4-Hydroxy-2-methylbenzonitrile

Base Information

• Chemical Name: 4-Hydroxy-2-methylbenzonitrile
• CAS No.: 14143-26-1
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 2926909090
• NSC Number: 210797
• DSSTox Substance ID: DTXSID30309018
• Wikidata: Q82057200
• Mol file: 14143-26-1.mol

Synonyms:4-hydroxy-2-methylbenzonitrile;14143-26-1;BENZONITRILE, 4-HYDROXY-2-METHYL-;4-CYANO-3-METHYLPHENOL;NSC210797;BENZONITRILE,4-HYDROXY-2-METHYL-;SCHEMBL718880;4-hydroxy-2-methylbenzo nitrile;4-Hydroxy-2-methyl benzonitrile;4-Hydroxy-2-methyl-benzonitrile;DTXSID30309018;CL9488;MFCD16997502;AKOS017514885;CS-W022191;DS-5374;MB23389;NSC 210797;NSC-210797;EN300-181701;A885678;Z1255452759

Chemical Property of 4-Hydroxy-2-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.000764mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 297.4 °C at 760mmHg
• PKA: 7.95±0.18(Predicted)
• Flash Point: 133.7 °C
• PSA: 44.02000
• Density: 1.17 g/cm³
• LogP: 1.57228
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

97% ^*data from raw suppliers

4-Hydroxy-2-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)O)C#N

Technology Process of 4-Hydroxy-2-methylbenzonitrile

There total 17 articles about 4-Hydroxy-2-methylbenzonitrile 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: 96.0%

4-methoxy-2-methylbenzonitrile (21883-13-6) → 4-hydroxy-2-methylbenzonitrile (14143-26-1)

Guidance literature:

With boron dimethyl-trifluoro sulphide; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2014.01.079

Reference yield: 86.0%

thiocyanogen (505-14-6) + 3-methyl-phenol (108-39-4) → 4-hydroxy-2-methylbenzonitrile (14143-26-1)

Guidance literature:

With silica sulfuric acid; In neat (no solvent, solid phase); at 100 ℃; for 12h;

DOI:10.1021/acs.joc.8b02191

Reference yield: 84.2%

potassium thioacyanate (333-20-0) + 3-methyl-phenol (108-39-4) → 4-hydroxy-2-methylbenzonitrile (14143-26-1)

Guidance literature:

With silica sulfuric acid; In neat (no solvent, solid phase); at 100 ℃; for 12h; Solvent; Temperature; regioselective reaction;

DOI:10.1021/acs.joc.8b02191

upstream raw materials:

4-acetoxy-2-methyl-benzonitrile

2-Methyl-4-trimethylsilanyloxy-benzonitrile

trimethylsilyl cyanide

2-Methyl-1,4-benzoquinone

Downstream raw materials:

4-(5-Hexyl-pyrimidin-2-yl)-benzoic acid 4-cyano-3-methyl-phenyl ester

4-(benzyloxy)-2-methylbenzonitrile

2-methyl-4-{[2-(methyloxy)ethyl]oxy}benzonitrile

2-methyl-4-[({[2-(trimethylsilyl)ethyl]oxy}methyl)oxy]benzonitrile