42330-10-9

Basic information

• Product Name: 3-BROMOHEPTAN-4-ONE
• Synonyms: 3-BROMOHEPTAN-4-ONE;3-Bromo-4-heptanone, 98%
• CAS NO: 42330-10-9
• Molecular Formula: C₇H₁₃BrO
• Molecular Weight: 193.08
• Mol File: 42330-10-9.mol

Chemical Properties

• Boiling Point: 39℃/1mm
• Flash Point: 75°(167°F)
• Appearance: /
• Density: 1.248
• Vapor Pressure: 0.232mmHg at 25°C
• Refractive Index: 1.4580
• CAS DataBase Reference: 3-BROMOHEPTAN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMOHEPTAN-4-ONE(42330-10-9)
• EPA Substance Registry System: 3-BROMOHEPTAN-4-ONE(42330-10-9)

Safety Data

• HazardClass: 8
• Hazardous Substances Data: 42330-10-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromoheptan-4-one is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new medications and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Bromoheptan-4-one is utilized as an intermediate for the production of different agrochemicals, aiding in the creation of products that enhance crop protection and management.
Used as an Industrial Solvent:
3-Bromoheptan-4-one is employed as a solvent in a range of industrial processes, facilitating various chemical reactions and operations due to its unique properties.
Safety Precautions:
Given its classification as a hazardous chemical, 3-Bromoheptan-4-one requires careful handling to prevent irritation to the skin, eyes, and respiratory system. It is crucial to adhere to proper safety protocols, including the use of appropriate protective equipment and ensuring well-ventilated working conditions.

InChI:InChI=1/C7H13BrO/c1-3-5-7(9)6(8)4-2/h6H,3-5H2,1-2H3

Upstream product

• 123-19-3 4-heptanone 
• 60-29-7 diethyl ether 
• 7726-95-6 bromine 
• 589-55-9 heptan-4-ol 
• 63547-54-6 4-trimethylsilanyloxy-hept-3-ene 

Downstream Products

• 21176-91-0 2-(4-dimethylamino-phenyl)-5-ethyl-3-methyl-4-propyl-thiazolium; iodide 
• 62593-33-3 heptane-3,4-diol 
• 135307-45-8 c-2,c-3-diethyl-1-methoxy-c-3-methyl-r-1-cyclopropylbenzoat 
• 941569-10-4 N-(4-methoxyphenyl)-N-(1-ethyl-2-oxopentyl)benzamide 
• 74328-37-3 3-hydroxy-heptan-4-one 
• 13706-89-3 heptane-3,4-dione 
• 120166-58-7 4-benzoyloxy-3-heptene, Z-isomer 
• 120166-54-3 4-benzoyloxy-3-heptene, E-isomer 
• 123-19-3 4-heptanone 
• 109663-41-4 3-(1H-imidazol-1-yl)heptan-4-one 2,4,6-trichlorophenylhydrazone 

Relevant articles and documents

A H2O2/HBr system-several directions but one choice: oxidation-bromination of secondary alcohols into mono- or dibromo ketones

In this work we found that a H2O2-HBr(aq) system allows synthesis of α-monobromo ketones and α,α′-dibromo ketones from aliphatic and secondary benzylic alcohols with yields up to 91%. It is possible to selectively direct the process toward the formation of mono- or dibromo ketones by varying the amount of hydrogen peroxide and hydrobromic acid. The convenience of application, simple equipment, multifaceted reactivity, and compliance with green chemistry principles make the application of the H2O2-HBr(aq) system very attractive in laboratories and industry. The proposed oxidation-bromination process is selective in spite of known properties of ketones to be oxidized by the Baeyer-Villiger reaction or peroxidated with the formation of compounds with the O-O moiety in the presence of hydrogen peroxide and Bronsted acids.

Unexpected Role of p-Toluenesulfonylmethyl Isocyanide as a Sulfonylating Agent in Reactions with α-Bromocarbonyl Compounds

The reactions of p-toluenesulfonylmethyl isocyanide (TosMIC) with α-bromocarbonyl compounds leading efficiently to α-sulfonated ketones, esters, and amides were reported, in which an explicit new role of TosMIC as the sulfonylating agent was uncovered for the first time. Mechanistic study by control experiments and DFT calculations suggested that the reaction is initiated by Cu(OTf)2-catalyzed hydration of TosMIC to form a formamide intermediate, which undergoes facile C-S bond cleavage under the mediation of a Cs2CO3 additive.

Bromination of ketones with the systems H2O2-LiBr- CeIII and H2O2-LiBr-CeIV

A new method for the synthesis of α-bromoketones was suggested. The C5-C11 linear and branched ketones in the reaction with the systems H2O2-LiBr-CeIII and H 2O2-LiBr-CeIV in acetonitrile were brominated at α-position. The reaction is highly selective.

GPR120 RECEPTOR AGONISTS AND USES THEREOF

GPR120 agonists are provided. These compounds are useful for the treatment of metabolic diseases, including Type II diabetes and diseases associated with poor glycemic control.

GPR120 RECEPTOR AGONISTS AND USES THEREOF

GPR120 agonists are provided. These compounds are useful for the treatment of metabolic diseases, including Type II diabetes and diseases associated with poor glycemic control.

Oxidation of secondary alkanols with the system cerium ammonium nitrate-lithium bromide into ketones, α-bromo ketones, and α,α -dibromo ketones

Oxidation of secondary alkanols with the system Ce(NH4) 2(NO3)6-LiBr in aqueous acetonitrile gave ketones, α-bromo ketones, or α,α-dibromo ketones. The selectivity of the reaction under standard conditions depends only on the molar ratio of the reagents (alkanol : CeIV : LiBr).

The effects of C-S and C-Se bonds on torquoselectivity: stereoselective olefination of α-thio and α-selenoketones with ynolates

Highly Z-selective olefination of acyclic α-thio and α-selenoketones with ynolates has been achieved, and the theoretical calculations of the transition states in the ring-opening of the intermediates, the β-lactone enolates, revealed that the torquoselectivity was controlled by the secondary orbital interactions between the σ orbital of the C-S bond or a lone pair orbital on the S and σ* orbitals of the breaking C-O bond, and the σ orbital of the breaking C-O bond or a lone pair orbital on the O on the ring and the σ* orbitals of the C-S bond. The synthetic applications of the resulting olefins are also shown.

Trifluoromethanesulfonic anhydride-promoted α-bromination of ketones with Grignard reagent or magnesium bromide

The direct α-bromination of various ketones using trifluoromethanesulfonic anhydride and Grignard reagent or magnesium bromide in ether gave the corresponding α-bromo ketones in moderate to good yields under mild reaction conditions.