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Merck
CN

257443

Fluoroacetonitrile

98%

Synonym(s):

2-Fluoroacetonitrile, Fluoromethyl cyanide, Monofluoroacetonitrile

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About This Item

Linear Formula:
FCH2CN
CAS Number:
503-20-8
Molecular Weight:
59.04
NACRES:
NA.22
PubChem Substance ID:
24855588
UNSPSC Code:
12352100
MDL number:
MFCD00009969

Key Documents

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Product Name

Fluoroacetonitrile, 98%

InChI

1S/C2H2FN/c3-1-2-4/h1H2

SMILES string

FCC#N

InChI key

GNFVFPBRMLIKIM-UHFFFAOYSA-N

assay

98%

form

liquid

refractive index

n20/D 1.333 (lit.)

bp

79-80 °C (lit.)

density

1.061 g/mL at 25 °C (lit.)

functional group

fluoro
nitrile

Quality Level

100

Related Categories

Application

Fluoroacetonitrile has been used in preparation of:
  • 2-fluoromethyl-4,4,6-trimethyl-1,3-oxazine
  • α-fluorinated acetophenone
  • 2-amino-2-fluoromethyl-3-pentenenitrile, a key intermediate in the synthesis of 2,5-diamino-2-fluoromethyl-3(E)-pentenoic acid

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

6.8 °F - closed cup

flash_point_c

-14 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCV9495
MKCW8742
MKCT3132
MKCR3543
MKCM0471

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Preparative flow techniques. 2. Grignard addition reaction on fluoroaceto-nitrile: Synthesis of 2-amino-2-fluoromethyl-3-pentenenitrile.
Gerhart F, et al.
Journal of Fluorine Chemistry, 50(2), 243-249 (1990)
2-Fluoromethyl-4, 4, 6-trimetiiyl-1, 3-oxasine as a new reagent for the preparation of a-fluoroaldehydes.
Patrick TB, et al.
Tetrahedron Letters, 31(2), 179-182 (1990)
Erum Raja et al.
Tetrahedron letters, 52(40), 5170-5172 (2012-03-03)
Fluoro-substituted aliphatic nitriles are shown to undergo the Houben-Hoesch reactions with arenes in CF(3)SO(3)H to give fluoro-substituted ketones in good yields. The fluorine substituents appear to enhance the reactivities of the nitriles (and the nitrilium ion intermediates) compared to similar
Santanu Mondal et al.
ACS chemical biology, 13(4), 1057-1065 (2018-03-09)
Protein arginine deiminases (PADs) play an important role in the pathogenesis of various diseases, including rheumatoid arthritis, multiple sclerosis, lupus, ulcerative colitis, and breast cancer. Therefore, the development of PAD inhibitors has drawn significant research interest in recent years. Herein

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