2-(2-Bromo-3-methoxyphenyl)acetonitrile

Base Information

• Chemical Name: 2-(2-Bromo-3-methoxyphenyl)acetonitrile
• CAS No.: 128828-87-5
• Molecular Formula: C₉H₈BrNO
• Molecular Weight: 226.073
• DSSTox Substance ID: DTXSID201290074
• Nikkaji Number: J2.438.803D
• Mol file: 128828-87-5.mol

Synonyms:2-(2-bromo-3-methoxyphenyl)acetonitrile;128828-87-5;DTXSID201290074;2-Bromo-3-methoxybenzeneacetonitrile;EN300-1912723

Chemical Property of 2-(2-Bromo-3-methoxyphenyl)acetonitrile

Chemical Property:

• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC(=C1Br)CC#N

Technology Process of 2-(2-Bromo-3-methoxyphenyl)acetonitrile

There total 2 articles about 2-(2-Bromo-3-methoxyphenyl)acetonitrile 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:

2-bromo-3-methylanisole (38197-43-2) → (2-bromo-3-methoxyphenyl)acetonitrile (128828-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / CCl₄ / 3 h / 0 °C

2: dimethyl sulfoxide / 1 h / Ambient temperature

With bromine; dimethyl sulfoxide; In tetrachloromethane;

DOI:10.1016/S0040-4020(01)80641-4

Reference yield:

sodium cyanide (143-33-9,25596-52-5) + 2-bromo-1-(bromomethyl)-3-methoxybenzene (128828-86-4) → (2-bromo-3-methoxyphenyl)acetonitrile (128828-87-5)

Guidance literature:

In dimethyl sulfoxide; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)70714-3

Reference yield: 64.0%

(2-bromo-3-methoxyphenyl)acetonitrile (128828-87-5) + 2-(dimethylamino)ethyl chloride (107-99-3) → (+/-)-2-(2-bromo-3-methoxyphenyl)-4-(dimethylamino)butanenitrile

Guidance literature:

(2-bromo-3-methoxyphenyl)acetonitrile; With sodium hydride; In tetrahydrofuran; for 2h; Heating;

2-(dimethylamino)ethyl chloride; In tetrahydrofuran; toluene; for 2h; Further stages.; Heating;

upstream raw materials:

sodium cyanide

2-bromo-1-(bromomethyl)-3-methoxybenzene

2-bromo-3-methylanisole

Downstream raw materials:

(2-bromo-3-methoxyphenyl)acetic acid

2-(2-bromo-3-methoxyphenyl)ethylamine

N-trifluoroacetyl-2-(2-bromo-3-methoxyphenyl)ethylamine

(R)-1-((E)-3-Benzyloxy-propenyl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester