7425-49-2

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 3-bromobutyrate is used as an intermediate in the synthesis of various pharmaceuticals for its ability to facilitate the production of different medicinal compounds.
Used in Fragrance and Flavoring Industry:
Ethyl 3-bromobutyrate is used as a component in the production of fragrance and flavoring agents due to its fruity odor, contributing to the creation of various scents and tastes in consumer products.
Used in Chemical Manufacturing:
Ethyl 3-bromobutyrate is utilized in the manufacturing of other chemicals, serving as a key component in the production process of a range of chemical products.
Safety Measures:
Ethyl 3-bromobutyrate is known to be a mild irritant to the skin, eyes, and respiratory system, and should be handled with caution. Additionally, it is flammable, necessitating proper storage and handling in accordance with safety measures to prevent accidents and health risks.

InChI:InChI=1/C6H11BrO2/c1-3-9-6(8)4-5(2)7/h5H,3-4H2,1-2H3

Upstream product

• 5405-41-4 ethyl 3-hydroxybutyrate 
• 64-17-5 ethanol 
• 2623-86-1 3-bromobutyric acid 
• 10544-63-5 ethyl crotonate 
• 623-70-1 ethyl (E)-crotonate 
• 24915-95-5 Ethyl (R)-3-hydroxybutanoate 

Downstream Products

• 626-51-7 3-methyl glutaric acid 
• 6089-12-9 3-bromo-1-butanol 
• 287392-85-2 4-(4-benzyloxy-phenoxy)-butyric acid ethyl ester 
• 1111179-46-4 ethyl 3-[4-(2-methoxyphenyl)piperazin-1-yl]butanoate 
• 1286212-21-2 ethyl 3-(3-((triisopropylsilyl)oxy)cyclohex-2-en-1-yl)butanoate 
• 10544-63-5 ethyl crotonate 
• 1617-18-1 ethyl 3-butenoate 
• 75321-71-0 3-methyl-4-phenyl-but-3-enoic acid ethyl ester 
• 1356864-62-4 ethyl 4-[[2-(2,6-bis-hydroxymethyl-pyridin-4-yloxy)-ethyl]-(2-nitro-benzenesulfonyl)-amino]-butanoate 
• 54998-59-3 3-methyl-4-(methyl-phenyl-hydrazono)-butyric acid ethyl ester 
• 116885-98-4 (piperidinyl-1)-4 butanoate d'ethyle 
• 22584-00-5 rac-ethyl 3-cyanobutanoate 

Relevant academic research and scientific papers

Mechanistic Dichotomy of Magnesium- and Zinc-Based Germanium Nucleophiles in the C(sp3)?Ge Cross-Coupling with Alkyl Electrophiles

Robust procedures for two mechanistically distinct C(sp3)?Ge bond formations from alkyl electrophiles and germanium nucleophiles are reported. The germanium reagents were made available as bench-stable solutions by lithium-to-magnesium and lithium-to-zinc transmetalation, respectively. The germanium Grignard reagent reacts with various primary and secondary alkyl electrophiles by an ionic nucleophilic displacement. Conversely, the coupling of the corresponding zinc reagent requires a nickel catalyst, which then engages in radical bond formations with primary, secondary, and even tertiary alkyl bromides. Both methods avoid the regioselectivity issue of alkene hydrogermylation and enable the synthesis of a wide range of functionalized alkyl-substituted germanes.

Mechanism and selectivity in nickel-catalyzed cross-electrophile coupling of aryl halides with alkyl halides

The direct cross-coupling of two different electrophiles, such as an aryl halide with an alkyl halide, offers many advantages over conventional cross-coupling methods that require a carbon nucleophile. Despite its promise as a versatile synthetic strategy, a limited understanding of the mechanism and origin of cross selectivity has hindered progress in reaction development and design. Herein, we shed light on the mechanism for the nickel-catalyzed cross-electrophile coupling of aryl halides with alkyl halides and demonstrate that the selectivity arises from an unusual catalytic cycle that combines both polar and radical steps to form the new C-C bond.

A NOVEL ONE STEP CONVERSION OF ALCOHOLS INTO ALKYL BROMIDES OR IODIDES

Alcohols are converted in high yields into alkyl bromides or iodides by a one step reaction with N,N'-carbonyldiimidazole and an excess of reactive halides such as allyl bromide or methyl iodide.KEYWORDS - alcohol; N,N'-carbonyldiimidazole; bromination; iodination; 1-alkoxycarbonylimidazole; 1-alkoxycarbonyl-3-substituted imidazolium salt; allyl bromide; methyl iodide

Cyclization of cyanoalkyl radicals

Intramolecular homolytic addition to the CN group was observed for the first time. As the result of the reaction, and the subsequent hydrolysis of the cyclization product, cyanoalkyl radicals of type RCHXCN, where X is a chain of three carbon atoms and R is hydrogen or alkyl, are converted in aqueous solution into cycloalkanones[Figure not available: see fulltext.]. The cyanoalkyl radicals, in which X is a chain 4 or 5 C atoms, are partially converted to the corresponding cycloalkanones.