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2'-Fluoroacetanilide

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2'-Fluoroacetanilide Basic information

Product Name:
2'-Fluoroacetanilide
Synonyms:
  • O-FLUOROACETANILIDE
  • N-(2-FLUOROPHENYL)ACETAMIDE
  • N1-(2-FLUOROPHENYL)ACETAMIDE
  • 2-FLUOROACETANILIDE
  • 2-FLUOROACETANILINE
  • 1-ACETAMIDO-2-FLUOROBENZENE
  • 2-Fluoroacetanilide, 98+%
  • 2-Fluorophenyl acetamide
CAS:
399-31-5
MF:
C8H8FNO
MW:
153.15
EINECS:
206-916-9
Product Categories:
  • Anilines, Amides & Amines
  • Fluorine Compounds
  • Nitrogen Compounds
  • Organic Building Blocks
  • Protected Amines
  • blocks
  • BuildingBlocks
  • FluoroCompounds
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
Mol File:
399-31-5.mol
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2'-Fluoroacetanilide Chemical Properties

Melting point:
77-79 °C(lit.)
Boiling point:
140-142 °C14 mm Hg(lit.)
Density 
1.1655 (estimate)
Flash point:
140-142°C/14mm
storage temp. 
Sealed in dry,Room Temperature
solubility 
soluble in Methanol
pka
14.04±0.70(Predicted)
form 
Fine Crystalline Powder
color 
White
BRN 
2717443
CAS DataBase Reference
399-31-5(CAS DataBase Reference)
NIST Chemistry Reference
Acetamide, N-(2-fluorophenyl)-(399-31-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29242998

MSDS

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2'-Fluoroacetanilide Usage And Synthesis

Chemical Properties

white fine crystalline powder

Uses

2''-Fluoroacetanilide

Synthesis

348-54-9

108-24-7

399-31-5

Step 1: Synthesis of N-(2-fluorophenyl)acetamide To a solution of 2-fluoroaniline (5.0 g, 45.05 mmol) in dichloromethane (DCM, 225 mL) was sequentially added acetic anhydride (4.09 mL, 45.05 mmol) and triethylamine (7.55 mL, 54.05 mmol). The reaction mixture was stirred at room temperature for 6 hours. After completion of the reaction, the mixture was concentrated, diluted with ethyl acetate and washed with 1N hydrochloric acid (2 x 50 mL). The organic phase was dried with anhydrous sodium sulfate (Na2SO4) and concentrated to give N-(2-fluorophenyl)acetamide (6.20 g, 90% yield) as a white solid.LCMS analysis showed the molecular ion peak of the target product to be 153.99 (M + H)+.

References

[1] Journal of Medicinal Chemistry, 2003, vol. 46, # 11, p. 2187 - 2196
[2] Patent: US2008/139558, 2008, A1. Location in patent: Page/Page column 80
[3] Journal of the Chemical Society - Perkin Transactions 1, 1996, # 7, p. 669 - 673
[4] Patent: US2012/238543, 2012, A1. Location in patent: Page/Page column 13
[5] Patent: US2012/270854, 2012, A1. Location in patent: Page/Page column 20

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