3-Cyanophenol

Base Information

• Chemical Name: 3-Cyanophenol
• CAS No.: 873-62-1
• Molecular Formula: C7H5NO
• Molecular Weight: 119.123
• Hs Code.: 29089990
• European Community (EC) Number: 212-845-4
• NSC Number: 60108
• DSSTox Substance ID: DTXSID10236272
• Nikkaji Number: J5.189F
• Wikidata: Q72458709
• ChEMBL ID: CHEMBL294016
• Mol file: 873-62-1.mol

Synonyms:3-cyanophenol;m-cyanophenol

Chemical Property of 3-Cyanophenol

Chemical Property:

• Appearance/Colour: almost white to light brown crystalline powder
• Vapor Pressure: 0.0108mmHg at 25°C
• Melting Point: 78-81 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 254.3 °C at 760 mmHg
• PKA: 8.61(at 25℃)
• Flash Point: 107.6 °C
• PSA: 44.02000
• Density: 1.22 g/cm³
• LogP: 1.26388
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.7
• 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:

99.5% ^*data from raw suppliers

3-Hydroxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)C#N
• 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.

Technology Process of 3-Cyanophenol

There total 59 articles about 3-Cyanophenol 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: 98.0%

3-cyanobromobenzene (6952-59-6) → m-cyanophenol (873-62-1)

Guidance literature:

With [(2-di-tert-butylphosphino-3-methoxy-6-methyl-2,4,6-triisopropyl-1,1-biphenyl)-2-(2-aminobiphenyl)]palladium(II) methanesulfonate; caesium carbonate; Benzaldoxime; In N,N-dimethyl-formamide; at 80 ℃; for 18h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/anie.201700244

Reference yield: 93.0%

3-hydroxybenzaldehyde oxime (22241-18-5) → m-cyanophenol (873-62-1)

Guidance literature:

With acetyl chloride; zinc(II) oxide; for 0.5h; Heating;

DOI:10.1055/s-2005-861826

Reference yield: 90.0%

3-(2-trimethylsilanylethoxy)benzonitrile (1338215-30-7) → m-cyanophenol (873-62-1)

Guidance literature:

3-(2-trimethylsilanylethoxy)benzonitrile; With cesium fluoride; In N,N-dimethyl-formamide; at 60 ℃; for 1h; Inert atmosphere;

With water; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.08.023

upstream raw materials:

3-hydroxybenzaldehyde oxime

3-Carboxyphenol

m-Hydroxyaniline

2,2,2-trifluoroethanol

Downstream raw materials:

(3-hydroxyphenyl)(2,4,6-trihydroxyphenyl)methanone

2-(3-cyano-phenoxy)-benzoic acid

3-(Quinolin-2-ylmethoxy)-benzonitrile

3-(3-cyanophenoxy)-3-methylbut-1-yne

Refernces

• 1、 Chechik, Victor,Greener, Andrew J.,James, Michael J.,Oca?a, Ivan,Owens-Ward, Will,Smith, George,Ubysz, Patrycja,Whitwood, Adrian C.. "Radical-anion coupling through reagent design: hydroxylation of aryl halides". . p. 14641 - 14646. Retrieved 2021/11/17.
• 2、 Chen, Qingqing,Han, Hongwei,Lin, Hongyan,Ma, Xiaopeng,Qi, Jinliang,Wang, Xiaoming,Yang, Yonghua,Zhou, Ziling. "One pot synthesis of aryl nitriles from aromatic aldehydes in a water environment". . p. 24232 - 24237. Retrieved 2021/07/29.