4-Hydroxy-3-methoxyphenylacetonitrile

Base Information

• Chemical Name: 4-Hydroxy-3-methoxyphenylacetonitrile
• CAS No.: 4468-59-1
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 2926909090
• European Community (EC) Number: 224-739-5
• UNII: KBJ5T7NP94
• DSSTox Substance ID: DTXSID00196275
• Nikkaji Number: J205.850B
• Wikidata: Q83069334
• Mol file: 4468-59-1.mol

Synonyms:4-Hydroxy-3-methoxyphenylacetonitrile;4468-59-1;2-(4-hydroxy-3-methoxyphenyl)acetonitrile;Homovanillonitrile;Benzeneacetonitrile, 4-hydroxy-3-methoxy-;EINECS 224-739-5;KBJ5T7NP94;4-Hydroxy-3-methoxybenzyl cyanide;MFCD00001920;(4-hydroxy-3-methoxyphenyl)acetonitrile;(4-hydroxy-3-methoxy-phenyl)-acetonitrile;UNII-KBJ5T7NP94;SCHEMBL1057281;SDVYWMWQCJEYTC-UHFFFAOYSA-;DTXSID00196275;3-Methoxy-4-hydroxyphenylacetonitrile;AKOS006220946;2-METHOXY-4-(CYANOMETHYL)PHENOL;[4-hydroxy-3-methoxy-phenyl]acetonitrile;BS-42264;4-Hydroxy-3-methoxyphenylacetonitrile, 99%;CS-0315932;FT-0635315;E72174

Chemical Property of 4-Hydroxy-3-methoxyphenylacetonitrile

Chemical Property:

• Vapor Pressure: 0.000269mmHg at 25°C
• Melting Point: 56-57 °C(lit.)
• Refractive Index: 1.554
• Boiling Point: 313.5 °C at 760 mmHg
• PKA: 9.69±0.18(Predicted)
• Flash Point: 153.1 °C
• PSA: 53.25000
• Density: 1.181 g/cm³
• LogP: 1.46688
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

97% ^*data from raw suppliers

(4-Hydroxy-3-methoxyphenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 4-Hydroxy-3-methoxyphenylacetonitrile

There total 17 articles about 4-Hydroxy-3-methoxyphenylacetonitrile 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: 86.0%

2-methoxy-4-((methoxymethoxy)methyl) phenol (1058649-06-1) + tetra-n-butylammonium cyanide (10442-39-4) → 4-hydroxy-3-methoxyphenylacetonitrile (4468-59-1)

Guidance literature:

With 1-(n-butyl)-3-methylimidazolium tetrachloroindate; at 135 - 140 ℃; for 0.075h; chemoselective reaction; Microwave irradiation; Neat (no solvent);

DOI:10.1016/j.tetlet.2010.04.056

Reference yield: 85.0%

3-hydroxy-4-methoxyphenylacetonitrile (4468-58-0) → 4-hydroxy-3-methoxyphenylacetonitrile (4468-59-1) + 3-Chloro-4-hydroxy-5-methoxyphenyl-acetonitrile (81038-47-3) + 2-Chloro-5-hydroxy-4-methoxyphenylacetonitrile (81038-46-2)

Guidance literature:

With chlorine; acetic acid; In dichloromethane; at -30 - -25 ℃; Yields of byproduct given;

DOI:10.1002/ardp.19813141203

Reference yield: 84.0%

4-((ethoxymethoxy)methyl)-2-methoxy phenol (1058649-10-7) + tetra-n-butylammonium cyanide (10442-39-4) → 4-hydroxy-3-methoxyphenylacetonitrile (4468-59-1)

Guidance literature:

With 1-(n-butyl)-3-methylimidazolium tetrachloroindate; at 135 - 140 ℃; for 0.075h; chemoselective reaction; Microwave irradiation; Neat (no solvent);

DOI:10.1016/j.tetlet.2010.04.056

upstream raw materials:

4-hydroxymethyl-2-methoxyphenol

3,4-dimethoxyphenylacetonitrile

3-hydroxy-4-methoxyphenylacetonitrile

2-hydroxyimino-3-(4-hydroxy-3-methoxy-phenyl)-propionic acid

Downstream raw materials:

3-Methoxytyramine

3-Bromo-4-hydroxy-5-methoxyphenyl-acetonitrile

3-Methoxytyramine hydrochloride

3-Chloro-4-hydroxy-5-methoxyphenyl-acetonitrile