% by volume of chloroform, corresponding to 10.5% by weight and approximately 89% absolute alcohol by volume. Colorless, clear liquid. Chloroform odor. Density: approximately 0.85 /Spirit of chloroform/

Density (at 20 °C): 1.48 g/ml

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.7

Viscosity5.63 millipoises at 20 °C; 5.10 millipoises at 30 °C
Color/Form · 3건

Highly refractive, nonflammable, heavy, very volatile liquid

Clear, colorless liquid

Colorless, highly refractive, heavy volatile liquid.

물리화학적 성질

녹는점
-63 °C · -63 °C
끓는 점
61 °C · 61 °C
밀도
1.492 g/mL · 1.492 g/mL at 25 °C(lit.)
증기 밀도
4.1 · 4.1 (vs air)
증기압
160 mm · 160 mm Hg ( 20 °C)
굴절률
20 · n20/D 1.445(lit.)

화학적 성질

Chloroform is a noncombustible, clear, colorless liquid with a pleasant, sweet odor. The Odor Threshold is 12 ppm.

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral];H315: Causes skin irritation [Warning Skin corrosion/irritation];H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation];H331: Toxic if inhaled [Danger Acute toxicity, inhalation];H351: Suspected of causing cancer [Warning Carcinogenicity];H361d: Suspected of damaging the unborn child [Warning Reproductive toxicity];H372: Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]

P203, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1499) of reports.

유해성 정보

Regulatory Information · 6건

Chemical: Methane, trichloro-

Hazard Traits - Carcinogenicity; Cardiovascular Toxicity; Developmental Toxicity; Hepatotoxicity and Digestive System Toxicity; Nephrotoxicity and Other Toxicity to the Urinary System; Neurotoxicity; Reproductive Toxicity; Respiratory Toxicity;Authoritative List - ATSDR Neurotoxicants; CA TACs; CWA 303(c); CWA 303(d); IARC Carcinogens - 2B; IRIS Carcinogens - Likely Carcin.; NTP RoC - reasonable; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

Methane, trichloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methane, trichloro- 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: 27-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14963

Restricted substance: Chloroform;EC: 200-663-8;Restriction condition document: PDF link

Chloroform: HSNO Approval: HSR002937 Approved with controls

Other Safety InformationIMAP assessments - Methane, trichloro-: Human health tier II assessment
DOT LabelPoison
Fire Hazards · 3건

Container may explode in the heat of fire. When heated it liberates phosgene, hydrogen chloride, chlorine and toxic and corrosive oxides of carbon and chlorine. Chloroform explodes when in contact with aluminum powder or magnesium powder or with alkali metals (e.g., lithium, sodium, and potassium) and dinitrogen tetroxide. It reacts vigorously with acetone in the presence of potassium hydroxide or calcium hydroxide. It is oxidized by strong oxidizers such as chromic acid forming phosgene and chlorine. It reacts vigorously with triisopropylphosphine. It develops acidity from prolonged exposure to air and light. (EPA, 1998)

· Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes.;· Containers may explode when heated.;· Runoff may pollute waterways.

Not combustible. Gives off irritating or toxic fumes (or gases) in a fire. Risk of fire and explosion on contact with incompatible substances. See Chemical Dangers.

Fire PotentialNot combustible.
Health Hazards · 2건

It is classified as moderately toxic. Probable oral lethal dose for humans is 0.5 to 5 g/kg (between 1 ounce and 1 pint) for a 150 lb. person. The mean lethal dose is probably near 1 fluid ounce (44 g). It is a human suspected carcinogen. Also, it is a central nervous system depressant and a gastrointestinal irritant. It has caused rapid death attributable to cardiac arrest and delayed death from liver and kidney damage. (EPA, 1998)

· Highly toxic, may be fatal if inhaled, ingested or absorbed through skin.;· Avoid any skin contact.;· Fire may produce irritating, corrosive and/or toxic gases.;· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination.

