1-Bromocyclohexanecarbonyl chloride

Base Information

• Chemical Name: 1-Bromocyclohexanecarbonyl chloride
• CAS No.: 29548-87-6
• Molecular Formula: C₇H₁₀BrClO
• Molecular Weight: 225.513
• DSSTox Substance ID: DTXSID201295129
• Mol file: 29548-87-6.mol

Synonyms:29548-87-6;1-bromocyclohexanecarbonyl chloride;1-BROMOCYCLOHEXANE-1-CARBONYL CHLORIDE;1-Bromocyclohexanoyl chloride;SCHEMBL2242655;1-bromocyclohexanecarbonylchloride;NSHUQRZWSFUWOY-UHFFFAOYSA-N;DTXSID201295129;1-bromo-cyclohexanecarboxylic acid chloride

Chemical Property of 1-Bromocyclohexanecarbonyl chloride

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 223.96036
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)(C(=O)Cl)Br

Technology Process of 1-Bromocyclohexanecarbonyl chloride

There total 4 articles about 1-Bromocyclohexanecarbonyl chloride 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:

cyclohexanylcarbonyl chloride (2719-27-9) → 1-bromocyclohexanecarboxylic acid chloride (29548-87-6)

Guidance literature:

With bromine; at 125 ℃;

Reference yield:

1-bromocyclohexanecarboxylic acid (55106-53-1) → 1-bromocyclohexanecarboxylic acid chloride (29548-87-6)

Guidance literature:

With thionyl chloride;

Reference yield:

Cyclohexanecarboxylic acid (98-89-5) → 1-bromocyclohexanecarboxylic acid chloride (29548-87-6)

Guidance literature:

Multistep reaction; (i) SOCl₂, CCl₄, (ii) NBS, aq. HBr;

DOI:10.1021/jo00911a026

upstream raw materials:

1-bromocyclohexanecarboxylic acid

cyclohexanylcarbonyl chloride

Cyclohexanecarboxylic acid

Downstream raw materials:

methyl 1-bromocyclohexanecarboxylate

cyclohexanecarboxylic acid allyl ester

1-(1-prop-2-enyl)cyclohexanecarboxylic acid

allyl 1-bromocyclohexanecarboxylate

Refernces

• 1、 Sasaki, Ikuo,Doi, Hana,Hashimoto, Toshiya,Kikuchi, Takao,Ito, Hajime,Ishiyama, Tatsuo. "Iridium(I)-catalyzed vinylic C-H borylation of 1-cycloalkenecarboxylates with bis(pinacolato)diboron". supporting information. p. 7546 - 7548. Retrieved 2013/08/23.
• 2、 Fonteneau, Laure,Rosa, Sandra,Buisson, Didier. "Chemoenzymatic synthesis of enantiopure isopropyl (3R)- and (3S)-3-hydroxycyclohex-1-ene-1-carboxylates and their reduction to isomers of isopropyl 3-hydroxy-cyclohexane-1-carboxylate". . p. 579 - 585. Retrieved 2007/10/03.