4-Hydroxy-2,3-dimethylbenzonitrile

Base Information

• Chemical Name: 4-Hydroxy-2,3-dimethylbenzonitrile
• CAS No.: 448961-58-8
• Molecular Formula: C9H9NO
• Molecular Weight: 147.17
• Hs Code.: 2926907090
• DSSTox Substance ID: DTXSID00597622
• Wikidata: Q82493244
• Mol file: 448961-58-8.mol

Synonyms:4-Hydroxy-2,3-dimethylbenzonitrile;448961-58-8;Benzonitrile, 4-hydroxy-2,3-dimethyl- (9CI);MFCD13659357;4-hydroxy-2,3-dimethyl-benzonitrile;SCHEMBL7056620;DTXSID00597622;YSA96158;AKOS022173532;AS-39680;SY124578;DB-349273;CS-0038206

Chemical Property of 4-Hydroxy-2,3-dimethylbenzonitrile

Chemical Property:

• Boiling Point: 318.843 °C at 760 mmHg
• Flash Point: 146.631 °C
• PSA: 44.02000
• Density: 1.137 g/cm³
• LogP: 1.88068
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

97% ^*data from raw suppliers

4-hydroxy-2,3-dimethylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1C)O)C#N

Technology Process of 4-Hydroxy-2,3-dimethylbenzonitrile

There total 3 articles about 4-Hydroxy-2,3-dimethylbenzonitrile 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%

2,3-dimethyl-4-methoxybenzonitrile (448961-57-7) → 2,3-dimethyl-4-hydroxybenzonitrile (448961-58-8)

Guidance literature:

With boron tribromide; In dichloromethane; at 50 ℃; for 6h;

DOI:10.1002/jccs.200200014

Reference yield: 83.0%

2,3-Dimethylphenol (526-75-0) + potassium thioacyanate (333-20-0) → 2,3-dimethyl-4-hydroxybenzonitrile (448961-58-8)

Guidance literature:

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

DOI:10.1021/acs.joc.8b02191

Reference yield:

2,3-dimethyl-4-methoxybenzaldehyde (38998-17-3) → 2,3-dimethyl-4-hydroxybenzonitrile (448961-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / aq. hydroxylamine-sulfonic acid / acetonitrile / 18 h / 60 °C

2: 98 percent / BBr₃ / CH₂Cl₂ / 6 h / 50 °C

With (hydroxylamino)sulfonic acid; boron tribromide; In dichloromethane; acetonitrile;

DOI:10.1002/jccs.200200014

upstream raw materials:

2,3-dimethyl-4-methoxybenzonitrile

2,3-dimethyl-4-methoxybenzaldehyde

2,3-Dimethylphenol

potassium thioacyanate

Downstream raw materials:

2,3-dimethyl-4-[1-(4-isobutylphenyl)ethoxy]benzonitrile

4-[1-(4-isobutylphenyl)ethoxy]-2,3-dimethylbenzamidoxime

4-[2-(3-{4-[1-(4-isobutyl-phenyl)-ethoxy]-2,3-dimethyl-phenyl}-[1,2,4]oxadiazol-5-yl)-phenoxy]-butyric acid ethyl ester

2,3-Dimethyl-4-hydroxybenzaldehyde