안전 및 보호

Fire Fighting · 2건

Wear self-contained breathing apparatus and special protective clothing. Move container from fire area. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material.;Extinguish with dry chemical, carbon dioxide, water spray, fog or foam. (EPA, 1998)

In case of fire in the surroundings, use appropriate extinguishing media. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4건

Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .

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

Do NOT induce vomiting. Rinse mouth. Give nothing to drink. 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.

· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· Cover with plastic sheet to prevent spreading.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· DO NOT GET WATER INSIDE CONTAINERS.;· For solids, prevent dust cloud and avoid inhalation of dust.

First Aid · 3건

Signs and Symptoms of Chloroform Exposure: Signs and symptoms of acute exposure to chloroform vapor may include conjunctivitis and blepharospasm (twitching of the eyelid). Burning pain and corneal epithelium injury may occur from chloroform liquid splashed in the eye. Acute exposure may also lead to respiratory depression, chemical pneumonitis, pulmonary edema, metabolic acidosis, central nervous system depression, headache, fatigue, and dizziness. Gastrointestinal signs and symptoms include nausea, vomiting, salivation, anorexia, and gastrointestinal irritation. Cardiac arrhythmias and cardiac arrest have been reported.;Emergency Life-Support Procedures: Acute exposure to chloroform may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination.;Inhalation Exposure:;1. Move victims to fresh air. Emergency personnel should avoid self-exposure to chloroform.;2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support.;3. Obtain authorization and/or further instructions from the local hospital for performance of invasive procedures.;4. Transport to a health care facility.;Dermal/Eye Exposure:;1. Remove victims from exposure. Emergency personnel should avoid self-exposure to chloroform.;2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support.;3. Remove and isolate contaminated clothing as soon as possible.;4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 30 minutes.;5. Wash exposed skin areas thoroughly with water.;6. Obtain authorization and/or further instructions from the local hospital for performance of other invasive procedures.;7. Transport to a health care facility.;Ingestion Exposure:;1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support.;2. DO NOT induce vomiting.;3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures.;4. Activated charcoal may be administered if victims are conscious and alert. Use 15 to 30 g (1/2 to 1 oz) for children, 50 to 100 g (1-3/4 to 3-1/2 oz) for adults, with 125 to 250 mL (1/2 to 1 cup) of water.

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.;In Canada, an Emergency Response Assistance Plan (ERAP) may be required for this product. Please consult the shipping paper and/or the "ERAP" section.

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

Safe StorageStore only in original container. Separated from food and feedstuffs and incompatible materials. See Chemical Dangers. Ventilation along the floor. Store in an area without drain or sewer access.
Exposure Control and Personal Protection · 2건

· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

0.5 [ppm]

독성 정보

Toxicological InformationCDC-ATSDR Toxicological Profile
Body Burden · 5건

Chloroform was detected, not quantified, in 7 of 8 mothers' milk samples analyzed at four urban sites in the US(1). A median chloroform concentration of 0.55 ng/mL was reported in breast milk samples collected May to July 2005 from three residents within nonsmoking households in inner-city Baltimore, MD(2). Chloroform concentrations in body fat and various organs collected from eight English individuals were 5-68 and 1-10 ppb, respectively(3). In blood samples collected from 979 non-occupationally exposed people, chloroform was detected in 54% at levels greater than the detection limit of 0.021 ppb(4). Chloroform was found in the blood of bath attendants at 0.13-2.45 ug/L and in swimmers at 0.56-5.23 ug/L at pools located in Hessia, Germany(5). In an EPA Region 5 Survey (Illinois, Indiana, Ohio, Michigan, Minnesota, Wisconsin), taken July 1995 through May 1997, chloroform was found at a mean value of 0.07 ug/L in 40.9% of 125 blood samples(6). Chloroform was found in blood of women in Cobb County, Georgia at an average level of 25 ppb before showering and 57 ppb after showering(7). Chloroform was also found in blood of women from Corpus Christi, Texas at an average level of 70 ppb before showers and an after shower level of 280 ppb(7). Chloroform was found in blood of women in Cobb County, Georgia at levels of 0.037-0.170 ug/L before showering and 0.130->0.430 ug/L after showering(8). Chloroform was also found in blood of women from Corpus Christi, Texas at before shower levels of 0.009->0.430 ug/L and after shower levels from 0.025->0.430 ug/L(8). Chloroform was detected in 8 of 16 blood samples collected the spring of 1993 from residents of Brownsville, TX at a median concentration of 0.02 ug/L and 638 of 1100 blood samples collected by the Third National Health and Nutrition Examination Survey at 0.02 ug/L(9). Chloroform was detected in blood samples collected from 249 adults during the 1999-2000 US National Health and Nutrition Examination Survey at 0.006-0.455

