cis-1,4-Dibromo-2-butene

Base Information

• Chemical Name: cis-1,4-Dibromo-2-butene
• CAS No.: 18866-73-4
• Molecular Formula: C4H6Br2
• Molecular Weight: 213.9
• Mol file: 18866-73-4.mol

Synonyms:(Z)-1,4-dibromo-2-butene;2-Butene, 1,4-dibromo-, (Z)-;Z-1,4-dibromo-2-butene;cis-1,2-dibromobutene;cis-1,4-dibromo-2-butene;(Z)-1,4-dibromobut-2-ene;1,4-dibromo-2-butylene;

Chemical Property of cis-1,4-Dibromo-2-butene

Chemical Property:

• Melting Point: 53 °C
• Boiling Point: 82 °C(Press: 14 Torr)
• PSA: 0.00000
• Density: 1.912 g/cm3
• LogP: 2.33240

Purity/Quality:

99% ^*data from raw suppliers

(2Z)-1,4-DIBROMO-2-BUTENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-1,4-Dibromo-2-butene

There total 8 articles about cis-1,4-Dibromo-2-butene 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: 95.0%

allyl bromide (106-95-6) → cis-1,4-dibromo-2-butene (18866-73-4) + (E)-1,4-dibromobutene (821-06-7) + ethene (74-85-1)

Guidance literature:

With Hoveyda-Grubbs catalyst second generation; In acetone; at 25 ℃; for 1h; Overall yield = > 95 %; Flow reactor;

DOI:10.1021/op500223e

Reference yield: 95.0%

1,4-butenediol (6117-80-2) → cis-1,4-dibromo-2-butene (18866-73-4)

Guidance literature:

With bromine; triphenylphosphine; In acetonitrile; for 1h; Ambient temperature;

DOI:10.3891/acta.chem.scand.51-0942

Reference yield:

1,4-butenediol (6117-80-2) → cis-1,4-dibromo-2-butene (18866-73-4) + (E)-1,4-dibromobutene (821-06-7)

Guidance literature:

With pyridine; phosphorus tribromide; In diethyl ether; at 0 - 20 ℃; for 3h; Overall yield = 41 percent; Overall yield = 2 g;

DOI:10.1002/anie.202108239

upstream raw materials:

tetrachloromethane

1,4-butenediol

1,4-butenediol

allylbenzene

Downstream raw materials:

(E)-1,4-dibromobutene

1-phenyl-2,5-dihydro-1H-pyrrole

1-(4-bromo-phenyl)-2,5-dihydro-pyrrole

cis-1,4-dibenzoyloxybut-2-ene

Refernces

• 1、 Musilek, Kamil,Holas, Ondrej,Kuca, Kamil,Jun, Daniel,Dohnal, Vlastimil,Opletalova, Veronika,Dolezal, Martin. "Novel series of bispyridinium compounds bearing a (Z)-but-2-ene linker-Synthesis and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase". . p. 3172 - 3176. Retrieved 2007.
• 2、 Giardino, Gavin J.,Niu, Jia,Yuan, Jingsong. "Metathesis Cascade-Triggered Depolymerization of Enyne Self-Immolative Polymers**". supporting information. p. 24800 - 24805. Retrieved 2021/10/07.
• 3、 Zhong, Chen,Yin, Qi,Zhao, Yukun,Li, Qinfeng,Hu, Lin. "Formal [5+1] annulation reactions of dielectrophilic peroxides: Facile access to functionalized dihydropyrans". supporting information. p. 13189 - 13192. Retrieved 2020/11/09.