22515-81-7

Basic information

• Product Name: 2-(1-Bromoethyl)-2-ethyl-1,3-dioxolane
• Synonyms: 2-(1-Bromoethyl)-2-ethyl-1,3-dioxolane
• CAS NO: 22515-81-7
• Molecular Formula: C₇H₁₃BrO₂
• Molecular Weight: 209.08
• Mol File: 22515-81-7.mol

Chemical Properties

• Boiling Point: 213 ºC
• Flash Point: 85 ºC
• Appearance: /
• Density: 1.343
• Vapor Pressure: 0.247mmHg at 25°C
• Refractive Index: 1.467
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(1-Bromoethyl)-2-ethyl-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-Bromoethyl)-2-ethyl-1,3-dioxolane(22515-81-7)
• EPA Substance Registry System: 2-(1-Bromoethyl)-2-ethyl-1,3-dioxolane(22515-81-7)

Safety Data

• Hazardous Substances Data: 22515-81-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 870, 1986 DOI: 10.1055/s-1986-31814

InChI:InChI=1/C7H13BrO2/c1-3-7(6(2)8)9-4-5-10-7/h6H,3-5H2,1-2H3

Upstream product

• 4362-57-6 2,2-diethyl-1,3-dioxolane 
• 107-21-1 ethylene glycol 
• 96-22-0 pentan-3-one 
• 584-02-1 2-pentanol 

Downstream Products

• 22515-82-8 1-pentene-3-one ethylene acetal 
• 1629-58-9 4-penten-3-one 

Relevant articles and documents

Application of poly(vinylphenyltrimethylammonium tribromide) resin as an efficient polymeric brominating agent in the α-bromination and α-bromoacetalization of acetophenones

The applications of a new supported tribromide reagent based on poly(vinylbenzyltrimethylammonium hydroxide) resin (Amberlite 717) were reported. This supported tribromide resin was used directly in α-bromination and α-bromoacetalization of acetophenones without any other catalyst under mild conditions. The effects of solvents and the amount of the supported tribromide resin on the reactions were investigated. Under the optimal conditions, most of α-bromo and α-bromoacetal of acetophenones were selectively obtained in excellent yields.

One-pot synthesis of α-bromoacetals of ketones from secondary alcohols and 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) in ethylene glycol

α-Bromoacetals of ketones were prepared from various secondary alcohols with 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) and ethylene glycol through oxidation, bromination, and acetalization in one pot without the use of other catalysts under mild conditions. The effects of DBDMH, the solvent, and N-bromosuccinimide on the reaction were investigated. Under the optimal conditions, most α-bromoacetals of ketones were obtain in 90–98% yields.

One-step for the preparation of α-haloacetal of ketones with N-bromosuccinimide/N-chlorosuccinimide (NBS/NCS) and ethylene glycol

A new process that could directly prepare α-haloacetal of ketones from various ketones with N-halosuccinimide (NBS/NCS) and ethylene glycol in one step without any other catalysts was reported. The effects of solvents, NBS/NCS and reaction temperature were investigated. Under the optimal condition, most of α-haloacetals of ketones were obtained in 90–100% yield.

A Convenient Preparation of Ethyl Vinyl Ketone

A four-step synthesis of ethyl vinyl ketone conveniently gives 67percent overall yield.