3-(2-Bromo-4,5-dimethoxyphenyl)propanenitrile

Base Information

• Chemical Name: 3-(2-Bromo-4,5-dimethoxyphenyl)propanenitrile
• CAS No.: 35249-62-8
• Molecular Formula: C11H12 Br N O2
• Molecular Weight: 270.126
• Hs Code.: 2926909090
• European Community (EC) Number: 609-105-1
• NSC Number: 268227
• UNII: HG9MS3XRU5
• DSSTox Substance ID: DTXSID50188746
• Wikidata: Q83060585
• Mol file: 35249-62-8.mol

Synonyms:3-(2-Bromo-4,5-dimethoxyphenyl)propanenitrile;35249-62-8;NSC268227;2-bromo-4,5-dimethoxy-benzenepropanenitrile;MFCD00100650;NSC 268227;NSC-268227;Benzenepropanenitrile,2-bromo-4,5-dimethoxy-;HMS547G08;Maybridge1_002076;HG9MS3XRU5;SCHEMBL333776;DTXSID50188746;CCG-52310;AKOS015891324;SS-4417;2-Bromo-4,5-Dimethoxyphenylpropionitrile;SY283970;2-Bromo-4,5-dimethoxybenzenepropanenitrile;CS-0302198;3-(2-bromo-4,5-dimethoxyphenyl)propionitrile;Benzenepropanenitrile, 2-bromo-4,5-dimethoxy-;D87813;3-(2-bromo-4,5-dimethoxy-phenyl)propanenitrile;3-(2-Bromo-4,5-dimethoxyphenyl)propiononitrile;EN300-1915263;SR-01000641554-1;BRD-K40559014-001-01-4

Chemical Property of 3-(2-Bromo-4,5-dimethoxyphenyl)propanenitrile

Chemical Property:

• Vapor Pressure: 5.87E-06mmHg at 25°C
• Boiling Point: 379.4°Cat760mmHg
• Flash Point: 183.3°C
• PSA: 42.25000
• Density: 1.375g/cm³
• LogP: 2.92248
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 269.00514
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

99.9% ^*data from raw suppliers

3-(2-Bromo-4,5-dimethoxyphenyl)propanenitrile >97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)CCC#N)Br)OC

Technology Process of 3-(2-Bromo-4,5-dimethoxyphenyl)propanenitrile

There total 9 articles about 3-(2-Bromo-4,5-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: 98.0%

3-(3,4-dimethoxyphenyl)propanenitrile (49621-56-9) → 3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile (35249-62-8)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.5h;

Reference yield: 81.4%

3-(2-bromo-4,5-dimethoxyphenyl)-2-cyanopropionic acid (41234-20-2) → 3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile (35249-62-8)

Guidance literature:

In ISOPROPYLAMIDE; at 170 ℃; for 2h;

DOI:10.3184/030823409X4655259

Reference yield: 81.0%

2-bromo-4,5-dimethoxycinnamonitrile (1208977-77-8) → 3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile (35249-62-8)

Guidance literature:

With pyridine; sodium tetrahydroborate; In methanol; for 2h; Reflux;

DOI:10.3184/030823409X4655259

upstream raw materials:

2-bromo-4,5-dimethoxycinnamonitrile

3-(2-bromo-4,5-dimethoxyphenyl)-2-cyanopropionic acid

3-(3,4-dimethoxyphenyl)propanenitrile

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

3,4-bis(benzyloxy)-7-(hydroxymethyl)bicyclo<4.2.0>octa-1,3,5-triene

3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carbonitrile

3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid

3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride

Refernces

• 1、 -. "PROCESS FOR THE SYNTHESIS OF (2E)-3-(3,4-DIMETHOXYPHENYL)PROP-2-ENENITRILE, AND APPLICATION IN THE SYNTHESIS OF IVABRADINE AND ADDITION SALTS THEREOF WITH A PHARMACEUTICALLY ACCEPTABLE ACID". Paragraph 0036-0039. . Retrieved 2014/05/20.
• 2、 Zhao, Sheng Yin,Liang, Hong Yu,Shao, Zhi Yu,Chen, Rui. "A practical synthesis of 1-cyano-4,5-dimethoxybenzocyclobutene". experimental part. p. 420 - 422. Retrieved 2010/01/16.