In samples collected July 1978 from 9 individuals living near Old Love Canal, Niagara Falls, NY, chloroform was detected at the following concentrations(1):[Table#142]

The largest existing data set on chloroform concns in the body has been provided by the TEAM Study measurements of exhaled breath. About 800 people provided more than 1250 breath samples with mean concns generally in the range of 0.5-3 ug/cu m with generally lower levels in California compared with other sites (New Jersey, Maryland, North Dakota, and North Carolina). In a study of 163 people at indoor swimming pools, exposed individuals had a mean chloroform concn in the higher alveolar of 83 ug/cu m. Breath exposures were also studied from a single subject who swam for 30 mins on 3 occasions, rested in the water for the same length of time on one occasion and stayed near the pool but out of the water for 30 mins on the final occasion. Pre-exposure breath concns were less than 2 ug/cu m on all occasions, rising to 15 to 25 ug/cu m 2.5 mins after completing the swimming periods, but only to 11 mg/cu m after the poolside exposure period. A study of chloroform found in blood revealed that out of 979 people sampled between 1988-1992, the mean chloroform concn was 0.0444 ng/mL. This suggests that a large percentage of the U.S. population is exposed to chloroform, but that very large exposures are rare. Chloroform was also detected in 40 out of 42 breast milk samples at levels ranging from 0.1 to 65 ng/mL from nursing mothers in two New Jersey hospitals and from three other hospitals in Pennsylvania, Louisiana, and West Virginia(1).

Chloroform was detected at concentration ranges of 41-239, 49-354, 60-417 ug/L in alveolar air of 52 competitive swimmers after 15, 35 and 60 minutes exposure, respectively(1). In the breath of NJ residence, chloroform was detected at mean concentrations 4.0 and 54 ug/cu m <5 minutes after showering, at 1.5 and 134 ug/cu m between 5-20 minutes after showering, and at 1 and 20 ug/cu m at >20 minutes after showering using water with low and high chloroform concentrations, respectively(2). Chloroform was detected in alveolar air of swimmers before and after swimming at concentrations of 29.4 and 76.5 ug/cu m, respectively(3). Chloroform was detected in 32 of 32 alveolar air samples taken in swimmers at an average of 18.7 ug/cu m(4).

For more Body Burden (Complete) data for Chloroform (6 total), please visit the HSDB record page.

TreatmentThere is no known antidote for chloroform. Exposure is usually handled with symptomatic treatment. (L13)
Cancer Sites · 2건

Hepatic

[in animals: liver & kidney cancer]

Interactions · 5건

One serious drug interaction involves sensitization of myocardium to catecholamines by ... halogenated hydrocarbon anesthetics (eg, chloroform ...) In presence of these anesthetics, admin of epinephrine, isoproterenol, or levarterenol markedly incr incidence of cardiac arrhythmias.

Effects /of chloroform/ on liver & kidneys are exaggerated by ... ingestion of alcoholic beverages.

... DDT & phenobarbitone potentiated chloroform-induced liver damage in rats...

Admin of Kepone (chlordecone) resulted in marked potentiation of chloroform induced hepatotoxicity whereas pretreatment with Mirex had no effect on liver injury.

For more Interactions (Complete) data for Chloroform (34 total), please visit the HSDB record page.

