Trichloroethanol

HCID 8259CAS 115-20-8
Substructure searchFind similar structures

Basic information

Standard SMILES
OCC(Cl)(Cl)Cl
InChIKey
KPWDGTGXUYRARH-UHFFFAOYSA-N
Molecular formula
C2H3Cl3O
Average molar mass
149.4 g/mol
Monoisotopic mass
147.92494776

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
CCl3CH2OH2,2,2-trichloroethylalcoholEthaponoroethanoL38310883062,2,2-TrichL
NSC66407RefChem:80791DTXCID401950204-071-0Trichlorethanol2,2,2-Trichloroethyl alcoholC2H3Cl3O2,2,2-trichloro-ethanol

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

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Alcohols
DrugsPharmaceuticals -> Metabolite of Chloral hydrate
SpringerMaterials PropertiesOptical coefficient
LogP1.42
Density1.54 @25 °C
Solubility83.3 mg/mL at 25 °C

Physicochemical properties

Melting point
17.8 °C · 17.8 °C (lit.)
Boiling point
152 · 152-154 °C (lit.)
Density
1.56 g/mL · 1.56 g/mL at 20 °C (lit.)
vapor density
5.16 · 5.16 (vs air)
vapor pressure
1 mm · 1 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.49(lit.)

Safety & regulation

GHS classification

GHS Classification · 4 items

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 · 2 items

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 · 1 item

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) · 3 items

2.0 [mg/m3]

22 [mg/m3]

130 [mg/m3]

Toxicology

Adverse EffectsNeurotoxin - Acute solvent syndrome

Safety data

F
3-21
wgk
1
tsca
TSCA listed
rtecs
KM3850000
ridadr
1760
hs_code
29055910

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 · 3 items

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

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]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Additional notes

DefinitionChEBI: 2,2,2-trichloroethanol is a chloroethanol. It has a role as a mouse metabolite.

Related reactions

86 records
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Linked notes

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