ChemicalBook > CAS DataBase List > 2-Cyanophenol

2-Cyanophenol

Product Name
2-Cyanophenol
CAS No.
611-20-1
Chemical Name
2-Cyanophenol
Synonyms
2-HYDROXYBENZONITRILE;CYANOPHENOL;O-CYANOPHENOL;Salicylnitrile;TIMTEC-BB SBB007959;2-Cyanopheno;2-CYANOPHENOL;SALICYLONITRILE;2 /4 CyanoPhenol;2-Cyanophenol,99%
CBNumber
CB9305904
Molecular Formula
C7H5NO
Formula Weight
119.12
MOL File
611-20-1.mol
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2-Cyanophenol Property

Melting point:
92-95 °C (lit.)
Boiling point:
149 °C/14 mmHg (lit.)
Density 
1.1052
vapor pressure 
0.17Pa at 25℃
refractive index 
1.5372
Flash point:
149°C/14mm
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Crystalline Powder
pka
6.86(at 25℃)
color 
Off-white to brown
Water Solubility 
soluble
BRN 
1210029
Stability:
Stable. Incompatible with strong oxidizing agents, strong bases.
LogP
1.66 at 30℃
CAS DataBase Reference
611-20-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzonitrile, 2-hydroxy-(611-20-1)
EPA Substance Registry System
Benzonitrile, 2-hydroxy- (611-20-1)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38-20/21/22
Safety Statements 
26-36-45
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29269095
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
141038
Product name
2-Hydroxybenzonitrile
Purity
99%
Packaging
5g
Price
$59.1
Updated
2024/03/01
Sigma-Aldrich
Product number
141038
Product name
2-Hydroxybenzonitrile
Purity
99%
Packaging
25g
Price
$127
Updated
2024/03/01
TCI Chemical
Product number
C1045
Product name
2-Cyanophenol
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$30
Updated
2024/03/01
TCI Chemical
Product number
C1045
Product name
2-Cyanophenol
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$120
Updated
2024/03/01
Alfa Aesar
Product number
A13606
Product name
2-Hydroxybenzonitrile, 98%
Packaging
5g
Price
$39.65
Updated
2024/03/01
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2-Cyanophenol Chemical Properties,Usage,Production

Description

Cyanophenol is a vital molecule widely used to synthesize liquid crystal materials, medicines, spices, pesticides, corrosion inhibitors, etc. Cyanophenol is formed by substituting two hydrogen atoms of benzene molecules with hydroxyl and cyano groups, respectively. The cyano and hydroxyl groups are in the ring plane in the stable molecular structure. The hydroxyl group can have two different orientations relative to the cyano group. 2-cyanophenol, one of the Cyanophenol, is an essential ingredient in pesticides, spices, liquid crystal materials, etc. It is an especially critical intermediate for synthesizing methoxyacrylate fungicide mystrostrobin, widely used in agrochemicals, pharmaceutical chemicals, and other industries. The cyano group can strongly attract electrons. Replacing a hydrogen atom of the benzene ring by the cyano group usually increases the ionization energy (IE)[1].

Chemical Properties

2-Cyanophenol is a white to light yellow crystal powder with a pungent and bitter odor. It is partially soluble in water with a Pka value of 7.17. However, it is unstable when exposed to strong alkalis and oxidants. It is an important intermediate for the synthesis of the fungicide azoxystrobin and the antihypertensive drug Bunirolol.

Uses

2-Hydroxybenzonitrile is used as starting reagent during the synthesis of mono-alkoxyphenyloxazoline, furanoside.

Preparation

A method for preparing 2-cyanophenol, which comprises the following steps: preparing salicylaldoxime; performing dehydration; and performing hydrolytic-acidification reaction, wherein in the dehydration, anhydride is adopted as a dehydrating agent; and in the hydrolytic-acidification reaction, a hydrolyticreagent is 10 to 30 mass percent alkaline solution, and the temperature of the hydrolytic-acidification reaction is 100 to 150℃.

Definition

ChEBI: 2-Cyanophenol is a member of benzenes and a nitrile.

Application

2-Cyanophenol is used in the synthesis of CDK/GSK-3 inhibitors, for usage as therapeutics in Alzheimer's disease (AD).

