2-(Bromomethyl)-4-methoxybenzonitrile

Base Information

• Chemical Name: 2-(Bromomethyl)-4-methoxybenzonitrile
• CAS No.: 28970-91-4
• Molecular Formula: C9H8BrNO
• Molecular Weight: 226.073
• European Community (EC) Number: 959-458-3
• Mol file: 28970-91-4.mol

Synonyms:2-(Bromomethyl)-4-methoxybenzonitrile;28970-91-4;2-Cyano-5-methoxybenzyl bromide;SCHEMBL3045111;XHQZPXMBPFBQIK-UHFFFAOYSA-N;2-Bromomethyl-4-methoxybenzonitrile;G11305

Chemical Property of 2-(Bromomethyl)-4-methoxybenzonitrile

Chemical Property:

• Melting Point: 58 - 60 °C
• PSA: 33.02000
• LogP: 2.46178
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 224.97893
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

95% ^*data from raw suppliers

2-Bromomethyl-4-methoxy-benzonitrile ＞97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-(Bromomethyl)-4-methoxybenzonitrile

There total 3 articles about 2-(Bromomethyl)-4-methoxybenzonitrile 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: 81.0%

4-methoxy-2-methylbenzonitrile (21883-13-6) → 2-(bromomethyl)-4-methoxybenzonitrile (28970-91-4)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; at 80 ℃; for 16h;

Reference yield:

4-bromo-2-methylbenzonitrile (67832-11-5) → 2-(bromomethyl)-4-methoxybenzonitrile (28970-91-4)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(I) bromide / methanol; ethyl acetate / 12 h / Reflux

2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 24 h / Reflux

With N-Bromosuccinimide; copper(I) bromide; dibenzoyl peroxide; In methanol; tetrachloromethane; ethyl acetate;

DOI:10.1002/ejoc.201500459

Reference yield:

→ 2-(bromomethyl)-4-methoxybenzonitrile (28970-91-4)

Guidance literature:

2-Methyl-p-anisonitril IIb;

DOI:10.1021/jm00298a006

upstream raw materials:

4-methoxy-2-methylbenzonitrile

4-bromo-2-methylbenzonitrile

Downstream raw materials:

2,3-bis(2-cyano-5-methoxyphenyl)propionitrile

C₂₀H₂₉N₃O₃

N-(3,4-difluorophenyl)-3-methyl-D-valyl-(4R)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)-4-((9-methoxy-4-methyl-3,4-dihydro-2H-[1,4]oxazino[3,2-c]isoquinolin-6-yl)oxy)-L-prolinamide

N-(3,4-difluorophenyl)-3-methyl-L-valyl-(4R)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)-4-((9-methoxy-4-methyl-3,4-dihydro-2H-[1,4]oxazino[3,2-c]isoquinolin-6-yl)oxy)-L-prolinamide