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T63002

Sigma-Aldrich

2,2,2-Trifluoroethanol

ReagentPlus®, ≥99%

Synonym(s):

Trifluoroethyl alcohol

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About This Item

Linear Formula:
CF3CH2OH
CAS Number:
75-89-8
Molecular Weight:
100.04
Beilstein:
1733203
EC Number:
200-913-6
MDL number:
MFCD00004672
UNSPSC Code:
12191601
PubChem Substance ID:
329826635
NACRES:
NA.21

vapor density

3.5 (vs air)

vapor pressure

70 mmHg ( 25 °C)

product line

ReagentPlus®

Assay

≥99%

form

liquid

autoignition temp.

~896 °F

expl. lim.

42 %

refractive index

n20/D 1.3 (lit.)

pH

7

bp

77-80 °C (lit.)

mp

−44 °C (lit.)

density

1.373 g/mL at 25 °C (lit.)

SMILES string

OCC(F)(F)F

InChI

1S/C2H3F3O/c3-2(4,5)1-6/h6H,1H2

InChI key

RHQDFWAXVIIEBN-UHFFFAOYSA-N

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General description

2,2,2-Trifluoroethanol (TFE) is an organic compound with the chemical formula CF3CH2OH. TFE is a commonly used solvent in organic synthesis. It can also be used as a cosolvent in the experimental study of proteins and peptides.

Application

2,2,2-Trifluoroethanol can be used as a solvent:
  • In the synthesis of 2-amino-3-cyano-4H-chromene and tetrahydrobenzo[b]pyran derivatives by catalyst free one-pot condensation of aldehydes, malononitrile and resorcinol or dimedone.
  • In the N-formylation of amines with formic acid in the presence of heterogeneous ZIF-8 (zeolitic imidazolate framework) catalyst.
  • In the preparation of 2-substituted-2,3-dihydro-4(1H)-quinazolinone derivatives by condensation of anthranilamide with alkyl, aryl, or heteroaryl ketones or aldehydes.
  • In the mild and selective oxidation of sulfur compounds using H2O2(hydrogen peroxide).

Features and Benefits

2,2,2-Trifluoroethanol is more acidic than ethanol due to the presence of electronegative trifluoromethyl group.

Legal Information

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

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 3 - Repr. 1B - STOT RE 2 Inhalation

Target Organs

Blood

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

86.0 °F - closed cup

Flash Point(C)

30 °C - closed cup

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’.

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