Chloroacetaldehyde

HCID 33CAS 107-20-0

Basic information

Standard SMILES
O=CCCl
InChIKey
QSKPIOLLBIHNAC-UHFFFAOYSA-N
Molecular formula
C2H3ClO
Average molar mass
78.5 g/mol
Monoisotopic mass
77.9872424

Names & identifiers

Preferred name
Chloroacetaldehyde
IUPAC
2-chloroacetaldehyde
English name
Chloroacetaldehyde
Molecular formula
C2H3ClO
Molecular weight
78.5

Names & synonyms

CHLOROACETALDEHYDE2-chloroacetaldehyde107-20-0Chloroethanal2-ChloroethanalMonochloroacetaldehydeAcetaldehyde, chloro-Chloroaldehyde2-Chloro-1-ethanalChloroacetaldehyde monomerRCRA waste number P023DTXSID4020292
Show more names
CHLORACETALDEHYDEChloroacetalaldehydeChloroacetaldehyde, 40 wt.% solution in waterCLACHCH2ClCHOdehyde soLaldehyde,chloro-
CCRIS 856CF069F5D9CDTXCID60292CHEBI:27871RefChem:125356CHLOROACETALDEHYDE (40% AQUEOUS SOLUTION)203-472-8Acetaldehyde, 2-chloro-

Database identifiers

CAS
107-20-0
PubChem CID
33
DTXSID
DTXSID4020292
ChEMBL
CHEMBL506976
ChEBI
CHEBI:27871
UNII
CF069F5D9C
EC Number
203-472-8
Nikkaji
J4.060F

Properties

Computed structural properties

XLogP
0.3
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
4

Experimental & physicochemical properties

LogP0.37
OdorAcrid, penetrating odor
Density · 6 items

1.19 at 77 °F (USCG, 1999) - Denser than water; will sink

1.19 g/cu cm at 25 °C

Relative density (water = 1): 1.19 (40% solution)

1.19 (40% solution)

1.19 @25 °C

1.19 (40% solution)

Color/FormColorless liquid [Note: Typically found as a 40% aqueous solution]
Solubility · 6 items

greater than or equal to 100 mg/mL at 66 °F (NTP, 1992)

Miscible in all proportions with water

Soluble in ether

Soluble in acetone and methanol

Solubility in water: miscible

Miscible

Flash Point · 6 items

190 °F (NTP, 1992)

87 °C

190 °F (87.7 °C) CLOSED CUP

88 °C c.c.

190 °F (40% solution)

190 °F (40% solution)

Physicochemical properties

Melting point
-28 · -28--23°C
Boiling point
80 · 80-100 °C(lit.)
Density
1.236 g/mL · 1.236 g/mL at 25 °C
vapor pressure
100 at · 100 at 20 °C (NIOSH, 1997)
refractive index
20 · n20/D 1.407
Flash point
128 °F · 128 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral];H311: Toxic in contact with skin [Danger Acute toxicity, dermal];H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H330: Fatal if inhaled [Danger Acute toxicity, inhalation];H351: Suspected of causing cancer [Warning Carcinogenicity];H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P203, P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P318, P320, P321, P330, P361+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

Hazard information

Hazards Identification · 2 items

Toxic/poison by inhalation (TIH/PIH)

Toxic/poison by inhalation (TIH/PIH)

Regulatory Information · 4 items

Chemical: Acetaldehyde, chloro-

Status: Active Update: 04-12-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/8143

Acetaldehyde, chloro-: 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.)

Other Safety InformationIMAP assessments - Acetaldehyde, chloro-: Human health tier II assessment;IMAP assessments - Acetaldehyde, chloro-: Environment tier I assessment
DOT LabelPoison Inhalation Hazard
Fire Hazards · 4 items

Special Hazards of Combustion Products: Contain poisonous and irritating chloride gases.;Behavior in Fire: May yield highly toxic chloride fumes when heated to decomposition. (USCG, 1999)

· Combustible material: may burn but does not ignite readily.;· When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Corrosives in contact with metals may evolve flammable hydrogen gas.;· Containers may explode when heated.;· Runoff may pollute waterways.;· Substance may be transported in a molten form.

