ChemicalBook > CAS DataBase List > 2-Cyanophenol

2-Cyanophenol

CAS No.611-20-1
Chemical Name:2-Cyanophenol
CBNumber:CB9305904
Molecular Formula:C7H5NO
Formula Weight:119.12
MOL File:611-20-1.mol

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)
FDA UNII 51RSM8K1VZ
NIST Chemistry Reference Benzonitrile, 2-hydroxy-(611-20-1)
EPA Substance Registry System Benzonitrile, 2-hydroxy- (611-20-1)
UNSPSC Code 12352100
NACRES NA.22

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

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H302-H317-H318
Precautionary statements P280-P280-P301+P312+P330-P305+P351+P338+P310

2-Cyanophenol Price More Price(13)

Brand: Sigma-Aldrich
Product number: 141038
Product name : 2-Hydroxybenzonitrile
Purity: 99%
Packaging: 5G
Price: ₹2273.25
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 141038
Product name : 2-Hydroxybenzonitrile
Purity: 99%
Packaging: 5G
Price: ₹2273.25
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich
Product number: 141038
Product name : 2-Hydroxybenzonitrile
Purity: 99%
Packaging: 25G
Price: ₹7837.3
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 141038
Product name : 2-Hydroxybenzonitrile
Purity: 99%
Packaging: 25G
Price: ₹7837.3
Updated: 2022/06/14
Buy: Buy

Brand: ALFA India
Product number: ALF-A13606-22
Product name : 2-Hydroxybenzonitrile, 98%
Purity:
Packaging: 100g
Price: ₹11894
Updated: 2022/05/26
Buy: Buy

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.