Target Organs · 3건

Cancer, Dermal (Skin), Hepatic (Liver), Neurological (Nervous System), Renal (Urinary System or Kidneys)

Hepatic

Liver, kidneys, heart, eyes, skin, central nervous system

규제 정보

Regulatory Information · 6건

Chemical: Methane, trichloro-

Hazard Traits - Carcinogenicity; Cardiovascular Toxicity; Developmental Toxicity; Hepatotoxicity and Digestive System Toxicity; Nephrotoxicity and Other Toxicity to the Urinary System; Neurotoxicity; Reproductive Toxicity; Respiratory Toxicity;Authoritative List - ATSDR Neurotoxicants; CA TACs; CWA 303(c); CWA 303(d); IARC Carcinogens - 2B; IRIS Carcinogens - Likely Carcin.; NTP RoC - reasonable; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

Methane, trichloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methane, trichloro- 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: 27-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14963

Restricted substance: Chloroform;EC: 200-663-8;Restriction condition document: PDF link

Chloroform: HSNO Approval: HSR002937 Approved with controls

FDA Requirements · 3건

The following drug products were withdrawn or removed from the market because such drug products or components of such drug products have been found to be unsafe or not effective. The following drug products may not be compounded under the exemptions provided by section 503A(a) or section 503B(a) of the Federal Food, Drug, and Cosmetic Act. All drug products containing chloroform is included on this list.

Use of chloroform as an ingredient in cosmetic products. (a) Chloroform has been used as an ingredient in cosmetic products. Recent information has become available associating chloroform with carcinogenic effects in animals. Studies conducted by the National Cancer Institute have demonstrated that the oral administration of chloroform to mice and rats induced hepatocellular carcinomas (liver cancer) in mice and renal tumors in male rats. Scientific literature indicates that chloroform is absorbed from the gastrointestinal tract, through the respiratory system, and through the skin. The Commissioner concludes that, on the basis of these findings, chloroform is a deleterious substance which may render injurious to users any cosmetic product that contains chloroform as an ingredient. (b) Any cosmetic product containing chloroform as an ingredient is adulterated and is subject to regulatory action under sections 301 and 601(a) of the Federal Food, Drug, and Cosmetic Act. Any cosmetic product containing chloroform in residual amounts from its use as a processing solvent during manufacture, or as a byproduct from the synthesis of an ingredient, is not, for the purpose of this section, considered to contain chloroform as an ingredient.

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

RCRA Requirements · 2건

U044; As stipulated in 40 CFR 261.33, when chloroform, 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).

D022; A solid waste containing chloroform may or may not become characterized as a hazardous waste when subjected to the Toxicity Characteristic Leaching Procedure listed in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste.

TSCA Requirements · 1건

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Methane, trichloro- is included on this list. Effective date 6/1/87; Sunset date: 6/1/97.

Atmospheric Standards · 3건

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. Chloroform 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. Chloroform is included on this list.

The following list presents other substances for which a Federal Register notice has been published that included consideration of the serious health effects, including cancer, from ambient air exposure to the substance. Chloroform is included on this list.

CERCLA Reportable Quantities · 2건

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 10 lb or 4.54 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).

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Chloroform is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 10,000 lbs.

안전 데이터

OEL
STEL: 2 ppm (9.78 mg/m3) [60-minute]
wgk
3
IDLA
500 ppm
tsca
TSCA listed
rtecs
FS9100000
ridadr
UN 1888

화학 및 산업

약리 정보

ATC Code · 2건

N - Nervous system;N01 - Anesthetics;N01A - Anesthetics, general;N01AB - Halogenated hydrocarbons;N01AB02 - Chloroform

QN - Nervous system;QN01 - Anesthetics;QN01A - Anesthetics, general;QN01AB - Halogenated hydrocarbons;QN01AB02 - Chloroform

