3-Cyanophenol Chemical Properties

Melting point:

78-81 °C(lit.)

Boiling point:

222.38°C (rough estimate)

Density 

1.1871 (rough estimate)

refractive index 

1.5800 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

form 

Crystalline Powder

pka

8.61(at 25℃)

color 

Almost white to light brown

Water Solubility 

Slightly soluble in water.

BRN 

2041515

InChI

InChI=1S/C7H5NO/c8-5-6-2-1-3-7(9)4-6/h1-4,9H

InChIKey

SGHBRHKBCLLVCI-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

873-62-1(CAS DataBase Reference)

NIST Chemistry Reference

3-Hydroxybenzoic acid nitrile(873-62-1)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38-20/21/22

Safety Statements 

26-36-45-36/37/39

RIDADR 

3276

WGK Germany 

2

Hazard Note 

Harmful

HazardClass 

6.1

PackingGroup 

III

HS Code 

29089990

MSDS

• Language:English Provider:3-Cyanophenol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Cyanophenol Usage And Synthesis

Chemical Properties

ALMOST WHITE TO LIGHT BROWN CRYSTALLINE POWDER

Uses

3-Hydroxybenzonitrile, is an intermediate that can be used for the synthesis of new Serotonin 5-HT1A receptor agonists having antinociceptive activity in vivo.

Synthesis

The general procedure for the synthesis of 3-hydroxybenzonitrile from 3-cyanophenylboronic acid was as follows: arylboronic acid (1 mmol), 30% H2O2 aqueous solution (0.2 mL), ZnO nanocatalyst (5 mol%, sample ZnO-1), and 2 mL of water were mixed with stirring in a 50 mL round bottom flask at room temperature and under aerobic conditions. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was diluted with 20 mL of water and extracted with diethyl ether (3 x 20 mL). The organic layers were combined, washed with brine and dried over Na2SO4. Subsequently, the solvent was removed under reduced pressure in a rotary evaporator. The crude product was purified by silica gel (100-200 mesh) column chromatography (eluent: hexane/ethyl acetate, 9:1) to afford the target product 3-hydroxybenzonitrile. The structure of the product was confirmed by 1H NMR and 13C NMR.

References

[1] Journal of Organic Chemistry, 2017, vol. 82, # 10, p. 5236 - 5241
[2] Advanced Synthesis and Catalysis, 2018, vol. 360, # 10, p. 2013 - 2019
[3] Applied Catalysis A: General, 2018, vol. 562, p. 58 - 66
[4] Tetrahedron Letters, 2016, vol. 57, # 36, p. 4050 - 4052
[5] Tetrahedron Letters, 2015, vol. 56, # 14, p. 1780 - 1783

3-Cyanophenol(873-62-1)Related Product Information

• m-Cresol
• Methylparaben
• 4-Hydroxybenzaldehyde
• 3-Trifluoromethylphenol
• 3,5-Dihydroxybenzoic acid
• 3-Hydroxybenzoic acid
• 3-Aminophenol
• 3-Chlorophenol
• 2,3,4-Trihydroxybenzoic acid
• Benzonitrile
• 4-Hydroxybenzoic acid
• 3-Hydroxybenzaldehyde
• 3-Bromophenol
• Chlorothalonil
• 1,3-Dicyanobenzene
• 3-Fluorobenzyl bromide
• 3-Fluorobenzyl chloride
• 4-Hydroxy-3-methoxybenzonitrile