2-Hydroxy-3-methylbenzonitrile

Base Information

• Chemical Name: 2-Hydroxy-3-methylbenzonitrile
• CAS No.: 13589-71-4
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• DSSTox Substance ID: DTXSID30559713
• Nikkaji Number: J2.599.609G
• Wikidata: Q82442534
• Mol file: 13589-71-4.mol

Synonyms:2-HYDROXY-3-METHYLBENZONITRILE;13589-71-4;2-Methyl-6-cyano- phenol;Benzonitrile, 2-hydroxy-3-methyl-;2-methyl-6-cyanophenol;SCHEMBL2642471;2-CYANO-6-METHYLPHENOL;2-Hydroxy-3-methyl-benzonitrile;DTXSID30559713;LTJBGZJJPIHUIB-UHFFFAOYSA-N;MFCD09836340;AKOS005067534;DS-9130;MB07838;CS-0103462;F20100

Chemical Property of 2-Hydroxy-3-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 86-87 °C
• Boiling Point: 270.704oC at 760 mmHg
• PKA: 7.51±0.10(Predicted)
• Flash Point: 117.518oC
• PSA: 44.02000
• Density: 1.174g/cm3
• LogP: 1.57228
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• 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:

99% ^*data from raw suppliers

2-Hydroxy-3-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Hydroxy-3-methylbenzonitrile

There total 7 articles about 2-Hydroxy-3-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: 84.0%

→ 3-methylhydroxy-benzonitrile (13589-71-4)

Guidance literature:

Reference yield: 62.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ortho-cresol (95-48-7,77504-84-8) → 3-methylhydroxy-benzonitrile (13589-71-4)

Guidance literature:

formaldehyd; ortho-cresol; With triethylamine; magnesium chloride; In tetrahydrofuran; Heating;

With ammonium hydroxide; In tetrahydrofuran; methanol; for 0.5h;

With ortho-iodoxybenzoic acid; In tetrahydrofuran; methanol; water; Further stages.;

DOI:10.1016/j.tetlet.2008.05.006

Reference yield: 57.0%

2-methoxy-3-methylbenzaldehyde (824-42-0) → 3-methylhydroxy-benzonitrile (13589-71-4)

Guidance literature:

With hydroxylamine hydrochloride; potassium acetate; In formic acid; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1002/cmdc.202000271

upstream raw materials:

ortho-cresol

trichloroacetonitrile

2-methoxy-3-methylbenzaldehyde

formaldehyd

Downstream raw materials:

2-[(S)-4-isopropyl-4,5-dihydro-oxazol-2-yl]-6-methylphenol

3-Cyano-4-hydroxy-5-methylnitrobenzene

Refernces

• 1、 -. "Preparation method of substituted piperidine derivative". . . Retrieved 2017/12/27.
• 2、 Anwar, Hany F.,Hansen, Trond Vidar. "A one-pot synthesis of substituted salicylnitriles". . p. 4443 - 4445. Retrieved 2008/12/21.