· Combustible material: may burn but does not ignite readily.;· When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Corrosives in contact with metals may evolve flammable hydrogen gas.;· Containers may explode when heated.;· Runoff may pollute waterways.;· Substance may be transported in a molten form.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 88 °C explosive vapour/air mixtures may be formed.

Fire PotentialMODERATE, WHEN EXPOSED TO HEAT OR FLAME

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;SMALL FIRE: Dry chemical, CO2 or water spray.;LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. 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. (ERG, 2024)

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

First Aid Measures · 4 items

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

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

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

Accidental Release Measures · 4 items

· 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.;· 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.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· DO NOT GET WATER INSIDE CONTAINERS.

· 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.;· 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.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· DO NOT GET WATER INSIDE CONTAINERS.

First Aid · 4 items

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. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and volatile chemicals have a high risk of being aspirated into the victim's lungs during vomiting. Thus, the risk of increasing the medical problems by inducing vomiting of a volatile corrosive chemical is very high. 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:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

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:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

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

Safe StorageSeparated from strong oxidants, acids, metals and food and feedstuffs.
Exposure Control and Personal Protection · 3 items

· 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.

· 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.

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

Toxicology

Target OrgansEyes, skin, respiratory system
Ecotoxicity Values · 4 items

EC50; Species: Scenedesmus subspicatus (Green Algae) exponential growth phase; Conditions: freshwater, static, 24 °C, pH 8.0-9.3; Concentration: 550 ug/L for 48 hr; Effect: decreased population biomass /50% purity formulation/

EC50; Species: Scenedesmus subspicatus (Green Algae) exponential growth phase; Conditions: freshwater, static, 24 °C, pH 8.0-9.3; Concentration: 2200 ug/L for 48 hr; Effect: general population changes, decreased population /50% purity formulation/

LC50; Species: Nitocra spinipes (Harpacticoid Copepod); Conditions: saltwater, static; Concentration: 1500 ug/L for 96 hr (95% confidence interval: 1200-1800 ug/L) /formulation/

EC50; Species: Daphnia magna (Water Flea) age < or =24 hr; Conditions: freshwater, static, 25 °C, pH > or = 7.0, dissolved oxygen > or =58%; Concentration: 15000 ug/L for 24 hr; Effect: intoxication, immobilization /50% purity formulation/

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that chloroacetaldehyde is expected to have very high mobility in soil(SRC). Volatilization of chloroacetaldehyde from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.4X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Chloroacetaldehyde is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 64.3 mm Hg at 25 °C(4). Biodegradation of chloroacetaldehyde may be important based on degradation studies of 2-chloroethanol which has been shown to degrade via 2-chloroacetaldehyde and 2-chloroacetate to glycollic acid by Pseudomonas CE1r that was isolated from soil(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that chloroacetaldehyde is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 2.4X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 35 hours and 13 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 0.09(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Chloroacetaldehyde has a reported hydrolysis rate of 2X10-6 to 5X10-6/hour at 37 °C(6). Biodegradation of chloroacetaldehyde may be important based on degradation studies of 2-chloroethanol which has been shown to degrade via 2-chloroacetaldehyde and 2-chloroacetate to glycollic acid by Pseudomonas CE1r that was isolated from soil(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), chloroacetaldehyde, which has a vapor pressure of 64.3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase chloroacetaldehyde 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 4.3 days, calculated from its rate constant of 3.1X10-12 cu cm/molecule-sec(3). Chloroacetaldehyde does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsDermatotoxin - Skin burns.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Exposure Routes · 2 items

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

inhalation, skin absorption, ingestion, skin and/or eye contact

Signs and Symptoms · 5 items

Burning sensation. Cough. Laboured breathing. Sore throat. Symptoms may be delayed.

Redness. Serious skin burns. Pain. Blisters.

Redness. Pain. Loss of vision. Severe deep burns.

Abdominal pain. Burning sensation.

irritation skin, eyes, mucous membrane; skin burns; eye damage; pulmonary edema; skin, respiratory system sensitization

Regulatory information

Regulatory Information · 4 items

Chemical: Acetaldehyde, chloro-

Status: Active Update: 04-12-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/8143

Acetaldehyde, chloro-: 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.)

