ChemicalBook--->CAS DataBase List--->146328-87-2

146328-87-2

146328-87-2 Structure

146328-87-2 Structure
IdentificationBack Directory
[Name]

5-CYANO-2-FLUOROBENZOIC ACID
[CAS]

146328-87-2
[Synonyms]

3-Carboxy-4-fluorobenzonitrile
Benzoic acid,5-cyano-2-fluoro-
5-CYANO-2-FLUOROBENZOIC ACID 5-
[Molecular Formula]

C8H4FNO2
[MDL Number]

MFCD03094321
[MOL File]

146328-87-2.mol
[Molecular Weight]

165.12
Chemical PropertiesBack Directory
[Melting point ]

187-189°
[Boiling point ]

322.1±27.0 °C(Predicted)
[density ]

1.42±0.1 g/cm3(Predicted)
[Fp ]

>110°
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

wooly crystalline powder
[pka]

2.71±0.10(Predicted)
[color ]

White
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[RIDADR ]

UN3439
[HazardClass ]

6.1
[HS Code ]

2926907090
Questions And AnswerBack Directory
[Application]

5-Cyano-2-fluorobenzoic acid, as a benzoic acid compound with multiple reaction sites and rich chemical reactivity, has broad chemical application prospects in fields such as basic chemical research in organic synthesis and drug development.
Spectrum DetailBack Directory
[Spectrum Detail]

5-CYANO-2-FLUOROBENZOIC ACID(146328-87-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methyl 5-cyano-2-fluorobenzoate

337362-21-7

5-CYANO-2-FLUOROBENZOIC ACID

146328-87-2

The general procedure for the synthesis of 2-fluoro-5-cyanobenzoic acid from methyl 5-cyano-2-fluorobenzoate was as follows: to a solution of ethanol (50 mL) containing methyl 5-cyano-2-fluorobenzoate (3.0 g, 16.8 mmol) was added a 40% aqueous solution of KOH (15 mL). The reaction mixture was heated to 45 °C and stirred continuously for 2 h until all solids were completely dissolved. Upon completion of the reaction, the mixture was cooled to room temperature and partially concentrated under reduced pressure. Subsequently, the reaction mixture was diluted with ethyl acetate (EtOAc) and acidified with 10% aqueous hydrochloric acid. The organic and aqueous layers were separated and the aqueous layer was further extracted with ethyl acetate (3 x 20 mL). All organic extracts were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford the target product 2-fluoro-5-cyanobenzoic acid (3.0 g, 16.4 mmol, 98% yield). Mass spectrometry analysis (DCI/NH3) showed m/z 183 (M+NH4)+.

[References]

[1] Patent: US2010/69348, 2010, A1. Location in patent: Page/Page column 60
[2] Patent: US2010/63022, 2010, A1. Location in patent: Page/Page column 35
[3] Patent: US2011/294780, 2011, A1. Location in patent: Page/Page column 140
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