1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene

Base Information

• Chemical Name: 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene
• CAS No.: 30432-16-7
• Molecular Formula: C6H8Br4
• Molecular Weight: 399.746
• Hs Code.: 2903399090
• European Community (EC) Number: 622-436-6
• DSSTox Substance ID: DTXSID20184518
• Nikkaji Number: J42.723C
• Wikidata: Q72463941
• Mol file: 30432-16-7.mol

Synonyms:1,4-dibromo-2,3-bis(bromomethyl)but-2-ene;30432-16-7;1,4-Dibromo-2,3-bis(bromomethyl)-2-butene;Tetrakis(bromomethyl)ethylene;C6H8Br4;BRN 1634379;2-BUTENE, 2,3-BIS(BROMOMETHYL)-1,4-DIBROMO-;2,3-Bis (bromomethyl)-1,4-dibromo-2-butene;2,3-Bis-(bromomethyl)-1,4-dibromo-2-butene;2,3-di(Bromomethyl)-1,4-dibrom butene-2;2-Butene, 1,4-dibromo-2,3-bis(bromomethyl)-;4-01-00-00857 (Beilstein Handbook Reference);tetrakis (bromomethyl)ethylene;C6-H8-Br4;SCHEMBL4815074;O-METHOXYCINNAMOYLCHLORIDE;AMY2911;DTXSID20184518;BCP10911;MFCD00017889;AKOS004908158;CS-W011706;GS-3724;LS-46923;FT-0606845;EN300-88126;1,4-dibromo-2,3-bis(bromomethyl)but-2-ene (en);A851240

Chemical Property of 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene

Chemical Property:

• Vapor Pressure: 1.52E-05mmHg at 25°C
• Melting Point: 158-159 °C(Solv: cyclohexane (110-82-7))
• Refractive Index: 1.614
• Boiling Point: 376.9 °C at 760 mmHg
• Flash Point: 176.6 °C
• PSA: 0.00000
• Density: 2.303 g/cm³
• LogP: 3.86260
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 399.73185
• Heavy Atom Count: 10
• Complexity: 92.9

Purity/Quality:

97.0% Min., ^*data from raw suppliers

1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(=C(CBr)CBr)CBr)Br
• Uses: 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene can be used as ubiquitin specific peptidase 9X inhibitors to treat cancer.

Technology Process of 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene

There total 12 articles about 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene 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: 97.0%

→ 1,4-dibromo-2,3-bis-bromomethyl-but-2-ene (30432-16-7)

Guidance literature:

With iodine(I) bromide; In chloroform; for 2h; Ambient temperature;

DOI:10.1021/jo00250a050

Reference yield: 48.0%

2,3-dimethyl-buta-1,3-diene (513-81-5) → 1,4-dibromo-2,3-bis-bromomethyl-but-2-ene (30432-16-7)

Guidance literature:

2,3-dimethyl-buta-1,3-diene; With bromine; In tetrachloromethane; at 20 ℃; for 5h; Inert atmosphere;

With N-Bromosuccinimide; dibenzoyl peroxide; at 85 ℃; Reflux; Inert atmosphere;

DOI:10.1002/chem.202100804

Reference yield: 44.0%

2,3-Dimethyl-2-butene (563-79-1) → 1,4-dibromo-2,3-bis-bromomethyl-but-2-ene (30432-16-7)

Guidance literature:

With hydrogen bromide; bromine; In dichloromethane; water; at 10 - 45 ℃; for 48h; Inert atmosphere; Large scale;

upstream raw materials:

2,3-dimethyl-buta-1,3-diene

2,3-Dimethyl-2-butene

tert-butylethylene

2,3-dimethylbutane

Downstream raw materials:

3,4-dimethylene-1,1-diphenylsilolane

4,5-Dimethylene-cyclohex-1-ene-1,2-dicarboxylic acid dimethyl ester

1-methyl-3,4-dimethylene-pyrrolidine

1-Cyclohexyl-3,4-dimethyl-1H-pyrrole

Refernces

• 1、 Cope,Kagan. "-". . p. 5499,5501. Retrieved 1958.
• 2、 Ali, Mashhood Syed,Tanimoto, Shigeo,Okamoto, Tadashi. "A Novel Approach to the Synthesis of Two Versatile Synthetic Intermediates, 2,3-Bis(bromomethyl)-1,3-butadiene and Tetrakis(bromomethyl)ethylene". . p. 3639 - 3640. Retrieved 1988.
• 3、 Hingston, Timothy J.,Sambrook, Mark R.,Porfyrakis, Kyriakos,Briggs, G. Andrew D.. "Synthesis of a short-chain fullerene dimer". . p. 7413 - 7415. Retrieved 2006.
• 4、 Sato, Ko,Tanaka, Hiroshi. "Synthesis of Lignans Based on a Borate-mediated One-pot Sequential Suzuki-Miyaura Coupling of Cyclic Boranes". supporting information. p. 9422 - 9428. Retrieved 2021/05/26.
• 5、 -. "INHIBITING UBIQUITIN SPECIFIC PEPTIDASE 9X". Paragraph 0073-0074; 0212. . Retrieved 2020/07/15.