2-Hydroxy-4-methylbenzonitrile

Base Information

• Chemical Name: 2-Hydroxy-4-methylbenzonitrile
• CAS No.: 18495-14-2
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 2926909090
• European Community (EC) Number: 849-035-0
• DSSTox Substance ID: DTXSID90559714
• Nikkaji Number: J3.444.318A
• Wikidata: Q82442535
• Mol file: 18495-14-2.mol

Synonyms:2-Hydroxy-4-methylbenzonitrile;18495-14-2;2-HYDROXY-4-METHYL-BENZONITRILE;MFCD02261941;BENZONITRILE, 2-HYDROXY-4-METHYL-;2-Hydroxy-4-methyk-benzonitrile;SCHEMBL2614496;DTXSID90559714;Benzonitrile,2-hydroxy-4-methyl-;WAFLXCCXXVMUKI-UHFFFAOYSA-N;CL8169;AKOS011586562;AB11820;CS-W023066;AC-22655;DS-12556;SY102365;A4090;EN300-1615120

Chemical Property of 2-Hydroxy-4-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 87 °C
• Refractive Index: 1.575
• Boiling Point: 286.047 °C at 760 mmHg
• PKA: 7.28±0.10(Predicted)
• Flash Point: 126.797 °C
• PSA: 44.02000
• Density: 1.174 g/cm³
• LogP: 1.57228
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• 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

2-Hydroxy-4-methyl-benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Hydroxy-4-methylbenzonitrile

There total 7 articles about 2-Hydroxy-4-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: 82.2%

→ 2-hydroxy-4-methylbenzonitrile (18495-14-2)

Guidance literature:

With iron(III) chloride; hydroxylamine hydrochloride; In N,N-dimethyl-formamide; at 150 ℃; for 4h; Inert atmosphere;

Reference yield: 51.0%

methylmagnesium chloride (676-58-4) + 4-hydroxy-4-methyl-2-oxo-6-cyclohexenecarbonitrile (190451-98-0) → 2-hydroxy-4-methylbenzonitrile (18495-14-2) + 4-hydroxy-2,4-dimethyl-6-oxo-cyclohexanecarbonitrile

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 0.0833333h;

DOI:10.1021/jo9909709

Reference yield:

2-hydroxy-4-methylbenzaldehyde oxime (84159-60-4) → 2-hydroxy-4-methylbenzonitrile (18495-14-2)

Guidance literature:

Multi-step reaction with 2 steps

2: aq. NaOH solution

With sodium hydroxide;

upstream raw materials:

2-acetoxy-4-methyl-benzonitrile

methylmagnesium chloride

4-hydroxy-4-methyl-2-oxo-6-cyclohexenecarbonitrile

2-hydroxy-4-methylbenzaldehyde oxime

Downstream raw materials:

4-Methyl-2-{[(1R)-3-(methylamino)-1-phenylpropyl]oxy}benzonitrile hydrochloride

2-(5,6-dihydro-4H-1,3-oxazin-2-yl)-5-methylphenol

2-methoxy-4-methylbenzoic acid

2-methoxy-4-methylbenzamide