Flammability and Explosibility

Not classified

Synthesis

2-Hydroxybenzonitrile can be synthesized by condensing salicylaldehyde with hydroxylamine hydrochloride to produce salicylaldoxime. Then, the salicylaldoxime is reacted with acetic anhydride followed by hydrolysis to yield 2-Hydroxybenzonitrile.
Process for the preparation of 2-hydroxybenzonitrile

storage

Store at 2°C - 8°C, close container well, protect from light.                                   

References

[1] Na Li. “Vibrational spectra of 2-cyanophenol cation studied by the mass analyzed threshold ionization technique.” Chemical Physics Letters 792 (2022): Article 139402.

2-Cyanophenol Preparation Products And Raw materials

Raw materials

Salicylaldoxime Salicylaldehyde Hydroxylamine hydrochloride

Preparation Products

ETHYL 3-AMINOBENZOFURAN-2-CARBOXYLATE 2-GLYCIDYLOXYBENZONITRILE 1-(3-AMINO-BENZOFURAN-2-YL)-ETHANONE Bunitrolol 4-Aminosalicylic acid
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View Lastest Price from 2-Cyanophenol manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Cyanophenol 611-20-1
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-11-19
Hebei Weibang Biotechnology Co., Ltd
Product
2-Cyanophenol 611-20-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-30
Hebei Yanxi Chemical Co., Ltd.
Product
2-Cyanophenol 611-20-1
Price
US $20.00-10.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-10-11

611-20-1, 2-CyanophenolRelated Search:

2-Hydroxyphenylacetic acid Benzonitrile Guaiacol 2'-Hydroxyacetophenone p-Tolunitrile Salicylic acid Hydroxy silicone oil 4-Nitrobenzonitrile Salicylaldehyde 2-Ethoxybenzonitrile 2-Chlorobenzonitrile 2-CHLOROBENZOYLACETONITRILE 2'-HYDROXYACETOPHENONE 2-HYDROXYPHENETHYL ALCOHOL Sodium salicylate Methyl salicylate alpha-Chloro-o-fluorotoluene 2-Chlorobenzylamine Cyanophenol

  • 2-Hydroxybenzonitrile, 97+%
  • 2-Cyanophenol SynonyMs: 2-Hydroxybenzonitrile
  • O-hydroxybanzo nitrile
  • O-HYDROXYBENZONITRILE
  • O-CYANOPHENOL
  • SALICYLIC ACID NITRILE
  • SALICYLONITRILE
  • 2-CYANOPHENOL (2-HYDROXYBENZONITRILE)
  • O-HYDROXYBENZONITRIL
  • 2-Cyanophenol, Salicylonitrile
  • 2-Cyanophenol,99%
  • Benzene, 1-chloro-3-fluoro-2-(trichloromethyl)-
  • 2-Hydroxybenzonitrile ,99%
  • 2-Cyanophenol, 99% 25GR
  • 2-Cyanophenol, 99% 5GR
  • TIMTEC-BB SBB007959
  • 2-hydroxy-benzonitril
  • Febuxostat Impurity 107
  • Benzonitrile, o-hydroxy-
  • o-Hydoxybenzonitrile
  • Salicylnitrile
  • 2-HYDROXYBENZONITRILE
  • 2-CYANOPHENOL
  • 2-Hydroxybenzonitrile,98%
  • Benzonitrile, 2-hydroxy-
  • 2-Hydroxybenzonitrile (o-Hydroxybenzonitrile
  • CYANOPHENOL
  • 2-Cyanophenol &gt
  • 2-Cyanopheno
  • Ortho hydroxybenzonitrile
  • 2 /4 CyanoPhenol
  • 2- Hydroxy Benzonitrile ( 2- Cyno Phenol)
  • 611-20-1
  • 611-30-1
  • NCC6H4OH
  • HOC6H4CN
  • C7H5NO
  • Building Blocks
  • C6 to C7
  • Organic Building Blocks
  • Nitrogen Compounds
  • Cyanides/Nitriles
  • Miscellaneous
  • Imidazoles ,Homopiperidines
  • Aromatic Nitriles