2-Hydroxy-4-methoxybenzonitrile

Base Information

• Chemical Name: 2-Hydroxy-4-methoxybenzonitrile
• CAS No.: 39835-11-5
• Molecular Formula: C8H7NO2
• Molecular Weight: 149.149
• Hs Code.: 2926909090
• European Community (EC) Number: 962-509-2
• DSSTox Substance ID: DTXSID70465344
• Nikkaji Number: J967.072F
• Wikidata: Q82291200
• Mol file: 39835-11-5.mol

Synonyms:2-HYDROXY-4-METHOXYBENZONITRILE;39835-11-5;Benzonitrile, 2-hydroxy-4-methoxy-;2-hydroxy-4-methoxy-benzonitrile;2-cyano-5-methoxyphenol;SCHEMBL976050;DTXSID70465344;FDRYADKKCJHYJU-UHFFFAOYSA-N;MFCD08567959;AKOS000277680;AB45806;CS-W009279;AS-18340;2-Hydroxy-4-methoxybenzonitrile, AldrichCPR;EN300-119213;A824760;J-509632

Chemical Property of 2-Hydroxy-4-methoxybenzonitrile

Chemical Property:

• Vapor Pressure: 8.69E-05mmHg at 25°C
• Melting Point: 151 °C
• Refractive Index: 1.568
• Boiling Point: 330.4 °C at 760 mmHg
• PKA: 6.79±0.10(Predicted)
• Flash Point: 153.6 °C
• PSA: 53.25000
• Density: 1.24 g/cm³
• LogP: 1.27248
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.8
• 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% ^*data from raw suppliers

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

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Hydroxy-4-methoxybenzonitrile

There total 21 articles about 2-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: 96.0%

2,4-dimethoxybenzonitrile (4107-65-7) → 2-hydroxy-4 methoxybenzonitrile (39835-11-5)

Guidance literature:

2,4-dimethoxybenzonitrile; With decylthiol; potassium tert-butylate; In N,N-dimethyl-formamide; at 110 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In water; pH=1; Cooling with ice;

DOI:10.1016/j.ejmech.2012.11.030

Reference yield: 96.0%

C21H19NO5 → 3-carboxymethylcinnamic acid + 2-hydroxy-4 methoxybenzonitrile (39835-11-5)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

DOI:10.1002/anie.201701579

Reference yield: 94.0%

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 2-hydroxy-4 methoxybenzonitrile (39835-11-5)

Guidance literature:

With Mont KSF; hydroxylamine hydrochloride; silica gel; for 0.0666667h; microwave irradiation;

DOI:10.1081/SCC-120037915

upstream raw materials:

2-hydroxy-4-methoxybenzaldehyde oxime

acetic anhydride

methyl thiocyanate

O-methylresorcine

Downstream raw materials:

2,4-dimethoxybenzonitrile

2,5-dimethoxy toluene

2-(2,5-dimethoxy-3-methyl-phenoxy)-4-methoxy-benzonitrile

2-ethoxy-4-methoxybenzonitrile

Refernces

• 1、 Yang, Wen,Zhang, Wu,Zhao, Wanxiang. "Lewis acid-promoted site-selective cyanation of phenols". . p. 4604 - 4609. Retrieved 2020/07/04.
• 2、 Modak, Atanu,Patra, Tuhin,Chowdhury, Rajdip,Raul, Suman,Maiti, Debabrata. "Palladium-Catalyzed Remote meta-Selective C-H Bond Silylation and Germanylation". . p. 2418 - 2423. Retrieved 2017/07/17.