1-(Bromomethyl)cyclohexene

Base Information

• Chemical Name: 1-(Bromomethyl)cyclohexene
• CAS No.: 37677-17-1
• Molecular Formula: C7H11 Br
• Molecular Weight: 175.068
• Hs Code.: 2903890090
• European Community (EC) Number: 253-619-5
• DSSTox Substance ID: DTXSID70191111
• Nikkaji Number: J1.601.747G
• Wikidata: Q83063599
• Mol file: 37677-17-1.mol

Synonyms:1-(Bromomethyl)cyclohexene;37677-17-1;1-(BROMOMETHYL)CYCLOHEX-1-ENE;Cyclohexene, 1-(bromomethyl)-;EINECS 253-619-5;1-bromomethylcyclohexene;1-bromomethyl-1-cyclohexene;SCHEMBL757213;DTXSID70191111;PDKVWCYJNKLAGE-UHFFFAOYSA-N;MFCD17015937;AKOS025290797;PB28658;AS-33559;CS-0052833;EN300-247927;A874032

Chemical Property of 1-(Bromomethyl)cyclohexene

Chemical Property:

• Vapor Pressure: 1.97mmHg at 25°C
• Boiling Point: 170.3°Cat760mmHg
• Flash Point: 53.3°C
• PSA: 0.00000
• Density: 1.326g/cm³
• LogP: 2.88170
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 174.00441
• Heavy Atom Count: 8
• Complexity: 94.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(Bromomethyl)cyclohexene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC1)CBr

Technology Process of 1-(Bromomethyl)cyclohexene

There total 19 articles about 1-(Bromomethyl)cyclohexene 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: 92.0%

1-cyclohexene-1-methanol (4845-04-9) → 1-bromomethylcyclohexene (37677-17-1)

Guidance literature:

With pyridine; phosphorus tribromide; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield: 86.0%

methyl cyclohex-1-ene-1-carboxylate (18448-47-0) → 1-bromomethylcyclohexene (37677-17-1)

Guidance literature:

methyl cyclohex-1-ene-1-carboxylate; With lithium aluminium tetrahydride; Inert atmosphere;

With phosphorus tribromide; Inert atmosphere;

DOI:10.1002/ejoc.201800585

Reference yield: 79.0%

3-hydroxymethylcyclohexene (103668-33-3,3309-97-5) → 1-bromomethylcyclohexene (37677-17-1)

Guidance literature:

With bromine; triphenylphosphine; In acetonitrile; for 0.166667h;

DOI:10.3390/60800655

upstream raw materials:

1-cyclohexene-1-methanol

1-bromo-1-bromomethylcyclohexane

methyl cyclohex-1-ene-1-carboxylate

cyclohex-1-enecarboxylic acid ethyl ester

Downstream raw materials:

Dimethyl-2,2-(cyclohexen-1')yl-3-propionitril

(2-Methylene-cyclohexyl)-methylsulfanyl-acetic acid ethyl ester

1-(cyclohex-1-en-1-ylmethoxy)-2-iodobenzene

1-(Methanesulfinyl-methylsulfanyl-methyl)-2-methylene-cyclohexane

Refernces

• 1、 Mupparapu, Nagaraju,Lin, Yu-Hsin Cindy,Kim, Tae Ho,Elshahawi, Sherif I.. "Regiospecific Synthesis of Calcium-Independent Daptomycin Antibiotics using a Chemoenzymatic Method". supporting information. p. 4176 - 4182. Retrieved 2021/02/01.
• 2、 Farndon, Joshua J.,Young, Tom A.,Bower, John F.. "Stereospecific Alkene Aziridination Using a Bifunctional Amino-Reagent: An Aza-Prilezhaev Reaction". supporting information. p. 17846 - 17850. Retrieved 2019/01/04.