Basic information
- Standard SMILES
COC(=O)C(Cl)Cl- InChIKey
HKMLRUAPIDAGIE-UHFFFAOYSA-N- Molecular formula
- C3H4Cl2O2
- Average molar mass
- 142.97 g/mol
- Monoisotopic mass
- 141.95883473
Overview
Methyl dichloroacetate appears as a colorless liquid with an ethereal odor. Combustible. Flash point 176 °F. Corrosive to metals and tissue. Used to make other chemicals.
Names & identifiers
- Preferred name
- Methyl dichloroacetate
- IUPAC
- methyl 2,2-dichloroacetate
- English name
- Dichloroacetic acid methyl ester
- Molecular formula
- C3H4Cl2O2
- Molecular weight
- 142.97
Names & synonyms
METHYL DICHLOROACETATEDichloroacetic acid methyl esterAcetic acid, 2,2-dichloro-, methyl esterCCRIS 7740NSC 2882EINECS 204-146-8HG7W497BZUUN2299AI3-18187NSC-2882DTXSID2059433UN 2299
Show more names
TwoMethyl chloroacetatemethyldichloroethanoatemethyl2,2-dichloroacetateDichloroacetic acid methylMethyl Dichloroacetate >Methyl dichloroacetate,purumMETHYL DICHLOROACETATE, 99+%dichloro-aceticacimethylester
ACETIC ACID,DICHLORO,METHYL ESTERDicloroacetato de metiloDichloracetate de methyleRefChem:157843Methyl 2,2dichloroacetateDTXCID6033372Acetic acid, dichloro, methyl esterAcetic acid, 2,2dichloro, methyl ester
Database identifiers
- CAS
116-54-1- PubChem CID
- 8315
- DTXSID
DTXSID2059433- UNII
- HG7W497BZU
- EC Number
- 204-146-8
- Nikkaji
- J38.900E
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 71.3
Experimental & physicochemical properties
Chemical Classes
Other Classes -> Halogenated Esters
Flammable agents - 2nd degree
SpringerMaterials PropertiesSchoenflies notation
Density1.3774 at 68 °F (USCG, 1999) - Denser than water; will sink
Flash Point176 °F (USCG, 1999)
Boiling Point289 °F at 760 mmHg (USCG, 1999)
Melting Point-62 °F (USCG, 1999)
Vapor Pressure4.5 [mmHg]
Physical Description
Methyl dichloroacetate appears as a colorless liquid with an ethereal odor. Combustible. Flash point 176 °F. Corrosive to metals and tissue. Used to make other chemicals.
Colorless liquid with an ethereal odor; [CAMEO]
Physicochemical properties
- Melting point
- -52 °C · -52 °C (lit.)
- Boiling point
- 143 °C · 143 °C (lit.)
- Density
- 1.381 g/mL · 1.381 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.442(lit.)
- Flash point
- 176 °F · 176 °F
- storage temp.
- room temp
- solubility
- 4 g/l · 4g/l
- form
- Liquid
- color
- Clear colorless
- PH
- 3.8 · 3.8 (4g/l, H2O, 20℃)
- Water Solubility
- Slightly soluble
- BRN
- 1747542 · 1747542
- InChI
- 1S/C3H4Cl2O2/c1-7-3(6)2(4)5/h2H,1H3
- InChIKey
- HKMLRUAPIDAGIE-UHFFFAOYSA-N
- SMILES
- COC(=O)C(Cl)Cl
- CAS DataBase Reference
- 116 · 116-54-1(CAS DataBase Reference)
- FDA UNII
- 7 W497BZU · HG7W497BZU
- NIST Chemistry Reference
- Acetic acid, dichloro-, methyl ester(116-54-1)
- EPA Substance Registry System
- 2 · Acetic acid, 2,2-dichloro-, methyl ester (116-54-1)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 6 · GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 301 · H301+H311+H331-H315-H319-H341-H227
- Precautionary statements
- 501 · P501-P270-P202-P261-P210-P201-P271-P264-P280-P370+P378-P308+P313-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P403+P235-P405
- target organs
- Respiratory system
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xn,Xi,F
- Risk Statements
- 20 · 20-36/37/38-40-38-11
- Safety Statements
- 26 · 26-36-37/39-16-24-9
- RIDADR
- 2299 · UN 2299
- WGK Germany
- 3 · 3
- RTECS
- 6625000 · AG6625000
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29154000 · 29154000
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 4 InhalationEye · Acute Tox. 4 InhalationEye Irrit. 2Skin Irrit. 2STOT SE 3
- REACH Registrations
- Active
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 61 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H227: Combustible liquid [Warning Flammable liquids]
Hazard information
Regulatory Information
Status: Active Update: 31-05-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17723
Methyl dichloroacetate: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
DOT LabelPoison
Fire Hazards
Special Hazards of Combustion Products: Produces toxic fumes of phosgene and HCl. (USCG, 1999)
· Combustible material: may burn but does not ignite readily.
