Cyclohexanone, 2-[(2-bromophenyl)methyl]-

Base Information

• Chemical Name: Cyclohexanone, 2-[(2-bromophenyl)methyl]-
• CAS No.: 91911-21-6
• Molecular Formula: C13H15BrO
• Molecular Weight: 267.166
• DSSTox Substance ID: DTXSID20439696
• Nikkaji Number: J893.470C
• Mol file: 91911-21-6.mol

Synonyms:91911-21-6;Cyclohexanone, 2-[(2-bromophenyl)methyl]-;2-(2-BROMOBENZYL)CYCLOHEXANONE;SCHEMBL2488144;DTXSID20439696;AKOS010640792

Chemical Property of Cyclohexanone, 2-[(2-bromophenyl)methyl]-

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 266.03063
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=O)C(C1)CC2=CC=CC=C2Br

Technology Process of Cyclohexanone, 2-[(2-bromophenyl)methyl]-

There total 9 articles about Cyclohexanone, 2-[(2-bromophenyl)methyl]- 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: 83.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 1-Bromo-2-bromomethyl-benzene (3433-80-5) → 2-[(2-bromophenyl)methyl]cyclohexanone (91911-21-6)

Guidance literature:

cyclohexanone; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

1-Bromo-2-bromomethyl-benzene; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Further stages.;

DOI:10.1039/b305869g

Reference yield: 62.0%

[6-(2-bromo-benzyl)-cyclohex-1-enyloxy]-trimethyl-silane → (1S,9R)-Tricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-13-one + 2-[(2-bromophenyl)methyl]cyclohexanone (91911-21-6)

Guidance literature:

With tri-tert-butyl phosphine; tributyltin fluoride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In benzene; for 21h; Heating;

DOI:10.1021/ol062093g

Reference yield: 56.0%

2-methylcyclohexanone O-methyl oxime (39209-07-9) + trifluoromethanesulfonic acid di(o-bromophenyl)iodonium salt → 2-[(2-bromophenyl)methyl]cyclohexanone (91911-21-6)

Guidance literature:

2-methylcyclohexanone O-methyl oxime; trifluoromethanesulfonic acid di(o-bromophenyl)iodonium salt; With palladium diacetate; silver carbonate; Trimethylacetic acid; In 1,2-dichloro-ethane; at 85 ℃; for 5h;

With hydrogenchloride; formaldehyd; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1039/c5sc03903g

upstream raw materials:

1-(1-Cyclohexen-1-yl)pyrrolidine

1-Bromo-2-bromomethyl-benzene

cyclohexanone

cyclohexanone N-cyclohexylimine

Downstream raw materials:

2-(o-Bromobenzyl)-1-methylenecyclohexane

2-(2-bromophenylmethyl)-1-(chloromethylene)cyclohexane

C₁₆H₂₃BrOSi

1,2,3,4-tetrahydro-9H-fluorene