2-Bromo-2-methylpropanenitrile

Base Information

• Chemical Name: 2-Bromo-2-methylpropanenitrile
• CAS No.: 41658-69-9
• Molecular Formula: C4H6BrN
• Molecular Weight: 148.002
• European Community (EC) Number: 806-197-7
• DSSTox Substance ID: DTXSID40517869
• Nikkaji Number: J683.432I
• Wikidata: Q82380114
• Mol file: 41658-69-9.mol

Synonyms:2-bromo-2-methylpropanenitrile;41658-69-9;a-bromoisobutyronitrile;Propanenitrile, 2-bromo-2-methyl-;2-bromo-2-methyl-Propanenitrile;2-bromo-2-cyanopropane;2-bromo-2-methylpropionitrile;SCHEMBL678370;2-bromo-2-methyl-propionitrile;DTXSID40517869;MFCD25984182;AKOS016354797;NS-01128;E77730;EN300-121854;A856203

Chemical Property of 2-Bromo-2-methylpropanenitrile

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 146.96836
• Heavy Atom Count: 6
• Complexity: 87

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C#N)Br

Technology Process of 2-Bromo-2-methylpropanenitrile

There total 10 articles about 2-Bromo-2-methylpropanenitrile 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%

1,1,1,3,3,3-Hexamethyl-2-(2-methyl-1-trimethylsilanyl-propenyl)-disilazane (91390-84-0) → trimethylsilyl bromide (2857-97-8) + 2-bromo-2-methyl-propionitrile (41658-69-9)

Guidance literature:

With bromine; In tetrachloromethane;

DOI:10.1016/0022-328X(90)80151-O

Reference yield: 79.0%

Isobutyronitrile (78-82-0) → 2-bromo-2-methyl-propionitrile (41658-69-9)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; at 140 ℃; for 6.5h;

DOI:10.1021/ol051078t

Reference yield:

C14H27BNO2(1-)*Li(1+) → 2-bromo-2-methyl-propionitrile (41658-69-9)

Guidance literature:

With bromine; In tetrahydrofuran; at 0 ℃; for 6h; Inert atmosphere;

DOI:10.1080/00397911.2020.1800743

upstream raw materials:

Isobutyronitrile

2,2'-azobis(isobutyronitrile)

2-bromo-2-methylpropanamide

2-hydroxy-2-methylpropanenitrile

Downstream raw materials:

2-(1-hydroxycyclohexyl)-2-methylpropanenitrile

Isobutyronitrile

2,2,3,3-tetramethylsuccinonitrile

2,2-dimethylpentanedinitrile

Refernces

• 1、 Corbin, Daniel A.,McCarthy, Blaine G.,Van De Lindt, Zach,Miyake, Garret M.. "Radical Cations of Phenoxazine and Dihydrophenazine Photoredox Catalysts and Their Role as Deactivators in Organocatalyzed Atom Transfer Radical Polymerization". . p. 4726 - 4738. Retrieved 2021/05/29.
• 2、 Sahoo, Sushree Ranjan,Sarkar, Debayan. "Gram scale synthesis of alpha-cyanoalkylboronic esters via direct B–B and C–N bond cleavage". supporting information. p. 3308 - 3313. Retrieved 2020/08/06.