29636-75-7

Basic information

• Product Name: 3-bromopropiophenone
• Synonyms: 1-Phenyl-3-bromo-1-propanone;3-Bromo-1-phenyl-1-propanone;3-Bromo-1-phenyl-propan-1-one;β-romopropiophenone;2-Bromoethyl phenyl ketone
• CAS NO: 29636-75-7
• Molecular Formula: C₉H₉BrO
• Molecular Weight: 213.0712
• EINECS: 249-739-2
• Mol File: 29636-75-7.mol
• Article Data: 18

Chemical Properties

• Melting Point: 58-59 °C
• Boiling Point: 271°Cat760mmHg
• Flash Point: 79.6°C
• Appearance: /
• Density: 1.386g/cm³
• Vapor Pressure: 0.00408mmHg at 25°C
• Refractive Index: 1.559
• CAS DataBase Reference: 3-bromopropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromopropiophenone(29636-75-7)
• EPA Substance Registry System: 3-bromopropiophenone(29636-75-7)

Safety Data

• Hazardous Substances Data: 29636-75-7(Hazardous Substances Data)

Usage

Description

3-bromopropiophenone, with the molecular formula C9H9BrO, is a chemical compound that exists as a clear to pale yellow liquid. It possesses a distinct sweet, floral odor and is classified as a ketone. 3-bromopropiophenone is recognized for its role as an intermediate in the synthesis of pharmaceuticals and agrochemicals, as well as its use in the production of fragrances and flavoring agents. However, it is also considered hazardous due to its flammability and potential to cause irritation to the skin, eyes, and respiratory system. As such, it requires careful handling, storage in well-ventilated areas, and the use of personal protective equipment during its manipulation.

Uses

Used in Pharmaceutical Industry:
3-bromopropiophenone is utilized as an intermediate in the synthesis of various pharmaceuticals. Its chemical properties make it a valuable component in the development of new drugs and medications, contributing to the advancement of healthcare and medical treatments.
Used in Agrochemical Industry:
In the agrochemical sector, 3-bromopropiophenone serves as an intermediate in the production of agrochemicals. This involvement is crucial for the development of pesticides, herbicides, and other agricultural products that are essential for maintaining crop health and productivity.
Used in Fragrance Industry:
3-bromopropiophenone is employed as a component in the creation of fragrances due to its sweet, floral scent. It adds depth and complexity to perfumes, colognes, and other scented products, enhancing the sensory experience for consumers.
Used in Flavoring Industry:
3-bromopropiophenone also finds application in the flavoring industry, where it is used to impart specific tastes and aromas to food and beverages. Its distinct properties allow it to contribute to the overall flavor profile of various products, adding to their appeal and enjoyment.
Safety Precautions:
Given the hazardous nature of 3-bromopropiophenone, it is imperative that it be handled and stored with caution. It should be kept in well-ventilated areas to minimize the risk of flammability and exposure. Additionally, personal protective equipment, such as gloves, goggles, and masks, should be worn when working with this chemical to protect against skin, eye, and respiratory irritation.

InChI:InChI=1/C9H9BrO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5H,6-7H2

Upstream product

• 15486-96-1 3-Bromopropionyl chloride 
• 71-43-2 benzene 
• 768-03-6 Phenyl vinyl ketone 
• 590-92-1 3-Bromopropionic acid 
• 38858-73-0 1-phenyl-1-trimethylsiloxycyclopropane 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 29526-96-3 1-phenylcyclopropan-1-ol 
• 93-58-3 benzoic acid methyl ester 
• 93-89-0 benzoic acid ethyl ester 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 93-55-0 1-phenyl-propan-1-one 
• 637-59-2 1-Bromo-3-phenylpropane 

Downstream Products

• 73-63-2 1-phenyl-3-(piperidin-1-yl)propan-1-one 
• 115308-40-2 dimethyl-(3-oxo-3-phenyl-propyl)-sulfonium ; bromide 
• 29777-54-6 3-methylsulfanyl-1-phenyl-1-propanone 
• 14236-72-7 2-methylsulfanyl-1-phenyl-propan-1-one 
• 51011-65-5 2,3-dibromo-1-phenylpropan-1-one 
• 62847-52-3 3-nitro-1-phenyl-propan-1-one 
• 100306-31-8 3-bromo-1-phenyl-1-propanol 
• 2847-91-8 4-acetamido-4,4-diethoxycarbonyl-1-phenylbutan-1-one 
• 14066-85-4 piperidine hydrobromide 
• 2298-48-8 3-morpholin-4-yl-1-phenyl-propan-1-one 
• 6377-82-8 morpholinium hydrobromide 
• 28918-16-3 1-(1-imidazolyl)-3-phenyl-propan-3-one 
• 101023-55-6 imidazole hydrobromide 
• 78909-77-0 2-(β-Benzoylethyl)thio-3-amino-6-chloropyridine 

Relevant articles and documents

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Synthesis of α,β-dibromo ketones by photolysis of α-bromo ketones with N-bromosuccinimide: Photoinduced β-bromination of α-bromo ketones

Irradiation of α-bromopropiophenones in the presence of NBS results in the formation of α,β-dibromopropiophenones, which can be viewed as β-bromination of α-bromopropiophenones. The reaction is believed to go through a series of reactions; photoinduced C–Br bond cleavage, elimination of HBr to give α,β-unsaturated ketone intermediates, and addition of Br2, which are formed by the reaction between HBr and NBS. From mechanistic studies of the reaction, we have also found a very convenient method for α-debromination of the α,β-dibromopropiophenones which is by simple irradiation of the dibromo ketones in acetone or 2-propanol without the use of any additives. Our results demonstrate that bromine can be added into or eliminated from the alpha, beta, or both positions to the carbonyl group by photochemical methods, which make synthetic options of bromine containing carbonyl compounds versatile.

A gold-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade: Syntheses of medium-sized heterocycles

The synthesis of medium-sized heterocycles possessing a trans double bond is still a challenge. Herein, gold(I)-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade reaction of furans has been developed, providing highly efficient access to ten- and eleven-membered heterocycles with a broad substrate scope under mild reaction conditions. The reaction outcome features high chemoselectivity at the C5-position of furan. Moreover, a trans-double bond was embodied in the medium ring system.