3-Bromo-2-methylacrylonitrile

Base Information

• Chemical Name: 3-Bromo-2-methylacrylonitrile
• CAS No.: 150163-13-6
• Molecular Formula: C4H4BrN
• Molecular Weight: 145.98500
• European Community (EC) Number: 620-778-0
• Mol file: 150163-13-6.mol

Synonyms:150163-13-6;3-BROMO-2-METHYLACRYLONITRILE;3-BROMOMETHACRYLONITRILE;28976-77-4;SCHEMBL250000;(E)-3-Bromo-2-methylacrylonitrile;AKOS015916375;(2E)-3-bromo-2-methylprop-2-enenitrile;EN300-7463692;3-Bromo-2-methylacrylonitrile,98%,mixt ure of cis and trans

Chemical Property of 3-Bromo-2-methylacrylonitrile

Chemical Property:

• Vapor Pressure: 1.74mmHg at 25°C
• Refractive Index: n20/D 1.496(lit.)
• Boiling Point: 167oC at 760 mmHg
• Flash Point: 54.8oC
• PSA: 23.79000
• Density: 1.544g/cm3
• LogP: 1.80868
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 144.95271
• Heavy Atom Count: 6
• Complexity: 106

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bromo-2-methylacrylonitrile, mixture of cis and trans 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CBr)C#N
• Isomeric SMILES: C/C(=C\Br)/C#N

Technology Process of 3-Bromo-2-methylacrylonitrile

There total 1 articles about 3-Bromo-2-methylacrylonitrile 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:

2,3-dibromo-2-methylpropanenitrile (28786-90-5) → cis/trans 3-bromo-2-methylacrylonitrile (150163-13-6)

Guidance literature:

With triethylamine;

Reference yield: 30.0%

cis/trans 3-bromo-2-methylacrylonitrile (150163-13-6) + 3-benzyl-1,3-diazaspiro[4.4]non-1-en-4-one → (E)-3-(3-benzyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-2-yl)-2-methylacrylonitrile

Guidance literature:

With copper(l) iodide; palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; tris-(o-tolyl)phosphine; In toluene; at 110 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1039/c4cc07917e

Reference yield: 9.0%

cis/trans 3-bromo-2-methylacrylonitrile (150163-13-6) + 5'-O-benzoyl-2',3'-bis-O-(tertbutyldimethylsilyl)-5'-phenylselenouridine (161867-34-1) → Benzoic acid (E)-(S)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-cyano-3-methyl-allyl ester + Benzoic acid (E)-(R)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-cyano-3-methyl-allyl ester

Guidance literature:

With bis(tri-n-butyltin); In benzene; Irradiation;

DOI:10.1016/0040-4020(96)00483-8

upstream raw materials:

2,3-dibromo-2-methylpropanenitrile

Downstream raw materials:

3-morpholinomethacrylonitrile