2-Bromoacrylonitrile

Base Information

• Chemical Name: 2-Bromoacrylonitrile
• CAS No.: 920-34-3
• Molecular Formula: C3H2 Br N
• Molecular Weight: 131.96
• Hs Code.: 2926907090
• European Community (EC) Number: 213-054-7
• DSSTox Substance ID: DTXSID00238821
• Nikkaji Number: J195.212I
• Wikidata: Q83121154
• Mol file: 920-34-3.mol

Synonyms:2-Bromoacrylonitrile;920-34-3;2-bromoprop-2-enenitrile;2-Propenenitrile, 2-bromo-;2-bromo-2-propenenitrile;EINECS 213-054-7;BROMOACRYLONITRILE;C3H2BrN;2-bromanylprop-2-enenitrile;C3-H2-Br-N;SCHEMBL262813;DTXSID00238821;MFCD00040191;AKOS022633399;AS-47985;FT-0611520;EN300-140716;F17475;A844134

Chemical Property of 2-Bromoacrylonitrile

Chemical Property:

• Vapor Pressure: 12.9mmHg at 25°C
• Refractive Index: n20/D 1.482
• Boiling Point: 124.2°Cat760mmHg
• Flash Point: 28.9°C
• PSA: 23.79000
• Density: 1.659g/cm³
• LogP: 1.41858
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 130.93706
• Heavy Atom Count: 5
• Complexity: 86.3

Purity/Quality:

98%Min ^*data from raw suppliers

2-Bromoprop-2-enenitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 10-22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=C(C#N)Br

Technology Process of 2-Bromoacrylonitrile

There total 6 articles about 2-Bromoacrylonitrile 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: 94.0%

2,3-dibromopropionitrile (4554-16-9) → 2-bromoacrylonitrile (920-34-3)

Guidance literature:

In dimethyl sulfoxide; at 80 ℃; for 1h;

DOI:10.1021/ol7021142

Reference yield:

triphenylphosphine (603-35-0) → 2-bromoacrylonitrile (920-34-3) + dibromotriphenylphosphorane (1034-39-5)

Guidance literature:

With α,α,β-tribromopropanonitrile; In diethyl ether;

DOI:10.1021/jo00829a067

Reference yield:

acrylonitrile (107-13-1,25014-41-9) → 2-bromoacrylonitrile (920-34-3)

Guidance literature:

With bromine; iodine; triethylamine; Yield given. Multistep reaction; 1.) CHCl₃, RT, 2.) CH₂Cl₂, RT, 6 h;

DOI:10.1080/15257779408012178

upstream raw materials:

2,3-dibromopropionitrile

potassium cyanide

triphenylphosphine

acrylonitrile

Downstream raw materials:

2H-1,4-benzoxathiane-2-carbonitrile

indolizine-1-carbonitrile

(2-Brom-2-cyan-ethyl)-(4-nitro-phenyl)-sulfid

γ-Tribrombutyronitril

Refernces

• 1、 Li, Wei,Li, Jianchang,Wan, Zhao-Kui,Wu, Junjun,Massefski, Walter. "Preparation of α-haloacrylate derivatives via dimethyl sulfoxide-mediated selective dehydrohalogenation". . p. 4607 - 4610. Retrieved 2008/03/13.
• 2、 Katritzky, Alan R.,Qiu, Guofang,Yang, Baozhen,He, Hai-Ying. "Novel syntheses of indolizines and pyrrolo[2,1-a]isoquinolines via benzotriazole methodology". . p. 7618 - 7621. Retrieved 2007/10/03.