RCRA Requirements · 1 item

P023; As stipulated in 40 CFR 261.33, when acetaldehyde, chloro-, 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 container or inner liner used to hold this waste or 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(e)).

TSCA Requirements · 2 items

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 9/30/91; Reporting date: 11/27/91.

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. Acetaldehyde, chloro- is included on this list. Effective date: 9/30/91; Sunset date: 6/30/98.

CERCLA Reportable Quantities · 1 item

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 1000 lb or 454 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).

Safety data

OEL
Ceiling: 1 ppm (3 mg/m3)
PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
-
IDLA
45 ppm
tsca
TSCA listed
rtecs
AB2450000

Chemistry & industry

Pharmacology

Mechanism of Action · 1 item

2-Chloroacetaldehyde a metabolic breakdown product of vinyl-chloride, was reacted with pyrimidine nucleosides in methanol to study adduct formation. After trimethylsilylation, products were analyzed by combined gas chromatography and mass spectrometry (GC/MS). Reaction of 3-methyluridine with 2-chloroacetaldehyde indicated that it can react with both the 3-methyluracil and ribose moieties. Molecular ions suggest that 2-chloroacetaldehyde attaches a 1-hydroxy-2-chloroethyl group to the 3-methyluracil moiety. 2-Chloroacetaldehyde not only formed etheno derivatives and oxoethyl adducts, respectively, but also yielded other types of adducts with nucleic acids. 2-Chloroacetaldehyde reacted with free nucleosides or single stranded nucleic acids to yield cyclic etheno derivatives. Model nucleosides (cytosine or uracil) in which the most nucleophilic site (the N-3 position) was blocked by a methyl group were treated with 2-chloroacetaldehyde to investigate whether these adducts are formed in native DNA. GC/MS analyses suggested that 2-chloroacetaldehyde can add a 2-chlorovinyl group to 3-methylcytosine.

Metabolism/Metabolites · 6 items

Chloroacetaldehyde can be oxidized to chloroacetatic acid by aldehyde dehydrogenase followed by conjugation with glutathione and finally give rise to the formation of the urinary metabolite thiodiglycolic acid. Chloroacetaldehyde may be also directly conjugated with GSH.

The metabolism of 2-(13)C-chloroacetaldehyde at doses of 1.5, 2, 3 and 4 mg/kg b.w. and that of 2-(13)C-chloroacetaldehyde at a dose of 5.9 mg/kg b.w. were studied in the isolated perfused rabbit heart model using carbon-13 nuclear magnetic resonance. We have shown that, whereas chloroacetaldehyde is cardiotoxic at doses above 2 mg/kg b.w., this toxic effect is not accompanied by an increase in intramyocardial citrate levels. Chloroacetate, its main metabolite, is not cardiotoxic. The metabolism of chloroacetaldehyde is complex and leads, in addition to chloroethanol, glycolic acid, conjugates of glutathione with chloroacetate or chloroethanol (and/or their metabolites, S-(2-carboxymethyl) cysteine, N-acetyl-S-(2-carboxymethyl) cysteine, S-(2-hydroxymethyl)cysteine) and thiodiglycolic acid. Low amounts of chloroacetate are metabolized by isolated perfused rabbit hearts into glycolic acid and glutathione conjugate (and/or its metabolites, S-(2-carboxymethyl) cysteine, N-acetyl-S-(2-carboxymethyl)cysteine). ...

Chloroethylene oxide, a postulated metabolite of vinyl chloride rearranged to 2-chloroacetaldehyde.

Chloroacetaldehyde has been shown to be a urinary metabolite of cyclophosphamide in the rat.

For more Metabolism/Metabolites (Complete) data for CHLOROACETALDEHYDE (6 total), please visit the HSDB record page.

2-chloroacetaldehyde is a known human metabolite of l-ifosfamide and l-cyclophosphamide.