Mechanism of Action · 1건

The feasibility of an oxygen-independent mechanism of chloroform bioactivation was indicated by the covalent binding to lipid and protein occurring in anaerobic incubations of chloroform and microsomes in the presence of NADPH. Under these conditions, the loss of cytochrome p450 and the inhibition of related mono-oxygenases were also observed. The chloroform anoxic biotransformation was negligible in uninduced microsomes and seemed to be catalyzed mainly by phenobarbital-inducible p450 isozymes. Biotransformation could also be supported by NADH as the source of reducing equivalents. Anaerobic metabolism of chloroform led to decreased levels of the main phenobarbital-induced p450 isozymes even at low chloroform concentration, and did not affect benzo(a)pyrene hydroxylase activity. These effects were not decreased by thiolic compounds. The oxidation products of chloroform caused a general impairment of the monoxygenase system, probably related to the formation of protein aggregates with very high molecular weight. In the presence of physiological concentrations of GSH, the targets of aerobically-produced metabolite were lipids, and, to a smaller extent, p450. At low chloroform concentrations and/or in the presence of GSH, the most changes to microsomal structures seemed to be produced by the reductively-formed intermediates.

Biological Half-Life · 3건

Whole body: 1.5 hours; [TDR, p. 318]

After inhalation of approximately 5 mg (38)Cl-chloroform, about 80% of the chloroform was found to have been absorbed ... . Eight volunteers expired 18 to 67% of an oral dose of 500 mg (13)C-chloroform (in capsules of olive oil) unchanged; in two subjects, about half of the dose was eliminated in the expired air as (13)CO2. The decline in the concentration of chloroform in blood was described by a two-compartment model, with initial and second-phase half-lives of 14 and 90 min, respectively, averaged over four subjects.

In humans given a single oral dose of 0.5 g chloroform, about 50-52% of the dose was absorbed, and virtually all of the absorbed dose was metabolized to carbon dioxide. Blood levels peaked after 1.5 hr and declined in line with a two-compartment model with half-lives of 13 and 90 min, respectively ...

Metabolism/Metabolites · 6건

When (14)C-chloroform was admin orally to mice, rats, & monkeys, radioactivity was found in expired air. Most of dose was excreted unchanged by monkeys, as (14)CO2 (carbon dioxide) by mice, & as both by rats. Three metabolites were detected in urine of rats & mice, one of which was identified as urea.

Haloforms are metabolized to carbon monoxide by hepatic microsomal mixed function oxidases & this reaction is markedly stimulated by sulfhydryl cmpd. Max stimulation occurred at 0.5 mmol glutathione. A mechanism for conversion to carbon monoxide is proposed.

Trihalomethanes (haloforms) were metab to carbon monoxide by rat liver microsomal fraction requiring nadph & molecular oxygen. Metabolism followed halide order; thus, chloroform yielded smallest amt. Results suggest cytochrome p450 dependent system.

Deuterium-labeled chloroform was less toxic and less readily metabolized than /normal/ chloroform, suggesting that the cleavage of the C-H bond is the rate-limiting step in the process resulting in hepatotoxicity.

For more Metabolism/Metabolites (Complete) data for Chloroform (22 total), please visit the HSDB record page.

Chloroform in absorbed mainly through the lungs. Once in the body it concentrates in lipid-containing organs such as the adipose tissue, the central nervous system, kidney and liver. It is eliminated unchanged in expired air or metabolized by the liver via a cytochrome P450 mechanism and excreted in the urine and faeces. (A11)

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

Chloroform can be absorbed through lung, from GI tract and to some extent through skin. Inhalation route is ... primary source of ... absorption in man.

Chloroform is rapidly absorbed & distributed to all organs, with relatively high concn in nervous tissue. After intraduodenal injection of (14)C-chloroform to rats, 70% ... was found unchanged in expired air & 4% as (14)CO2(carbon dioxide) during 24 hr. ... Liver and, to much lesser extent, kidney were main organs in which CO2 was formed.

In man, pulmonary excretions of chloroform and its CO2 (carbon dioxide) metab account substantially for single oral dose of 0.5 or 1.0 g. Amongst 9 subjects, up to 68% of dose is excreted unchanged & up to 51% of CO2; not more than 4% of dose is excreted unchanged after 8 hr.

... /Chloroform crosses/ placenta rapidly and enters fetal circulation.

For more Absorption, Distribution and Excretion (Complete) data for Chloroform (50 total), please visit the HSDB record page.

