Cyclohexane, 1-bromo-2-methoxy-, trans-

Base Information

• Chemical Name: Cyclohexane, 1-bromo-2-methoxy-, trans-
• CAS No.: 5927-93-5
• Molecular Formula: C7H13BrO
• Molecular Weight: 193.084
• European Community (EC) Number: 830-188-7
• DSSTox Substance ID: DTXSID70499169
• Nikkaji Number: J411.584H
• Wikidata: Q82349719
• Mol file: 5927-93-5.mol

Synonyms:Cyclohexane, 1-bromo-2-methoxy-, trans-;5927-93-5;(1R,2R)-1-Bromo-2-methoxycyclohexane;Rel-(1R,2R)-1-bromo-2-methoxycyclohexane;Ether, 2-bromocyclohexyl methyl, trans-;starbld0030503;DTXSID70499169;DGMAOHYUXAZIFR-RNFRBKRXSA-N;trans-1-Bromo-2-methoxycyclohexane;1-Bromo-2-methoxycyclohexane, (E)-;rac-(1R,2R)-1-bromo-2-methoxycyclohexane;EN300-1724182

Chemical Property of Cyclohexane, 1-bromo-2-methoxy-, trans-

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 192.01498
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1CCCCC1Br
• Isomeric SMILES: CO[C@@H]1CCCC[C@H]1Br

Technology Process of Cyclohexane, 1-bromo-2-methoxy-, trans-

There total 15 articles about Cyclohexane, 1-bromo-2-methoxy-, trans- 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: 90.0%

methanol (67-56-1) + cyclohexene (110-83-8) → trans-1-bromo-2-methoxycyclohexane (5927-93-5)

Guidance literature:

With 1,3,5-tribromo-1,3,5-triazinane-2,4,6-trione; at 20 ℃; for 1h;

DOI:10.1055/s-2006-941601

Reference yield: 64.0%

methanol (67-56-1) + cyclohexene (110-83-8) → trans-1-bromo-2-methoxycyclohexane (5927-93-5) + trans-1,2-dibromocyclohexane (7429-37-0)

Guidance literature:

With Oxone; ammonium bromide; at 20 ℃; for 0.0833333h; stereoselective reaction;

DOI:10.1080/00397911.2012.761238

Reference yield: 20.0%

cyclohexene (110-83-8) → trans-1-bromo-2-methoxycyclohexane (5927-93-5) + trans-1-bromo-2-fluorocyclohexane (17170-96-6)

Guidance literature:

With methyl hypobromite; boron trifluoride diethyl etherate; In tetrachloromethane; at 25 ℃;

DOI:10.1021/jo00167a011

upstream raw materials:

methanol

peracetic acid

cyclohexene

N-bromoacetamide

Downstream raw materials:

4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-((1R,2R)-2-methoxy-cyclohexyloxy)-benzamide; hydrochloride

trans-2-ethenyl-1-methoxycyclohexane

cis-2-ethenyl-1-methoxycyclohexane

3-methoxycyclohexene

Refernces

• 1、 Sokolov, Andriy,Golovach, Sergey,Kozlinsky, Ihor,Dolia, Krystyna,Tolmachev, Andrey A.,Kuchkovska, Yuliya,Grygorenko, Oleksandr O.. "Diastereoselective Synthesis of Cyclic sp 3 -Enriched cis -β-Alkoxysulfonyl Chlorides". supporting information. p. 848 - 858. Retrieved 2019/02/10.
• 2、 Hangirgekar,Shirodkar. "A regioselective and stereoselective methoxy bromination of olefins using diacetoxyiodobenzene and phenyltrimethyl ammoniumtribromide". experimental part. p. 179 - 184. Retrieved 2012/01/13.