Tissue LocationsKidney;Liver
Cellular LocationsExtracellular
Metabolite PathwaysCyclophosphamide Action Pathway;Cyclophosphamide Metabolism Pathway;Ifosfamide Action Pathway;Ifosfamide Metabolism Pathway

Uses & manufacturing

Uses · 6 items

Used to manufacture other organic chemicals; also used as a fungicide and debarking agent; [ACGIH]

Pulp and Paper Processing [Category: Industry];Farming (Pesticides) [Category: Industry]

In manufacture of 2-aminothiazole; to facilitate bark removal from tree trunks.

Intermediate, fungicide

Used as a spinning solution of poly B-alanine.

... Manufacture of pharmaceuticals, e.g., as starting material to synthesize statine intermediates. The mercapto derivative of chloroacetaldehyde, 2,5-dihydroxy-1,4-dithiane, is an important building block for drugs against AIDS. ... Raw material to make dyestuffs. Dialkylacetal derivatives of chloroacetaldehyde such as chloroacetaldehyde dimethyl acetal are important starting materials for the manufacture of agrochemicals. The acetals are also used to make fragrances.

U.S. Exports · 3 items

(1972) No Data

(1975) No Data

(1986) No Data

U.S. Imports · 3 items

(1972) 1.14X10+5 G

(1975) 1.0X10+6 G

(1986) No Data

U.S. Production · 4 items

(1972) LESS THAN 4.54X10+5 G

(1975) LESS THAN 4.5X10+5 G

(1986) No Data

Production volumes for non-confidential chemicals reported under the Inventory Update Rule.[Table#3956]

Methods of Manufacturing · 5 items

Simultaneous introduction of vinyl chloride and chlorine into water at ca. 20 °C forms chloroacetaldehyde in a nearly quantitative yield if its concentration in the reaction solution is not allowed to rise above ca. 5 wt %. At a higher concentration, increasing amounts of 1,1,2-trichloroethane are formed. This method yields only a dilute solution of chloroacetaldehyde. Concentrated aqueous solutions of chloroacetaldehyde are obtained in nearly quantitative yields by the reaction of chlorine with vinyl acetate in water at room temperature. As an intermediate 1,2-dichloroethyl acetate is formed, which is quantitatively hydrolyzed at elevated temperatures. The resulting solution is purified by distillation.

Monochloroacetaldehyde is also obtained in high yield by pyrolysis of chloroethylene carbonate in the presence of quaternary ammonium salts.

Direct chlorination of dry acetaldehyde or paraldehyde gives only a low yield of monochloroacetaldehyde. Azeotropic dehydration of the hemihydrate with chloroform, toluene, or carbon tetrachloride followed by distillation over anhydrous calcium chloride gives better yields.

Anhydrous monochloroacetaldehyde is obtained in high yield by the depolymerization of trichloroparaldehyde or polychloroacetaldehyde at 145 °C in the presence of oxalic acid or trichloroacetic acid.

For more Methods of Manufacturing (Complete) data for CHLOROACETALDEHYDE (6 total), please visit the HSDB record page.

Formulations/PreparationsChloroacetaldehyde is commercially available as a 45 wt% aqueous solution.
Applications · 4 items

Descriptionoroacetaldehyde is a combustible, colorless liquid with a very sharp, irritating odor. Molecularweight=78.50; Specific gravity (H2O:1)=1.19 (40%solution); Boiling point=85 100℃; Freezing/Meltingpoint=16℃(40% solution); Vapor pressure 5100 mmHg at 20℃; Flash point=87.7℃(40%626 Chloroacetaldehydesolutions). Hazard Identification (based on NFPA 704 MRating System): Health 3, Flammability 2, Reactivity 0(able to polymerize on standing). Soluble in water.

UsesIn the manufacture of 2- aminothiazole; to facilitate bark removal from tree trunks; formed during the chlorination of drinking water; a metabolite of vinyl chloride

UsesChloroacetaldehyde is used in the productionof 2-aminothiazole.

General DescriptionA clear colorless liquid with a pungent odor. Flash point about 190°F. Corrosive to skin and mucous membranes. Chloroacetaldehyde is very toxic by inhalation.

Suppliers3 total

淄博泰立泽化工有限公司0533-5200592 13173271895 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]

Additional notes

DefinitionChEBI: Chloroacetaldehyde is acetaldehyde substituted at C-2 by chlorine. It derives from an acetaldehyde.

Related reactions

431 records

Linked notes

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