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Merck
CN

142859

Difluoroacetic acid

98%

Synonym(s):

1,1-Difluoroacetic acid, 2,2-Difluoroacetic acid

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About This Item

Linear Formula:
F2CHCO2H
CAS Number:
381-73-7
Molecular Weight:
96.03
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
24848539
EC Number:
206-839-0
Beilstein/REAXYS Number:
1098588
MDL number:
MFCD00004220
Assay:
98%
Form:
liquid

Key Documents

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InChI key

PBWZKZYHONABLN-UHFFFAOYSA-N

InChI

1S/C2H2F2O2/c3-1(4)2(5)6/h1H,(H,5,6)

assay

98%

form

liquid

Quality Level

200

bp

132-134 °C (lit.)

mp

−1 °C (lit.)

density

1.526 g/mL at 25 °C (lit.)

functional group

carboxylic acid, fluoro

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General description

Difluoroaceticacid is a monocarboxylic acid and an organofluorine compound. Difluoroaceticacid is easy-to-handle reagent, useful for obtaining difluoromethyl substituents. Difluoroacetic acid can be used asdifluoromethylating reagent for the direct C−H difluoromethylation ofheteroaromatic compounds.

Application

Used in the preparation of 2-difluoromethylbenzimidazoles, -oxazoles and -thiazoles from ortho-substituted anilines mediated by triphenylphoshine.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1A

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

172.4 °F - closed cup

flash_point_c

78 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8879
BCCM6972
BCCL6073
BCCK1444
BCCK5373

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Tetrahedron Letters, 48, 3251-3251 (2007)
Brian M Wagner et al.
Journal of chromatography. A, 1489, 75-85 (2017-02-19)
To facilitate mass transport and column efficiency, solutes must have free access to particle pores to facilitate interactions with the stationary phase. To ensure this feature, particles should be used for HPLC separations which have pores sufficiently large to accommodate
The direct C--H difluoromethylation of heteroarenes based on the photolysis of hypervalent iodine (III) reagents that contain difluoroacetoxy ligands
Sakamoto R. et al.
Organic Letters, 19(19), 5126-5129 (2017)
Difluoroacetic acid as a new reagent for direct C- H difluoromethylation of heteroaromatic compounds
Tung TT, et al.
Chemistry?A European Journal , 23(72), 18125-18128 (2017)
Gaëlle Blond et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 8(13), 2917-2922 (2002-12-20)
Ethers of trifluoroacetaldehyde hemiaminals can undergo dehydrofluorination under basic conditions to provide ethers of difluoroketene hemiaminals. The latter behave as equivalents of difluoroacetamide or difluoroacetate anions towards various electrophiles, yielding a range of difluoromethylcarbonyl products.
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