2-(3,4-Dimethoxyphenyl)propanenitrile

Base Information

• Chemical Name: 2-(3,4-Dimethoxyphenyl)propanenitrile
• CAS No.: 51698-53-4
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.23
• European Community (EC) Number: 969-611-6
• Nikkaji Number: J2.664.981A
• Mol file: 51698-53-4.mol

Synonyms:2-(3,4-dimethoxyphenyl)propanenitrile;51698-53-4;Benzeneacetonitrile, 3,4-dimethoxy-alpha-methyl-;starbld0045584;SCHEMBL9841161;BCA69853;EN300-1858521

Chemical Property of 2-(3,4-Dimethoxyphenyl)propanenitrile

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-(3,4-Dimethoxyphenyl)propanenitrile

There total 15 articles about 2-(3,4-Dimethoxyphenyl)propanenitrile 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%

trimethylsilyl cyanide (7677-24-9) + 1-(3,4-dimethoxyphenyl)ethanol (5653-65-6) → 2‐(3,4‐dimethoxyphenyl)propionitrile (51698-53-4)

Guidance literature:

With indium(III) bromide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol801812a

Reference yield: 95.0%

potassium cyanide + 3,4-dimethoxystyrene (6380-23-0) → 2‐(3,4‐dimethoxyphenyl)propionitrile (51698-53-4)

Guidance literature:

potassium cyanide; With acetic acid; In ethylene glycol; at 60 ℃; Sealed tube;

3,4-dimethoxystyrene; With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; at 60 ℃; for 18h; Sealed tube;

DOI:10.1039/c7sc03912c

Reference yield: 92.0%

3,4-dimethoxystyrene (6380-23-0) → 2‐(3,4‐dimethoxyphenyl)propionitrile (51698-53-4)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; hydrogen cyanide; (3aR,8aR)-4,4,8,8-tetrakis(3,5-dimethylphenyl)-6-(2-(diphenylphosphino)-6-isopropylphenoxy)-2,2-dimethyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine; In tetrahydrofuran; at 20 ℃; for 2h; Reagent/catalyst; Solvent; Optical yield = 88 %ee; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201500644

upstream raw materials:

3,4-dimethoxyphenylacetonitrile

methyl iodide

dimethyl sulfate

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

2-(3,4-Dimethoxyphenyl)-4-(1-imidazolyl)-2,3-dimethyl-3-butennitril

3.4-Dimethoxy-α.α-bis-<3.4.5-trimethoxy-benzyl>-phenylacetonitril

α-Methyl-α-(3,4-dimethoxy-phenyl)-β-(3,4,5-trimethoxy-phenyl)-propionitril

2‐(3,4‐dimethoxyphenyl)‐2‐methylpropionitrile