1,4-Dibromo-2-butene

Base Information

• Chemical Name: 1,4-Dibromo-2-butene
• CAS No.: 821-06-7
• Molecular Formula: C4H6Br2
• Molecular Weight: 213.9
• Hs Code.: 29033990
• European Community (EC) Number: 212-472-7,230-219-9
• UN Number: 2588
• DSSTox Substance ID: DTXSID8024941
• Nikkaji Number: J55.489H,J7.120J
• Wikidata: Q72464010
• ChEMBL ID: CHEMBL1324439
• Mol file: 821-06-7.mol

Synonyms:trans-1,4-dibromo-2-butene

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

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 48-51 °C(lit.)
• Refractive Index: 1.5361 (estimate)
• Boiling Point: 203 °C at 760 mmHg
• Flash Point: 71.9 °C
• PSA: 0.00000
• Density: 1.867 g/cm³
• LogP: 2.33240
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 213.88158
• Heavy Atom Count: 6
• Complexity: 34.8
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

(2E)-1,4-Dibromo-2-butene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,C
• Statements: 25-34-23/25
• Safety Statements: 26-36/37/39-45-28A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C=CCBr)Br
• Isomeric SMILES: C(/C=C/CBr)Br
• Uses: (2E)-1,4-Dibromo-2-butene, is used as a reagent in the preparation of diaminoalkenes though copper-mediated diamination reaction.

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

There total 27 articles about 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: 100.0%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → (E)-1,4-dibromobutene (821-06-7)

Guidance literature:

With bromine; In chloroform; at -78 - 23 ℃;

DOI:10.1021/ja508632y

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: 65.0%

trans-butene-1,4-diol (821-11-4) → (E)-1,4-dibromobutene (821-06-7)

Guidance literature:

With phosphorus tribromide;

DOI:10.1016/S0040-4020(98)00931-4

upstream raw materials:

decane

3,4-dibromo-1-butene

cis-1,4-dibromo-2-butene

buta-1,3-diene

Downstream raw materials:

trans-1,8-diphenyloct-4-en-1,7-diyne

(E)-1,4-dimethoxy-2-butene

diethyl 2,7-diethoxycarbonyl-4-octenedioate

2-vinyl-butane-1,1,4,4-tetracarboxylic acid tetraethyl ester

Refernces

• 1、 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.
• 2、 Battiti, Francisco O.,Cemaj, Sophie L.,Guerrero, Adrian M.,Shaik, Anver Basha,Lam, Jenny,Rais, Rana,Slusher, Barbara S.,Deschamps, Jeffery R.,Imler, Greg H.,Newman, Amy Hauck,Bonifazi, Alessandro. "The Significance of Chirality in Drug Design and Synthesis of Bitopic Ligands as D3 Receptor (D3R) Selective Agonists". . p. 6287 - 6314. Retrieved 2019/08/02.