2-ACETYL-4-CYANOPHENOL
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
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
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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