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2-ACETYL-4-CYANOPHENOL

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2-ACETYL-4-CYANOPHENOL Basic information

Product Name:
2-ACETYL-4-CYANOPHENOL
Synonyms:
  • 2-ACETYL-4-CYANOPHENOL
  • RARECHEM BW GA 0369
  • Benzonitrile, 3-acetyl-4-hydroxy- (6CI,7CI,9CI)
  • Benzonitrile, 3-acetyl-4-hydroxy-
  • 4'-Cyano-2'-hydroxyacetophenone
  • 4'-Cyano-2'-hydroxyacetophenone[2-acetyl-4-cyanophenol]
CAS:
35794-84-4
MF:
C9H7NO2
MW:
161.16
Product Categories:
  • ACETYLGROUP
Mol File:
35794-84-4.mol
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2-ACETYL-4-CYANOPHENOL Chemical Properties

Melting point:
103 °C
Boiling point:
313.5±32.0 °C(Predicted)
Density 
1.26±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
8.04±0.18(Predicted)
color 
Off-White to Pale Yellow
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Safety Information

HS Code 
2926907090
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2-ACETYL-4-CYANOPHENOL Usage And Synthesis

Preparation

Obtained by heating a mixture of 4-cyanophenyl acetate and aluminium chloride at 180–185° for 2 h (58%).

Synthesis

13031-41-9

35794-84-4

The general procedure for the synthesis of 2-acetyl-p-cyanophenol from 4-cyanophenyl acetate by Fries rearrangement reaction was as follows: phenyl acetate was heated and reacted with aluminum chloride for 3 h at 180-185 °C for Fries rearrangement. After completion of the reaction, the target product 2-acetyl-p-cyanophenol was isolated in 45% yield.

References

[1] ChemMedChem, 2013, vol. 8, # 6, p. 914 - 918
[2] Patent: US2007/117823, 2007, A1. Location in patent: Page/Page column 7
[3] Patent: WO2007/54580, 2007, A1. Location in patent: Page/Page column 15
[4] Letters in Drug Design and Discovery, 2010, vol. 7, # 6, p. 415 - 420
[5] Medicinal Chemistry Research, 2015, vol. 24, # 7, p. 3008 - 3020

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