Skip to Content
MilliporeSigma
All Photos(1)

Documents

T54801

Sigma-Aldrich

2,2,2-Trichloroethanol

ReagentPlus®, ≥99%

Synonym(s):

Trichloroethyl alcohol

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
Cl3CCH2OH
CAS Number:
115-20-8
Molecular Weight:
149.40
Beilstein/REAXYS Number:
1697495
EC Number:
204-071-0
MDL number:
MFCD00004677
UNSPSC Code:
12352100
PubChem Substance ID:
24900284
NACRES:
NA.22

vapor density

5.16 (vs air)

vapor pressure

1 mmHg ( 20 °C)

product line

ReagentPlus®

assay

≥99%

refractive index

n20/D 1.49 (lit.)

bp

152-154 °C (lit.)

mp

17.8 °C (lit.)

density

1.56 g/mL at 20 °C (lit.)

SMILES string

OCC(Cl)(Cl)Cl

InChI

1S/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2

InChI key

KPWDGTGXUYRARH-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

The 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.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3

target_organs

Central nervous system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

e-EROS Encyclopedia of Reagents for Organic Synthesis null
Synthesis and protection of aryl sulfates using the 2, 2, 2-trichloroethyl moiety.
Liu Y, et al.
Organic Letters, 6(2), 209-212 (2004)
2, 2, 2-Trichloroethyl chloroformate: a general reagent for demethylation of tertiary methylamines.
Montzka TA, et al.
Tetrahedron Letters, 15(14), 1325-1327 (1974)
Preparation of N1?Phenylacetamidine 4?Bromobenzoate Using 2, 2, 2?Trichloroethyl Acetimidate Hydrochloride.
Wei L & Caron S.
Organic Syntheses, 174-181 null
Sophie Scheidecker et al.
Human mutation, 40(10), 1826-1840 (2019-05-23)
Mutations in genes encoding aminoacyl-tRNA synthetases have been reported in several neurological disorders. KARS is a dual localized lysyl-tRNA synthetase and its cytosolic isoform belongs to the multiple aminoacyl-tRNA synthetase complex (MSC). Biallelic mutations in the KARS gene were described
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service