3-Hydroxy-4-methoxybenzonitrile

Base Information

• Chemical Name: 3-Hydroxy-4-methoxybenzonitrile
• CAS No.: 52805-46-6
• Molecular Formula: C8H7NO2
• Molecular Weight: 149.149
• Hs Code.: 2926909090
• European Community (EC) Number: 689-783-3
• UNII: XLH7N8BQ9B
• DSSTox Substance ID: DTXSID00406725
• Nikkaji Number: J1.646.358B
• Wikidata: Q72484758
• Mol file: 52805-46-6.mol

Synonyms:3-hydroxy-4-methoxybenzonitrile;52805-46-6;BENZONITRILE, 3-HYDROXY-4-METHOXY-;MFCD02258854;p-Cyanguajacol;2-methoxy-5-cyanophenol;XLH7N8BQ9B;SCHEMBL388024;5-CYANO-2-METHOXYPHENOL;3-hydroxy-4-methoxy benzonitrile;DTXSID00406725;BCP26348;3-Hydroxy-4-methoxybenzolcarbonitrile;AKOS005256178;AC-5294;CS-W002933;MB02393;AS-15904;SY005357;A7711;AM20050110;FT-0602138;EN300-794502;Benzonitrile, 3-hydroxy-4-Methoxy-;Gefitinib Impurity

Chemical Property of 3-Hydroxy-4-methoxybenzonitrile

Chemical Property:

• Vapor Pressure: 0.000613mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 300.8 °C at 760 mmHg
• PKA: 8.59±0.10(Predicted)
• Flash Point: 135.7 °C
• PSA: 53.25000
• Density: 1.24 g/cm³
• LogP: 1.27248
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

99.9% ^*data from raw suppliers

3-Hydroxy-4-methoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C#N)O

Technology Process of 3-Hydroxy-4-methoxybenzonitrile

There total 12 articles about 3-Hydroxy-4-methoxybenzonitrile 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: 94.0%

isovanillin (621-59-0) → 2-methoxy-5-cyanophenol (52805-46-6)

Guidance literature:

With formic acid; hydroxylamine hydrochloride; sodium formate; at 50 - 55 ℃; for 4h;

Reference yield: 94.0%

isovanillin (621-59-0) + sodium formate (141-53-7) → 2-methoxy-5-cyanophenol (52805-46-6)

Guidance literature:

isovanillin; sodium formate; In formic acid; at 85 ℃;

With hydroxyammonium sulfate; In formic acid; at 85 ℃; for 5h;

Reference yield: 70.0%

4-methoxybenzonitrile (874-90-8) → 2-methoxy-5-cyanophenol (52805-46-6)

Guidance literature:

With C₂₈H₄₆N₄O₁₀S₂; dihydrogen peroxide; acetic acid; iron(II) chloride; In water; acetonitrile; at 80 ℃; for 1h; regioselective reaction;

DOI:10.1126/science.abj0731

upstream raw materials:

5-nitroguaiacol

3-acetoxy-4-methoxy-benzonitrile

3-benzyloxy-4-methoxybenzonitrile

isovanillin

Downstream raw materials:

3-<5-Cyan-2-methoxy-phenyl>-propylbromid

3-allyloxy-4-methoxy-benzonitrile

3-[(6-(5-cyano-2-methoxyphenoxy)-3,5-difluoro-4-methylpyridin-2-yl)oxy]-N,N-dimethylbenzamide

4-methoxy-3-(vinyloxy)benzonitrile

Refernces

• 1、 Bai, Yue,Chen, Lixue,Chu, Peng,Han, Xu,Li, Lei,Li, Yanxia,Ma, Xiaodong,Qi, Yan,Sun, Huijun,Wang, Changyuan,Zhang, Baojing,Zhang, Yunhao. "Synthesis and biological evaluation of selenogefitinib for reducing bleomycin-induced pulmonary fibrosis". supporting information. . Retrieved 2021/07/08.
• 2、 -. "Method for promoting iron-catalyzed oxidation of aromatic compound carbon - hydrogen bond to synthesize phenol by ligand". Paragraph 0066-0667; 0127. . Retrieved 2021/09/21.