용도 및 제조

Uses · 6건

The vast majority of the chloroform produced in the United States is used to make HCFC-22. The rest is produced for export and for miscellaneous uses.

Has been used mainly for extraction and spot cleaning; [LaDou, p. 552] Used mainly in production of chlorodifluoromethane; [CHEMINFO] Uses have included dry cleaning agent and solvent for resins, plasticizers, rubber chemicals, and flavors; [HSDB]

No longer used as a fumigant in the U.S. [EPA Pesticides]

Dry Cleaning [Category: Clean];Plastic Composites Manufacturing [Category: Industry]

Smoking cigarettes [Category: Food & Drugs]

For chloroform (USEPA/OPP Pesticide Code: 020701) 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./

Impurities · 4건

Contains the following stabilizer(s): 2-Methyl-2-butene (>/=0.001 to </=0.015%)

Reagent grade chloroform of several brands was reported to contain detectable amounts of methylene chloride and other chloromethanes.

The following impurities have been detected in chloroform: bromochloromethane, bromodichloroethane, bromodichloromethane, carbon tetrachloride, dibromodichloroethane, dibromodichloromethane, 1,1-dichloroethane, 1,2-dichloroethane, vinylidene chloride, cis-1,2-dichloroethene, trans-1,2-dichloroethylene, dichloromethane, diethyl carbonate, ethyl benzene, 2-methoxy ethanol, nitromethane, pyridine, 1,1,2,2-tetrachloroethane, trichloroethylene, meta-xylene, ortho-xylene, and para-xylene.

n-Nitrosomorpholine was found in 4/10 batches of analytical grade chloroform, at levels of 2-376 ug/L.

U.S. Exports · 5건

(1985) 1.99X10+10 g

CHEMICAL PROFILE: Chloroform. US Exports: 1991: 55 million pounds

CHEMICAL PROFILE: Chloroform. US Exports: Exports ... were up sharply to 184 million pounds last year /1996/, but averaged 103 million pounds per year in the 1992-1996 period.

CHEMICAL PROFILE: Chloroform. US Exports: 1998: 184 million pounds; 1999: 220 million pounds

For more U.S. Exports (Complete) data for Chloroform (6 total), please visit the HSDB record page.

U.S. Imports · 5건

(1985) 1.52X10+10 g

CHEMICAL PROFILE:Chloroform. US Imports: 1988: 24 million pounds

CHEMICAL PROFILE: Chloroform. US Imports: 1991: 25 million pounds

CHEMICAL PROFILE: Chloroform. US Imports: Imports have been negligible in recent years, but averaged 20 million pounds per year in the early 1990s.

For more U.S. Imports (Complete) data for Chloroform (7 total), please visit the HSDB record page.

U.S. Production · 6건

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

(1981) 1.82X10+11 G

CHEMICAL PROFILE: Chloroform. US Production Capacity: 1982: 402 million pounds/year

(1978) 1.58X10+11 G

(1983) 1.68X10+11 G

For more U.S. Production (Complete) data for Chloroform (26 total), please visit the HSDB record page.

Consumption Patterns · 5건

CHEM INT FOR FLUOROCARBON 22, 96%; OTHER, 4% (1981)

CHEMICAL PROFILE: Chlorform. End-use Pattern for Chloroform in 1986;Table: End-use Pattern for Chloroform in 1986 [Table#144]

CHEMICAL PROFILE: Chloroform. US Demand: 1985: 400 million pounds; 1986: 425 million pounds; 1990: 485 million pounds /projected/

CHEMICAL PROFILE: Chloroform. End-use Pattern for Chloroform in 1989;Table: End-use Pattern for Chloroform in 1989 [Table#145]

For more Consumption Patterns (Complete) data for Chloroform (17 total), please visit the HSDB record page.

