ChemicalBook--->CAS DataBase List--->499983-13-0

499983-13-0

499983-13-0 Structure

499983-13-0 Structure
IdentificationBack Directory
[Name]

3-Fluoro-4-Bromoobenzyl Cyanide
[CAS]

499983-13-0
[Synonyms]

3-Fluoro-4-broMobenzyl cyanide
4-Bromo-3-fluorobenzyl cyanide
3-Fluoro-4-Bromoobenzyl Cyanide
4-Bromo-3-fluorophenylacetonitrile
3-Fluoro-4-bromophenyl acetonitrile
4-Bromo-3-fluorobenzeneacetonitrile
2-(4-BroMo-3-fluorophenyl)acetonitrile
Benzeneacetonitrile, 4-bromo-3-fluoro-
[EINECS(EC#)]

695-741-5
[Molecular Formula]

C8H5BrFN
[MDL Number]

MFCD12756199
[MOL File]

499983-13-0.mol
[Molecular Weight]

214.034
Chemical PropertiesBack Directory
[Boiling point ]

279℃
[density ]

1.573
[Fp ]

122℃
[storage temp. ]

2-8°C
[Appearance]

Off-white to light yellow Solid
[InChI]

InChI=1S/C8H5BrFN/c9-7-2-1-6(3-4-11)5-8(7)10/h1-2,5H,3H2
[InChIKey]

CGDCFGJXTOGEGD-UHFFFAOYSA-N
[SMILES]

C1(CC#N)=CC=C(Br)C(F)=C1
Questions And AnswerBack Directory
[Uses]

3-Fluoro-4-bromophenylacetonitrile is a commonly used chemical intermediate, prepared by cyanidation.
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301+H311+H331-H319
[Precautionary statements ]

P260-P271-P280-P301+P310
[RIDADR ]

3439
[HazardClass ]

6.1
[PackingGroup ]

Ⅲ
[HS Code ]

2926907090
Hazard InformationBack Directory
[Chemical Properties]

Off-white powder
[Synthesis]

3-Fluoro-4-bromobenzyl bromide

127425-73-4

sodium:cyanide

773837-37-9

3-Fluoro-4-Bromoobenzyl Cyanide

499983-13-0

A mixture of 3-fluoro-4-bromobenzyl bromide (27 mmol) and sodium cyanide (2.38 g, 54 mmol, 2.0 eq.) in ethanol (100 mL) was heated and reacted at 80 °C for 2 hours. Upon completion of the reaction, the mixture was concentrated to dryness under vacuum, followed by suspension of the residue in water and extraction with ethyl acetate. The organic phase was washed with brine and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to give the crude product as a heavy oil. Purification by silica gel column chromatography (eluent gradient: 2%→12% ethyl acetate/hexane) resulted in 3-fluoro-4-bromophenylacetonitrile as white acicular crystals (1.96 g, 35% overall yield in two steps).

[References]

[1] Patent: WO2011/15287, 2011, A2. Location in patent: Page/Page column 13; 14
[2] Patent: US2011/39934, 2011, A1. Location in patent: Page/Page column 5
[3] Patent: EP2700643, 2014, A1. Location in patent: Paragraph 0235
[4] Patent: US2015/368278, 2015, A1. Location in patent: Paragraph 1263
[5] Patent: WO2017/98440, 2017, A1. Location in patent: Page/Page column 184
Spectrum DetailBack Directory
[Spectrum Detail]

3-Fluoro-4-Bromoobenzyl Cyanide(499983-13-0)1HNMR
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