2-Fluorobenzamide Chemical Properties

Melting point:

117-119 °C (lit.)

Boiling point:

238.4±23.0 °C(Predicted)

Density 

1.2099 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), DMSO (Slightly)

form 

powder to crystal

pka

15.27±0.50(Predicted)

color 

White to Almost white

BRN 

2325863

InChI

InChI=1S/C7H6FNO/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H2,9,10)

InChIKey

KGGHWIKBOIQEAJ-UHFFFAOYSA-N

SMILES

C(N)(=O)C1=CC=CC=C1F

CAS DataBase Reference

445-28-3(CAS DataBase Reference)

NIST Chemistry Reference

Benzamide, 2-fluoro-(445-28-3)

EPA Substance Registry System

Benzamide, 2-fluoro- (445-28-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26-24/25

WGK Germany 

3

RTECS 

CV4953333

HazardClass 

IRRITANT

HS Code 

29242990

MSDS

• Language:English Provider:2-Fluorobenzamide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Fluorobenzamide Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

2-Fluorobenzamide can be useful in microwave assisted preparation of oxazole-dehydrozingerone based hybrid molecules as anti-tubercular agents and their docking for Mtb DNA gyrase.

General Description

2-Fluorobenzamide inhibits the activity of poly(ADP-ribose) synthetase in vitro. It undergoes coupling with anilines in the presence of lithium amides to yield N-arylanthranilamides.

Synthesis

The general procedure for the synthesis of o-fluorobenzamide from (E)-2-fluorobenzaldehyde oxime was as follows: (E)-2-fluorobenzaldehyde oxime (69.6 mg, 0.5 mmol) and [Cp*Ir(H2O)3][OTf]2 (5.1 mg, 0.0075 mmol) were added sequentially to a 25 mL Schlenk reaction flask. The reaction mixture was stirred at 110 °C for 12 hours. After completion of the reaction, the mixture was cooled to room temperature and the solvent was removed by rotary evaporation. The crude product was purified by column chromatography to give o-fluorobenzamide in 83% yield. The structure of the product was confirmed by nuclear magnetic resonance hydrogen (1H NMR) and carbon (13C NMR) spectra: 1H NMR (400 MHz, DMSO-d6) δ 7.54-7.50 (m, 1H, ArH), 7.29-7.25 (m, 3H, ArH); 13C NMR (100 MHz, DMSO-d6) δ 162.3 (d, JCF = 247.7 Hz), 132.4 (d, JCF = 8.8 Hz), 130.1 (d, JCF = 6.6 Hz), 124.3 (d, JCF = 2.6 Hz), 123.8 (d, JCF = 14.0 Hz), 116.0 (d, JCF = 22.5 Hz).

References

[1] RSC Advances, 2016, vol. 6, # 43, p. 37093 - 37098
[2] Organometallics, 2012, vol. 31, # 17, p. 6482 - 6490
[3] Catalysis Science and Technology, 2014, vol. 4, # 4, p. 988 - 996
[4] Patent: CN104418682, 2016, B. Location in patent: Paragraph 0047-0050

2-Fluorobenzamide(445-28-3)Related Product Information

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