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257443

Sigma-Aldrich

Fluoroacetonitrile

98%

Synonym(s):

2-Fluoroacetonitrile, Fluoromethyl cyanide, Monofluoroacetonitrile

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1 G
€41.30

About This Item

Linear Formula:
FCH2CN
CAS Number:
503-20-8
Molecular Weight:
59.04
MDL number:
MFCD00009969
UNSPSC Code:
12352100
PubChem Substance ID:
24855588
NACRES:
NA.22
form:
liquid
Assay:
98%

€41.30

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Quality Level

100

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

SMILES string

FCC#N

InChI

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

InChI key

GNFVFPBRMLIKIM-UHFFFAOYSA-N

Related Categories

Application

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

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

6.8 °F - closed cup

Flash Point(C)

-14 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV9495
MKCW8742
MKCT3132
MKCR3543
MKCM0471

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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
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)
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)
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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