응용 분야 · 5건

용도클로로포름이 사람에게 처음 마취제로서 투약되었고,마취 효과가 빠르고 강하게 나타나 수술용 마취제로 널리 사용되게 되었습니다.하지만 시간이 지나면서 마취용 클로로포름 사용에 의해 환자가 사망하는 사건들이 발생하고, 더욱 안전한 마취제들이 새롭게 등장하며 더 이상 마취제로 사용되지 않게 되었습니다. 클로로포름은 현재 주로 살충제와 곰팡이 제거제로 많이 사용되며,지방과 오일, 고무, 알칼로이드, 왁스 등의 용매제 및 분석 시약으로도 사용되고 있습니다.

개요Chloroform is a trichlorinated organic substance with the chemical formula of CHCl3. It is a clear liquid at room temperature and has a pleasant, sweet odor. Chloroform is only slightly soluble in water and evaporates quickly into surrounding air, increasing the risk of inhalation exposure. In addition, chloroform persists for a long time in both water and air. There are no natural sources of chloroform, but this contaminant enters the environment through a variety of industrial operations, including the chlorination of water. Humans can be exposed to chloroform through inhalation, ingestion, and dermal contact. Chloroform has a relatively narrow margin of safety and has been replaced by better inhalation anesthetics. In addition, it is believed to be toxic to the liver and kidneys and may cause liver cancer. Chloroform was once widely used as a solvent, but safety and environmental concerns have reduced this use as well. Nevertheless, chloroform has remained an important industrial chemical.

역사Chloroform (CHCl3) was first discovered in 1831 by American physician Samuel Guthrie; and independently a few months later by Frenchman Eugène Soubeiran and Justus von Liebig in Germany. Chloroform was named and chemically characterised in 1834 by Jean-Baptiste Dumas. Its anaesthetic properties were noted early in 1847 by Marie-Jean-Pierre Flourens. Unlike ether, chloroform's characteristically sweet odour isn't irritating, although inhalation of concentrated chloroform vapour may cause irritation of exposed mucous surfaces. Chloroform is a more effective anaesthetic than nitrous oxide. In 1864, the Report of Chloroform Committee of Royal Medical and Chirurgical Society endorsed chloroform as Britain's favourite anaesthetic. But ether was safer for patients. In 1871, leading anaesthetic manufacturer Edward E. Squibb of Brooklyn estimated [New York Medical Journal (April 1871) 13;389] that of 400,000 administrations of anaesthesia in the USA in 1870, chloroform was the agent used in some 50%, ether for 40%, and other gases and mixtures accounted for the rest.

용도Chloroform is a widely used industrial and laboratory solvent. It is a volatile chlorinated organic solvent whose vapors have a narcotic effect.Due to its light sensitivity, it may undergo degradation with time. This can be suppressed by adding ethanol as a stabilizer. The addition will increase the polarity of the solvent and potentially impact certain applications. Chloroform has been used as a solvent for dissolving lipids and also as a cleansing agent. It may also be used in solvent extraction process and also for recrystallization. Suitable for HPLC, spectrophotometry, environmental testing Facilitates recovery of the aqueous phase of PCRs which have been overlaid with mineral oil. Meets ACS specifications.

일반 설명A clear colorless liquid with a characteristic odor. Denser (12.3 lb / gal) than water and slightly soluble in water. Hence sinks in water. Nonflammable under most conditions, but burns under extreme conditions. May cause illness by inhalation, skin absorption or ingestion. Used as a solvent, to make other chemicals, as a fumigant.

제조 방법 · 1건

생산 방법Chloroform was first synthesized by treating acetone or ethanol with calcium hypochlorite or sodium hypochlorite bleaching powder. Chlorination of ethanol produces acetaldehyde and then trichloroacetaldehyde. Acetaldehyde yields chloroform and the formate ion by action of hydroxide ion. Acetone is chlorinated to trichloroacetone, which then splits into chloroform and the acetateion. The modern industrial preparation of chloroform involves the chlorination of methane or methyl chloride, CH3Cl, using heat to substitute the chlorine atoms for hydrogen. The reaction is carried out at approximately 500°C. Hydrochlorination by reacting methanol and hydrogen chloride can also be used to produce chloroform.

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추가 설명

정의ChEBI: A one-carbon compound that is methane in which three of the hydrogens are replaced by chlorines.

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Chloroform (HCID 6212)|Huagongshe