1β,2α-Dibromocyclohexane

Base Information

• Chemical Name: 1β,2α-Dibromocyclohexane
• CAS No.: 53023-21-5
• Molecular Formula: C6H10Br2
• Molecular Weight: 241.953
• Mol file: 53023-21-5.mol

Synonyms:(1R,2R)-1,2-Dibromocyclohexane;[1R,2R,(-)]-1,2-Dibromocyclohexane

Chemical Property of 1β,2α-Dibromocyclohexane

Chemical Property:

• Boiling Point: 47 °C (0.8 mmHg)
• PSA: 0.00000
• LogP: 3.08740

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1β,2α-Dibromocyclohexane

There total 8 articles about 1β,2α-Dibromocyclohexane 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: 98.0%

cyclohexene (110-83-8) → (-)-(R,R)-trans-1,2-dibromocyclohexane (53023-21-5)

Guidance literature:

With oxone||potassium monopersulfate triple salt; potassium bromide; N-(n-butyl)-2-methylbenzamide; In dichloromethane; water; at 20 ℃; for 0.0833333h; Reagent/catalyst; diastereoselective reaction;

DOI:10.1039/c3cc49850f

Reference yield:

→ (1R,2Ξ)-1,2-dibromo-cyclohexane (5183-77-7,5401-62-7,7429-37-0,19246-38-9,53023-21-5,53023-22-6)

Guidance literature:

Photobromierung v. Bromcyclohexan, Br2, (60grad, 150W Gluehbirne), in fl. Phase;

DOI:10.1021/ja00900a019

Reference yield:

cyclohexene (110-83-8) → trans-2-bromocyclohexan-1-ol (53023-25-9,5537-67-7) + (-)-(R,R)-trans-1,2-dibromocyclohexane (53023-21-5)

Guidance literature:

With methanol; sodium azide; recombinant bromoperoxidase with C-terminal His-tag from Streptomyces aureofaciens; dihydrogen peroxide; propionic acid; sodium bromide; In aq. buffer; at 30 ℃; for 24h; pH=5.5; Enzymatic reaction;

DOI:10.1016/j.bbrc.2019.06.036

upstream raw materials:

cyclohexene

trans-1,2-dibromocyclohexane

methanol

peracetic acid

Downstream raw materials:

trans-1,2-dicyanocyclohexane

Refernces

• 1、 Stodulski, Maciej,Goetzinger, Alissa,Kohlhepp, Stefanie V.,Gulder, Tanja. "Halocarbocyclization versus dihalogenation: Substituent directed iodine(iii) catalyzed halogenations". supporting information. p. 3435 - 3438. Retrieved 2014/03/21.
• 2、 McMillen, D. W.,Grutzner, John B.. "Radical Bromination of Cyclohexene in CCl4 by Bromine: Addition versus Substitution". . p. 4516 - 4528. Retrieved 2007/10/02.