19967-55-6

Basic information

• Product Name: 1-Bromo-3-methyl-2-butanone
• Synonyms: 1-BROMO-3-METHYL-2-BUTANONE;Bromomethyl isopropyl ketone;Isopropyl bromomethyl ketone;2-Butanone, 1-bromo-3-methyl-;1-Bromo-3-methylbutan-2-one;1-BroMo-3,3-diMethyl-2-propanone;2-BroMo-1-isopropylethanone;1-BroMo-3-Methylbutan-2-one, 95+%
• CAS NO: 19967-55-6
• Molecular Formula: C₅H₉BrO
• Molecular Weight: 165.03
• Mol File: 19967-55-6.mol
• Article Data: 56

Chemical Properties

• Boiling Point: 164 °C
• Flash Point: 56 °C
• Appearance: /
• Density: 1.355
• Vapor Pressure: 1.99mmHg at 25°C
• Refractive Index: 1.4685
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chloroform, Ethyl Acetate
• CAS DataBase Reference: 1-Bromo-3-methyl-2-butanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-3-methyl-2-butanone(19967-55-6)
• EPA Substance Registry System: 1-Bromo-3-methyl-2-butanone(19967-55-6)

Safety Data

• Hazardous Substances Data: 19967-55-6(Hazardous Substances Data)

Usage

General Description

1-Bromo-3-methyl-2-butanone, also known as α-Bromo-α-methyl-β-ketobutyric acid ethyl ester, is a chemical compound used in organic synthesis and pharmaceutical research. It is a colorless liquid with a distinct odor and is soluble in water and organic solvents. 1-Bromo-3-methyl-2-butanone is commonly used as a reagent in the preparation of various pharmaceutical intermediates and has applications in the production of drugs, such as barbiturates and sedatives. It is also used as a flavoring agent in the food industry and as a chemical intermediate in the synthesis of other organic compounds. However, it should be handled with caution as it is a hazardous chemical and may present health risks if not handled properly.

InChI:InChI=1/C5H9BrO/c1-4(2)5(7)3-6/h4H,3H2,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 79-30-1 isobutyryl chloride 
• 1271-66-5 dimethyltitanocene 
• 21678-37-5 N,N,2-trimethylpropionamide 
• 598-75-4 3-methyl-2-butanol 
• 563-80-4 3-methyl-butan-2-one 
• 69561-99-5 3-Methyl-1-trimethylsilanyl-butan-2-one 
• 58369-66-7 1,1-dibromo-3-methyl-2-butanol 
• 17510-45-1 2-(trimethylsilyloxy)-3-methyl-1-butene 
• 123-91-1 1,4-dioxane 
• 60-29-7 diethyl ether 
• 15481-39-7 dioxane dibromide 
• 2736-37-0 isobutyryl bromide 
• 1806-12-8 2-(1-pyrrolidinyl)-3-methyl-1-butene 

Downstream Products

• 79932-20-0 2-Amino-4-isopropylthiazole 
• 32272-41-6 2-methyl-4-hydroxy-4-isopropyl-4,5-dihydrothiazole 
• 32085-47-5 (3-Methyl-2-oxo-butyl)-triphenyl-phosphonium; bromide 
• 32272-52-9 4-isopropyl-2-methylthiazole 
• 32272-42-7 2-Aethyl-4-hydroxy-4-isopropyl-thiazolin-Δ2 
• 51513-41-8 2,7-dimethyl-octane-3,6-dione 
• 563-80-4 3-methyl-butan-2-one 
• 122657-50-5 1-(3-bromo-2-thiophenyl)-4-methyl-1E-penten-3-one 
• 96428-18-1 8-Benzyloxy-2-isopropyl-imidazo[1,2-a]pyridine 
• 3160-32-5 4-methyl-1-phenyl-1-penten-3-one 
• 111258-81-2 trans-(+/-)-2,3-Epoxy-1-isopropyl-3-phenylpropan-1-one 
• 155412-61-6 [1-(3-Methyl-2-oxo-butyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-carbamic acid benzyl ester 
• 691357-64-9 1-[(diphenylmethyl)amino]-3-methylbutan-2-one 
• 845826-79-1 2-isopropyl-6-nitroimidazo[1,2-a]pyridine hydrobromide 

Relevant articles and documents

A synthesis of orixiarine

A synthesis of the quinoline alkaloid, orixiarine was achieved starting from N-methylaniline and isopropyl methyl ketone.

Enantioselective Nickel-Catalyzed anti-Arylmetallative Cyclizations onto Acyclic Ketones

Domino reactions involving nickel-catalyzed additions of (hetero)arylboronic acids to alkynes, followed by cyclization of the alkenylnickel intermediates onto tethered acyclic ketones to give chiral tertiary-alcohol-containing products in high enantioselectivities, are described. The reversible E/Z isomerization of the alkenylnickel intermediates enables overall anti-arylmetallative cyclization to occur. The ring system of the products are substructures of certain diarylindolizidine alkaloids.

Diastereoselective Synthesis of Z-Alkenyl Disulfides from α-Thiophosphorylated Ketones and Thiosulfonates

We developed a simple and efficient method for the synthesis of functionalized unsymmetrical Z-alkenyl disulfides under mild conditions in moderate to good yields. The designed method is based on the reaction of α-thiophosphorylated carbonyl compounds with thiotosylates in the presence of a base. The developed method allows the preparation of unsymmetrical Z-alkenyl disulfides bearing additional hydroxy, carboxy, or ester functionalities. (Figure presented.).