59110-15-5

Usage

Uses

Used in Organic Synthesis:
2,3-dibromobut-2-enoic acid is utilized as a key intermediate in organic synthesis for the preparation of a variety of chemical compounds. Its unique structure, which includes bromine atoms, allows for versatile reactions and the formation of diverse products.
Used in Chemical Research:
In the field of chemical research, 2,3-dibromobut-2-enoic acid serves as a valuable tool for studying the properties and reactions of brominated compounds. Its presence in experiments can provide insights into the behavior of molecules under different conditions and contribute to the development of new chemical theories and applications.
Used in the Creation of Other Compounds:
2,3-dibromobut-2-enoic acid is employed as a building block in the synthesis of other complex organic compounds. Its reactivity and the presence of bromine atoms make it a useful precursor for the development of new materials and pharmaceuticals, enhancing the scope of chemical innovation.

Upstream product

• 29263-80-7 1.2-dibromo-propene-⁽¹⁾-carboxylic acid-1-ethyl ester 
• 24557-17-3 (E)-2,3-dibromobut-2-enoic acid 
• 590-93-2 2-Butynoic acid 
• 10035-10-6 hydrogen bromide 
• 67-66-3 chloroform 
• 7726-95-6 bromine 
• 7732-18-5 water 
• 71-43-2 benzene 
• 153736-33-5 2,2,3-tribromo-butyric acid 
• 56-23-5 tetrachloromethane 

Relevant academic research and scientific papers

Total synthesis of enhygrolide A and analogs

The total synthesis of enhygrolide A, a γ-alkylidene butenolide natural product which exhibits antibacterial activities, is reported. The synthetic route features several key transformations, including a copper mediated Sonogashira/oxacyclization 5-exo-dig process to generate the alkylidene butenolide system and a Suzuki cross-coupling to introduce the benzylic unit. The methodology employed for this total synthesis represents a sufficiently flexible route to allow the synthesis of numerous analogs of these enhygrolides.

Carboxylate-directed tandem functionalisations of α,β- dihaloalkenoic acids with 1-alkynes: A straightforward access to (Z)-configured, α,β-substituted γ-alkylidenebutenolides

An easy and mild copper(I)-catalysed lactonisation of readily available (E)-2,3-dihalopropenoic acid derivatives regio- and stereoselectively leads to rarely described (Z)-3-halo-5-ylidene-5H-furan-2-ones. These compounds are subsequently able to undergo classical Pd-catalysed cross-coupling reactions, providing 3-substituted and 3,4-disubstituted 5-ylidene-5H-furan-2-ones (see scheme).

Selective synthesis of dihalo-substituted unsaturated carboxylic acids and derivatives

A selective one-pot procedure was developed for the production of E-dihalo-substituted α,β-unsaturated alkenoic acids and derivatives from the corresponding α,β-unsaturated alkynoic acids. Georg Thieme Verlag Stuttgart.