2,2'-(3-Methoxy-1,2-phenylene)diacetonitrile

Base Information

• Chemical Name: 2,2'-(3-Methoxy-1,2-phenylene)diacetonitrile
• CAS No.: 90047-45-3
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.213
• DSSTox Substance ID: DTXSID10537357
• Wikidata: Q82412327
• Mol file: 90047-45-3.mol

Synonyms:90047-45-3;2,2'-(3-Methoxy-1,2-phenylene)diacetonitrile;SCHEMBL506269;DTXSID10537357

Chemical Property of 2,2'-(3-Methoxy-1,2-phenylene)diacetonitrile

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 186.079312947
• Heavy Atom Count: 14
• Complexity: 270

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1CC#N)CC#N

Technology Process of 2,2'-(3-Methoxy-1,2-phenylene)diacetonitrile

There total 5 articles about 2,2'-(3-Methoxy-1,2-phenylene)diacetonitrile 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: 77.0%

sodium cyanide (143-33-9,25596-52-5) + 3-methoxy-1,2-bis(chloromethyl)benzene (90047-44-2) → 3-methoxy-1,2-bis-(cyanomethyl)benzene (90047-45-3)

Guidance literature:

In dimethyl sulfoxide; at 40 - 45 ℃; for 4h;

DOI:10.1021/jm00373a018

Reference yield:

3-methoxyphthalic acid (14963-97-4) → 3-methoxy-1,2-bis-(cyanomethyl)benzene (90047-45-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 2 h / Heating

2: 88 percent / thionyl chloride, pyridine / toluene / 2 h / Ambient temperature

3: 77 percent / dimethylsulfoxide / 4 h / 40 - 45 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; toluene;

DOI:10.1021/jm00373a018

Reference yield:

3-methoxy-o-xylene-α,α'-diol (90047-52-2) → 3-methoxy-1,2-bis-(cyanomethyl)benzene (90047-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / thionyl chloride, pyridine / toluene / 2 h / Ambient temperature

2: 77 percent / dimethylsulfoxide / 4 h / 40 - 45 °C

With pyridine; thionyl chloride; In dimethyl sulfoxide; toluene;

DOI:10.1021/jm00373a018

upstream raw materials:

sodium cyanide

3-methoxy-1,2-bis(chloromethyl)benzene

3-methoxyphthalic acid

3-methoxy-o-xylene-α,α'-diol