2-Bromoethenyl

Base Information

• Chemical Name: 2-Bromoethenyl
• CAS No.: 593-61-3
• Molecular Formula: C2H Br
• Molecular Weight: 104.934
• DSSTox Substance ID: DTXSID30208032
• Nikkaji Number: J455C
• Wikidata: Q83082110
• Mol file: 593-61-3.mol

Synonyms:bromoethyne;593-61-3;Bromoacetylene;Acetylene, bromo-;2-bromoethenyl;Ethyne, bromo-;HC.equiv.CBr;Bromoacetylene cation;SCHEMBL252068;DTXSID30208032;EN300-24791470

Chemical Property of 2-Bromoethenyl

Chemical Property:

• Vapor Pressure: 436mmHg at 25°C
• Refractive Index: 1.4890 (estimate)
• Boiling Point: 40.4°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 1.793g/cm³
• LogP: 0.97200
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 103.92616
• Heavy Atom Count: 3
• Complexity: 29.3

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CBr

Technology Process of 2-Bromoethenyl

There total 41 articles about 2-Bromoethenyl 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: 20.0%

2,3-Dimethyl-2-butene (563-79-1) + cis+trans-dibromoethylene (540-49-8) → acetylene dibromide (624-61-3) + 2,3-dimethylbut-3-en-2-ylhydroperoxide (13249-73-5) + bromoethyne (593-61-3) + 2,3-dimethyl-1-buten-3-ol (10473-13-9)

Guidance literature:

2,3-Dimethyl-2-butene; cis+trans-dibromoethylene; With potassium tert-butylate; In pentane; at -60 - 0 ℃; Inert atmosphere;

With ammonium chloride; In pentane; for 0.25h;

With water;

DOI:10.1016/j.tetlet.2009.11.113

Reference yield:

cis+trans-dibromoethylene (540-49-8) → bromoethyne (593-61-3) + hydrogen bromide (10035-10-6,12258-64-9)

Guidance literature:

Reference yield:

acetylene (74-86-2,25067-58-7) → Vinyl bromide (593-60-2,25951-54-6) + bromoethyne (593-61-3) + bromodiacetylene (6088-90-0)

Guidance literature:

With hydrogen bromide; at -261.2 ℃; for 5.03333h; Product distribution; Irradiation;

DOI:10.1021/j100097a017

upstream raw materials:

mucobromic acid

vinylidene dibromide

cis+trans-dibromoethylene

potassium cyanide

Downstream raw materials:

cis+trans-dibromoethylene

1,1,1,2,2-pentabromoethane

bromoacetic acid

2-ethynyl-2-hydroxy-cyclohexanone

Refernces

• 1、 Tanaka,R.,Miller,S.I.. "-". . p. 3856 - 3861. Retrieved 1971.
• 2、 Song, Lina,Tian, Xianhai,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.. "Gold(III)-catalyzed chemoselective annulations of anthranils with N-allylynamides for the synthesis of 3-azabicyclo[3.1.0]hexan-2-imines". supporting information. p. 9007 - 9010. Retrieved 2019/08/01.
• 3、 Galy, Nicolas,Doucet, Henri,Santelli, Maurice. "C2 molecule: formation from bromoacetylene and reactions with cyclohexene or 2,3-dimethyl-2-butene". scheme or table. p. 695 - 697. Retrieved 2010/04/02.