2,3-Dibromopropionitrile

Base Information

• Chemical Name: 2,3-Dibromopropionitrile
• CAS No.: 4554-16-9
• Deprecated CAS: 159789-09-0
• Molecular Formula: C3H3 Br2 N
• Molecular Weight: 212.872
• Hs Code.: 2926909090
• European Community (EC) Number: 224-925-6
• UNII: FZ3MT81KSH
• DSSTox Substance ID: DTXSID20863417
• Nikkaji Number: J8.749A
• Wikidata: Q27278333
• Mol file: 4554-16-9.mol

Synonyms:2,3-Dibromopropionitrile;4554-16-9;2,3-Dibromopropanenitrile;2,3-Dibromo-propionitrile;Propanenitrile, 2,3-dibromo-;Caswell No. 287B;UNII-FZ3MT81KSH;FZ3MT81KSH;2,3-Dibromopropiononitrile;EINECS 224-925-6;EPA Pesticide Chemical Code 287400;1,2-Dibromopropionitrile;C3H3Br2N;2,3-Dibromopropanitrile;2,3-Dibromopropanenitrile #;SCHEMBL651694;C3-H3-Br2-N;ARRIEYYNOLTVTE-UHFFFAOYSA-;2,3-DIBROMOPROPANONITRILE;DTXSID20863417;MFCD00001857;2,3-Dibromopropionitrile, 90per cent;AKOS015833922;AS-48004;.ALPHA.,.BETA.-DIBROMOPROPIONITRILE;CS-0204302;FT-0609528;F17522;W-106128;Q27278333

Chemical Property of 2,3-Dibromopropionitrile

Chemical Property:

• Vapor Pressure: 1.29mmHg at 25°C
• Melting Point: 131-132 °C
• Refractive Index: 1.545
• Boiling Point: 173 °C at 760 mmHg
• Flash Point: 172 ºF
• PSA: 23.79000
• Density: 2.14
• LogP: 1.66838
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 212.86117
• Heavy Atom Count: 6
• Complexity: 72.1

Purity/Quality:

99.9% ^*data from raw suppliers

2,3-Dibromopropionitrile,90% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22/21/22-36/37/38-20/21/22
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C#N)Br)Br
• Uses: 2,3-Dibromopropionitrile is a useful and versatile synthetic reagent is organic synthesis. 2,3-Dibromopropionitrile is also a potential halogenated drinking water byproduct.

Technology Process of 2,3-Dibromopropionitrile

There total 2 articles about 2,3-Dibromopropionitrile 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: 96.0%

acrylonitrile (107-13-1,25014-41-9) → 2,3-dibromopropionitrile (4554-16-9)

Guidance literature:

With bromine; In tetrachloromethane; at 70 - 80 ℃; for 1h;

Reference yield:

→ 2,3-dibromopropionitrile (4554-16-9)

Guidance literature:

Acrylnitril (AN) + Br2 in Chlf., 5-10grad;

Reference yield: 98.2%

2,3-dibromopropionitrile (4554-16-9) + N,N'-dibenzylethylenediamine diacetate (122-75-8) → 1,4-dibenzyl-2-piperazinecarbonitrile (170701-81-2)

Guidance literature:

With triethylamine; In benzene; for 3h; Heating;

DOI:10.1021/jm9911276

upstream raw materials:

acrylonitrile

Downstream raw materials:

2-bromoacrylonitrile

5-benzylamino-2-imino-2,5-dihydro-benzo[b][1,5]oxazocin-6-one

diethyl (2-cyanoethyl)phosphonate

3-p-Toluolsulfonyl-2-brom-propionsaeurenitril

Refernces

• 1、 Riegel, George F.,Kass, Steven R.. "N-Vinyl and N-Aryl Hydroxypyridinium Ions: Charge-Activated Catalysts with Electron-Withdrawing Groups". . p. 6017 - 6026. Retrieved 2020/05/26.
• 2、 Casiraghi, Andrea,Valoti, Ermanno,Suigo, Lorenzo,Artasensi, Angelica,Sorvillo, Erica,Straniero, Valentina. "How Reaction Conditions May Influence the Regioselectivity in the Synthesis of 2,3-Dihydro-1,4-benzoxathiine Derivatives". . p. 13217 - 13227. Retrieved 2018/10/24.