Health Hazards
Extremely destructive to the eyes, nose, throat, and upper respiratory tract. May be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. (USCG, 1999)
· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.
Hazards Summary
Reacts with water producing dichloroacetic acid; Corrosive to tissue; [CAMEO] Hydrolyzed evolving corrosive products; Causes severe skin irritation and serious eye injury; Brief contact can causes second- and third-degree skin burns; Inhalation may cause pulmonary edema and chemical pneumonitis; [CHRIS] Causes focal lung fibrosis and GI changes in inhalation lethal-concentration studies of rats; [RTECS] Reacts with water; Causes burns (especially if skin is wet or moist); Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Acros Organics MSDS]
DOT ID and Guide2299 156
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Reactivity AlertsWater-Reactive
Reactivity ProfileMETHYL DICHLOROACETATE produces toxic fumes of phosgene and HCl when heated (USCG, 1999).
DOT Hazard Classification
Methyl dichloroacetate
UN2299
Div 6.1 Poisonous materials (49 eCFR § 173.132)
PG III: the degree of danger presented by the material is minor
Air and Water ReactionsDecomposed by water to dichloroacetic acid, a corrosive material with evolution of heat (USCG, 1999).
Hazard Classes and Categories
Skin Irrit. 2 (100%)
Flammable liquids - Category 4
Flammable agents - 2nd degree
Safety & protection
Fire FightingExcerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
Accidental Release Measures
· 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.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
Call a physician.
General First Aid:
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
Isolation and Evacuation
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
Immediate precautionary measure
Personal Protective Equipment (PPE)Approved respirator, chemical-resistant gloves, safety goggles or safety faceshield (8 inch minimum), other protective clothing. (USCG, 1999)
Emergency Response Planning Guidelines· Note: Most foams will react with the material and release corrosive/toxic gases.
Toxicology
Adverse EffectsDermatotoxin - Skin burns.
Toxicity DataLCLo (rat) = 2,000 ppm/30min
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AG6625000
- ridadr
- UN 2299
- hs_code
- 29154000
- risk_code
- 20-36/37/38-40-38-11
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- hazard_code
- Xn,Xi,F
- safety_code
- 26-36-37/39-16-24-9
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H301+H311+H331-H315-H319-H341-H227
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 InhalationEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P501-P270-P202-P261-P210-P201-P271-P264-P280-P370+P378-P308+P313-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P403+P235-P405
Chemistry & industry
Uses & manufacturing
UsesUsed to make other chemicals; [CAMEO]
General Manufacturing InformationAcetic acid, 2,2-dichloro-, methyl ester: ACTIVE
Applications
UsesOrganic intermediate.
UsesDichloroacetic Acid Methyl Ester is used in the preparation of telechelics and block copolymers through living radical polymerization.
UsesMethyl dichloroacetate may be used:in the diastereoselctive synthesis of bicyclic chlorocyclopropaneas difunctional initiator during atom transfer radical polymerization of methyl or n-butyl acrylateas reagent during CrCl2-induced olefination of aldehydes
General DescriptionA colorless liquid with an ethereal odor. Combustible. Flash point 176°F. Corrosive to metals and tissue. Used to make other chemicals.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
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Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
武汉绿景丰华生物科技有限公司19972070065 · [email protected]
Henan Xiangtong Chemical Co., Ltd.86-371-61312303 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
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上海蓝润化学有限公司021-69515658 ; 69515628 13701998368 · [email protected]
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Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
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