7500-66-5

Basic information

• Product Name: 1-Benzoyl-1-bromocyclohexane
• Synonyms: 1-Benzoyl-1-bromocyclohexane
• CAS NO: 7500-66-5
• Molecular Formula: C₁₃H₁₅BrO
• Molecular Weight: 267.1616
• Mol File: 7500-66-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 330.9°C at 760 mmHg
• Flash Point: 49.3°C
• Appearance: /
• Density: 1.361g/cm³
• Vapor Pressure: 0.000162mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: 1-Benzoyl-1-bromocyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzoyl-1-bromocyclohexane(7500-66-5)
• EPA Substance Registry System: 1-Benzoyl-1-bromocyclohexane(7500-66-5)

Safety Data

• Hazardous Substances Data: 7500-66-5(Hazardous Substances Data)

Usage

Description

1-Benzoyl-1-bromocyclohexane, also known as (1-Bromocyclohexyl)phenylmethanone, is an organic compound that serves as an intermediate in the synthesis of various organic compounds. It is characterized by the presence of a benzoyl group and a bromo group attached to a cyclohexane ring.

Uses

Used in Chemical Synthesis:
1-Benzoyl-1-bromocyclohexane is used as an intermediate in the synthesis of 1-Cyclohexenyl Phenyl Ketone (C992550), a useful reactant in the synthesis of cyclopentanone enol ethers. This application is particularly relevant in the pharmaceutical and chemical industries, where cyclopentanone enol ethers are utilized as key building blocks in the development of various pharmaceuticals and agrochemicals.

InChI:InChI=1/C13H15BrO/c14-13(9-5-2-6-10-13)12(15)11-7-3-1-4-8-11/h1,3-4,7-8H,2,5-6,9-10H2

Upstream product

• 712-50-5 Cyclohexyl phenyl ketone 
• 71-43-2 benzene 
• 2719-27-9 cyclohexanylcarbonyl chloride 

Downstream Products

• 15817-28-4 2-methoxy-2-phenyl-1-oxa-spiro[2.5]octane 
• 1135-67-7 1-phenyl-cyclohexanecarboxylic acid 
• 947-19-3 1-hydroxycyclohexyl phenyl ketone 
• 94381-96-1 phenyl-(1-piperidin-1-ylmethyl-cyclohexyl)-methanone 
• 92499-59-7 α-Hydroxycyclohexyl-phenyl-N-methylimin 
• 7500-67-6 (1-benzoyloxy-cyclohexyl)-phenyl ketone 
• 1070898-82-6 C₂₃H₃₄N₂O₅ 
• 1342886-83-2 C₁₃H₁₇BrO 
• 22612-69-7 1-phenylcyclohexane-1-carbaldehyde 
• 712-50-5 Cyclohexyl phenyl ketone 
• 1069130-26-2 2-phenyl-2-(phenylethynyl)-1-oxaspiro[2.5]octane 
• 106213-89-2 N-(cyclohex-1-en-1-yl)benzamide 
• 135664-53-8 1-benzoylcyclohexane-1-carbonitrile 

Relevant articles and documents

Access to α-Cyano Carbonyls Bearing a Quaternary Carbon Center by Reductive Cyanation

Reductive cyanation of tertiary alkyl bromides using electrophilic cyanating reagent and zinc reductant was developed, providing various α-cyano ketones, esters, and carboxamides containing a nitrile-bearing all-carbon quaternary center in good to excellent yields under mild reaction conditions. The corresponding reaction mechanism involving in situ generated organozinc reagent and reactivity distinction was elucidated by density functional theory computation.

Iron-Catalyzed Acyl Migration of Tertiary α-Azidyl Ketones: Synthetic Approach toward Enamides and Isoquinolones

This paper reports that tertiary α-azidyl phenyl ketones can be transformed into enamides by treatment with FeBr2 at elevated temperature in DMF. The reaction proceeds via 1,2-benzoyl migration from α-carbon to the nitrogen atom, accompanied by expulsion of a nitrogen molecule. This protocol is suitable for the synthesis of N-(cyclopent-1-en-1-yl)benzamides, N-(cyclohex-1-en-1-yl)benzamides, and N-benzoyl-α-methyl enamines and provides a convenient approach toward isoquinolones.

Stereoselective Traceless Borylation–Allenation of Propargylic Epoxides: Dual Role of the Copper Catalyst

Chiral α-allenols are prepared with high diastereocontrol through an unprecedented and spontaneous β-oxygen elimination of an α-epoxy vinyl boronate. Stochiometric experiments and DFT calculations support a dual role of the copper catalyst, which orchestrates the hydroboration and the syn-elimination step.