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2-AMINO-4-CYANO-PHENOL

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2-AMINO-4-CYANO-PHENOL Basic information

Product Name:
2-AMINO-4-CYANO-PHENOL
Synonyms:
  • 2-AMINO-4-CYANO-PHENOL
  • 3-Amino-4-hydroxybenzonitrile
  • 5-Cyano-2-hydroxyaniline, 2-Amino-5-cyanophenol
  • 2-Amino-5-cyano-phenol
  • 3-amino-4-hydroxybenzonitrile(SALTDATA: FREE)
  • 5-Cyano-2-hydroxyaniline, 2-Amino-4-cyanophenol
  • 5-Cyano-2-hydroxy-aniline
  • Benzonitrile, 3-amino-4-hydroxy-
CAS:
14543-43-2
MF:
C7H6N2O
MW:
134.14
Product Categories:
  • Amines
  • Phenyls & Phenyl-Het
Mol File:
14543-43-2.mol
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2-AMINO-4-CYANO-PHENOL Chemical Properties

Melting point:
151-153℃
Boiling point:
345.1±32.0 °C(Predicted)
Density 
1.33±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
7.63±0.18(Predicted)
color 
Brown
Sensitive 
Air Sensitive
Stability:
Air Sensitive, Light Sensitive
InChI
InChI=1S/C7H6N2O/c8-4-5-1-2-7(10)6(9)3-5/h1-3,10H,9H2
InChIKey
ZEWCASRNRWXXSO-UHFFFAOYSA-N
SMILES
C(#N)C1=CC=C(O)C(N)=C1
CAS DataBase Reference
14543-43-2
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Safety Information

Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36/37/39
RIDADR 
3439
HazardClass 
6.1
PackingGroup 
HS Code 
2926907090
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2-AMINO-4-CYANO-PHENOL Usage And Synthesis

Uses

2-Amino-4-cyano-phenol is primarily used as an organic intermediate.

Synthesis

3272-08-0

14543-43-2

Steps for the synthesis of 3-amino-4-hydroxybenzonitrile: 4-hydroxy-3-nitrobenzonitrile (10 g, 61 mmol) was dissolved in methanol (200 mL) at room temperature and 5% Pd/activated carbon catalyst (0.5 g) was added. Hydrogen was continuously passed into the reaction system via a hydrogen balloon for 24 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford the target product 3-amino-4-hydroxybenzonitrile (8.2 g, 100% yield).

References

[1] Patent: US6207697, 2001, B1
[2] Patent: US5886044, 1999, A
[3] Patent: US5780483, 1998, A
[4] Patent: US6262113, 2001, B1
[5] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 12, p. 1545 - 1548

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