Trichloroethanol
Basic information
- CAS
115-20-8- Standard SMILES
OCC(Cl)(Cl)Cl- InChIKey
KPWDGTGXUYRARH-UHFFFAOYSA-N- Molecular formula
- C2H3Cl3O
- Average molar mass
- 149.4 g/mol
- Monoisotopic mass
- 147.924948
Overview
2,2,2-trichloroethanol is a chloroethanol. It has a role as a mouse metabolite.
Names & identifiers
- Preferred name
- Trichloroethanol
- IUPAC
- 2,2,2-trichloroethanol
- English name
- Trichloroethanol
- Molecular formula
- C2H3Cl3O
- Molecular weight
- 149.4
Names & synonyms
2,2,2-TRICHLOROETHANOL115-20-8TrichloroethanolTrichloroethyl alcoholEthanol, 2,2,2-trichloro-2,2,2-Trichloroethan-1-ol2,2,2-Trichloro-1-ethanol(Hydroxymethyl)trichloromethaneAW835AJ62NDTXSID1021950NSC-66407CHEBI:28094
Show more names
2,2,2-trichloroethylalcoholEthaponoroethanoL38310883062,2,2-TrichL
NSC66407RefChem:80791DTXCID401950204-071-0Trichlorethanol2,2,2-Trichloroethyl alcoholbeta-trichloroethanolCCl3CH2OH
Database identifiers
- CAS
115-20-8- PubChem CID
- 8259
- DTXSID
DTXSID1021950- ChEMBL
CHEMBL1171、CHEMBL449666- ChEBI
CHEBI:28094- UNII
- AW835AJ62N
- EC Number
- 204-071-0
- Nikkaji
- J2.895I
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 38.5
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Halogenated Alcohols
DrugsPharmaceuticals -> Metabolite of Chloral hydrate
SpringerMaterials PropertiesOptical coefficient
LogP
1.42
1.42
Density1.54 @25 °C
Solubility83.3 mg/mL at 25 °C
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point150 °C @760 [mm Hg]
Melting Point
19 °C
17.8 °C
Vapor Pressure
1.08 [mmHg]
1 [mm Hg] @20 °C
Physical Description
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Ethanol, 2,2,2-trichloro-
2,2,2-Trichloroethanol: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes changes in lungs in oral lethal-dose studies of mice and rats; Causes changes in urine, red blood cells, and renal function tests in repeated dose oral studies of rats; [RTECS] A metabolite of chloral hydrate and trichloroethylene; [REPROTOX] An irritant; [Aldrich MSDS] See Chloral hydrate.
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety & protection
Protective Action Criteria (PAC)
2.0 [mg/m3]
22 [mg/m3]
130 [mg/m3]
Toxicology
Adverse EffectsNeurotoxin - Acute solvent syndrome
Chemistry & industry
Pharmacology
Metabolism/MetabolitesTrichloroethanol is a known human metabolite of Trichloroethane.
Uses & manufacturing
UsesUsed as a therapeutic sedative and hypnotic; [Merck Index]
General Manufacturing InformationEthanol, 2,2,2-trichloro-: ACTIVE
Applications
UsesIntermediate, anesthetic.
Uses2,2,2-Trichloroethanol (TCE) is an active metabolite of Trichloroacetaldehyde monohydrate [chloral hydrate (CH)] (T774055), a sedative/hypnotic that increases cerebral blood flow (CBF).
UsesThe 2,2,2-Trichloroethyl (TCE) moiety of 2,2,2-trichloroethanol is mainly used as a protecting group for acids, acetals and also phosphoryl groups of nucleotides. It can be easily cleaved by zinc reduction.Some of its other application include:Conversion of per-O-acetylated sugars to per-O-acetylated trichloroethyl derivatives.Preparation of TCE ester of chlorosulfuric acid.Preparation of 2,2,2-trichloroethyl acetimidate hydrochloride.
Upstream & downstream products
Upstream raw materials
Related reactions
86 records
Compound notes
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