1578-14-9

Usage

Uses

Used in Pharmaceutical Research:
3-bromosenecioic acid is used as a research compound for studying its toxicological properties and potential effects on liver health. Its hepatotoxic nature, similar to that of senecioic acid, makes it a valuable tool for understanding the mechanisms of liver damage in livestock and exploring possible treatments or preventative measures.
Used in Chemical Synthesis:
3-bromosenecioic acid can be used as a starting material or intermediate in the synthesis of various organic compounds, particularly those requiring a brominated functional group. Its unique structure and reactivity make it a useful building block for the development of new pharmaceuticals, agrochemicals, or other specialty chemicals.
Used in Environmental Monitoring:
Due to its potential toxicological properties, 3-bromosenecioic acid can be used as a marker compound in environmental monitoring programs. Its detection in plant samples or livestock feed can indicate the presence of senecioic acid or other related hepatotoxic compounds, allowing for timely intervention to prevent potential health risks.

InChI:InChI=1/C5H9BrO2/c1-5(2,6)3-4(7)8/h3H2,1-2H3,(H,7,8)

Upstream product

• 5682-80-4 3-bromo-4-methyl-pent-3-en-2-one 
• 80573-34-8 α,β-dibromo-β,β-dimethylpropionic acid 
• 141-52-6 sodium ethanolate 
• 1578-05-8 1,1,3-tribromo-3-methyl-butan-2-one 
• 541-47-9 3-Methylbutenoic acid 
• 13353-06-5 1,1-dibromo-2-methylpropene 
• 124-38-9 carbon dioxide 
• 141-79-7 4-methyl-pent-3-en-2-one 

Downstream Products

• 51263-40-2 methyl 2-bromo-3-methylbut-2-enoate 
• 58973-18-5 3-Methyl-2-methoxy-2-butenoic acid 
• 99848-35-8 2-methoxy-3-methyl-but-3-enoic acid 
• 44647-19-0 (E)-4-hydroxy-3-methylbut-2-enoic acid 
• 759-05-7 3-methyl-2-ketobutanoic acid 
• 91496-47-8 2-hydroxy-3-methylbut-3-enoic acid 
• 60582-22-1 2-(1-Hydroxycyclohexyl)-3-methyl-2-butensaeure 
• 60582-24-3 2-(N-Phenylcarbamoyl)-3-methyl-2-butensaeure 
• 60582-26-5 3-methyl-2-phenylthio-2-butenoic acid 
• 40052-12-8 2-bromo-3-methyl-but-2-enoic acid benzyl ester 
• 40052-16-2 4-acetyl-3,3-dimethyl-thiomorpholine-2-carboxylic acid benzyl ester 
• 40052-15-1 4-(tert-butoxycarbonyl-acetyl)-3,3-dimethyl-thiomorpholine-2-carboxylic acid benzyl ester 
• 40052-17-3 4-(tert-butoxycarbonyl-diazo-acetyl)-3,3-dimethyl-thiomorpholine-2-carboxylic acid benzyl ester 
• 40052-30-0 2,2-dimethyl-8-oxo-(6rH)-4-thia-1-aza-bicyclo[4.2.0]octane-3c,7t-dicarboxylic acid 3-benzyl ester 

Relevant academic research and scientific papers

Synthesis of Strained γ-Lactams by Palladium(0)-Catalyzed C(sp3)-H Alkenylation and Application to Alkaloid Synthesis

A variety of strained α-alkylidene-γ-lactams were synthesized by palladium(0)-catalyzed intramolecular C(sp3)-H alkenylation from easily accessible acyclic and monocyclic bromoalkene precursors. These lactams are valuable intermediates for acce

α-Bromoacrylic Acids as C1 Insertion Units for Palladium-Catalyzed Decarboxylative Synthesis of Diverse Dibenzofulvenes

Herein α-bromoacrylic acids have been employed as C1 insertion units to achieve the palladium-catalyzed [4 + 1] annulation of 2-iodobiphenyls, which provides an efficient platform for the construction of diverse dibenzofulvenes. This protocol enables the formation of double C(aryl)-C(vinyl) bonds via a C(vinyl)-Br bond cleavage and decarboxylation. It is particularly noteworthy that the method features a broad substrate scope, and various interesting frameworks, such as bridged ring, fused (hetero)aromatic ring, and divinylbenzene, can be successfully incorporated into the products.

Practical synthesis of 3-bromo-5,6-dihydropyridin-2-ones via β,γ-unsaturated α-bromo-ketene/imine cycloaddition

An approach to 3-bromo-4-alkyl-6-aryl-5,6-dihydropyridin-2-ones and 3-bromo-5-ethyl-6-aryl-5,6-dihydropyridin-2-ones starting from β,γ-unsaturated α-bromoketenes and imines is reported. The presence of a bromine atom on the double bond allows performing aziridination or bromine displacement with an amine. The reaction gave fused bicyclic N-allyl-aziridines or 3-amino-substituted 5,6-dihydropyridin-2-ones, depending on the substituents on the six-membered ring.

α-Bromo-β,γ-unsaturated ketenes for the synthesis of α-benzylamino-β,γ-unsaturated acids

The synthesis of α-benzylamino-β,γ-unsaturated acids has been developed starting from α-bromo-α,β-unsaturated chlorides. Via treatment of the acyl chlorides with (R)-pantolactone in the presence of TEA, the in situ formation of the deconjugated ketenes and their direct transformation into chiral esters was performed. The substitution of bromine with benzylamine, followed by acid hydrolysis, allowed to us obtain enantiomerically enriched α-benzylamino-β,γ-unsaturated acids.