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Merck
CN

T54801

2,2,2-Trichloroethanol

ReagentPlus®, ≥99%

Synonym(s):

Trichloroethyl alcohol

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About This Item

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

Key Documents

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Product Name

2,2,2-Trichloroethanol, ReagentPlus®, ≥99%

InChI key

KPWDGTGXUYRARH-UHFFFAOYSA-N

InChI

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

SMILES string

OCC(Cl)(Cl)Cl

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.)

Quality Level

200

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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB5996
SDBB4805
SDBB2904
SDBB1915
SDBB0473

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`BF3-etherate induced formation of 2, 2, 2-trichloroethyl glycopyranosides. Selective visualization of carbohydrate derivatives on TLC plates.
Magnusson, et al.
Acta Chemica Scandinavica. Series B, 35(3) (1981)
Preparation of N1?Phenylacetamidine 4?Bromobenzoate Using 2, 2, 2?Trichloroethyl Acetimidate Hydrochloride.
Wei L & Caron S.
Organic Syntheses, 174-181 null
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)
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