2-Hydroxybenzonitrile

Base Information

• Chemical Name: 2-Hydroxybenzonitrile
• CAS No.: 611-20-1
• Molecular Formula: C7H5NO
• Molecular Weight: 119.123
• Hs Code.: 29269095
• European Community (EC) Number: 210-259-3
• NSC Number: 53558
• UNII: 51RSM8K1VZ
• DSSTox Substance ID: DTXSID3041661
• Nikkaji Number: J75B
• Wikidata: Q27260915
• ChEMBL ID: CHEMBL195342
• Mol file: 611-20-1.mol

Synonyms:2-cyanophenol;o-cyanophenol

Chemical Property of 2-Hydroxybenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0035mmHg at 25°C
• Melting Point: 92-95 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 273.1 °C at 760 mmHg
• PKA: 6.86(at 25℃)
• Flash Point: 109.6 °C
• PSA: 44.02000
• Density: 1.22 g/cm³
• LogP: 1.26388
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: soluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 119.037113783
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

99%+, ^*data from raw suppliers

2-Hydroxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C#N)O
• Uses: 2-Hydroxybenzonitrile is used as starting reagent during the synthesis of mono-alkoxyphenyloxazoline, furanoside.

Technology Process of 2-Hydroxybenzonitrile

There total 170 articles about 2-Hydroxybenzonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-(prop-2'-enyloxy)benzonitrile (97960-34-4) → salicylonitrile (611-20-1)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; tris(2,2'-bipyridine)nickel(II) tetrafluoroborate; In N,N-dimethyl-formamide; Ambient temperature; electrolysis: Mg rod anode, carbon fibre cathode, const. current 60 mA;

DOI:10.1039/c39950002497

Reference yield: 98.0%

2-hydroxy-benzoic acid ethyl ester (118-61-6) → salicylonitrile (611-20-1)

Guidance literature:

With ammonia; boron phosphate; at 400 ℃; for 0.000277778h;

Reference yield: 96.5%

2-methoxy-benzonitrile (6609-56-9) → salicylonitrile (611-20-1)

Guidance literature:

With lithium iodide; In N,N-dimethyl-formamide; for 22h; Reagent/catalyst; Solvent; Reflux;

upstream raw materials:

pyridine

phosgene

salicylamide

benzisoxazole-3-carboxylic acid

Downstream raw materials:

2-(2-imidazolinyl)phenol

5-acetyl-2-hydroxybenzonitrile

2-cyanoyphenoxyacetic acid

2-methoxy-benzonitrile

Refernces

• 1、 Misono,Koda. "". . p. 2795. Retrieved 1968.
• 2、 Nedumaran,Pandurangan. "Zr mesoporous molecular sieves as novel solid acid catalysts in synthesizing nitrile and caprolactam". . p. 2799 - 2809. Retrieved 2014.
• 3、 Chen, Guan-Hu,Chen, Qun,He, Ming-Yang,Kong, Zhen-Ji,Sun, Zhong-Hua,Wu, Zhong,Zhang, Zhi-Hui,Zhou, Wei-You. "Efficient preparation of salicylonitrile from methyl salicylate over supported boron phosphate catalyst in a continuous fixed bed reactor". . . Retrieved 2021/11/01.
• 4、 -. "Synthetic method for co-production of 2-hydroxy-benzonitrile and plant growth regulator". Paragraph 0046; 0073-0087. . Retrieved 2021/06/26.