3-(3-Methoxyphenyl)propanenitrile

Base Information

• Chemical Name: 3-(3-Methoxyphenyl)propanenitrile
• CAS No.: 1129-59-5
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• DSSTox Substance ID: DTXSID20434444
• Nikkaji Number: J3.242.274H
• Wikidata: Q82248870
• Mol file: 1129-59-5.mol

Synonyms:3-(3-methoxyphenyl)propanenitrile;1129-59-5;Benzenepropanenitrile, 3-methoxy-;starbld0034674;SCHEMBL1233549;DTXSID20434444;GJVHYHXGNIMMNO-UHFFFAOYSA-N;3-(3-Methoxyphenyl)propiononitrile;MFCD08457432;AKOS010643873;NS-01264

Chemical Property of 3-(3-Methoxyphenyl)propanenitrile

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(3-Methoxyphenyl)propanenitrile

There total 10 articles about 3-(3-Methoxyphenyl)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: 73.0%

3-methoxystyrene (626-20-0) + 1-methylcyclohexa-2,5-diene-1-carbonitrile → 2-(3-methoxyphenyl)propanenitrile (25310-30-9) + 3-(3-methoxyphenyl)propanenitrile (1129-59-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tris(pentafluorophenyl)borate; bis[2-(diphenylphosphino)phenyl] ether; In 1,4-dioxane; at 110 ℃; for 20h; regioselective reaction; Glovebox; Inert atmosphere;

DOI:10.1021/jacs.8b10651

Reference yield: 71.0%

3-methoxybenzyl alcohol (6971-51-3) + acetonitrile (75-05-8,26809-02-9) → 3-(3-methoxyphenyl)propanenitrile (1129-59-5)

Guidance literature:

With potassium phosphate; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); at 140 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1246/cl.130465

Reference yield: 70.0%

3-methoxy-benzaldehyde (591-31-1) + methyl 2-cyanoacetate (105-34-0) → 3-(3-methoxyphenyl)propanenitrile (1129-59-5)

Guidance literature:

With carbon monoxide; 5% rhodium-on-charcoal; water; In methanol; at 160 ℃; for 20h; under 38002.6 Torr; Autoclave;

DOI:10.1002/cctc.201500493

upstream raw materials:

1′-(3-methoxyphenyl)acrylonitrile

m-methoxybenzyl chloride

cyanomethyl bromide

3-methoxy-benzaldehyde

Downstream raw materials:

3-(3-hydroxyphenyl)propiononitrile

5-(3-(2,6-dimethylbenzyloxy)phenethyl)-1H-tetrazole

3-(3-methoxyphenyl)propan-1-amine

7-Amino-2-[2-(3-methoxy-phenyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one