6214-22-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(2Z)-3-Bromopropenoic acid methyl ester is utilized as a starting material for the synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure allows for the development of new compounds with specific therapeutic or pesticidal properties, contributing to advancements in healthcare and agriculture.
Used in Organic Synthesis:
As a reagent, (2Z)-3-Bromopropenoic acid methyl ester is employed in the production of other organic compounds. Its reactivity and functional groups make it a valuable component in the synthesis of complex organic molecules, facilitating the creation of a diverse array of chemical products.
Used in Flavor and Fragrance Industry:
(2Z)-3-Bromopropenoic acid methyl ester also serves as an intermediate in the manufacturing of flavors and fragrances. Its ability to contribute to the formation of aromatic compounds makes it a useful precursor in the development of scents and tastes for various consumer products.
Used as a Solvent in Chemical Reactions:
(2Z)-3-Bromopropenoic acid methyl ester is recognized for its solvent properties, being used in various chemical reactions to dissolve reactants and facilitate reaction processes. Its solubility characteristics make it suitable for a range of applications in the chemical industry.
Used in Polymerization Processes:
(2Z)-3-Bromopropenoic acid methyl ester is incorporated as a component in polymerization processes, where it can influence the properties of the resulting polymers. Its inclusion can modify characteristics such as strength, flexibility, and chemical resistance, enhancing the performance of the final polymer products.
Safety Considerations:
It is crucial to handle (2Z)-3-Bromopropenoic acid methyl ester with care due to its potential hazards, including skin and eye irritation, as well as its potential for environmental toxicity. Proper safety measures and disposal methods should be strictly adhered to in order to mitigate risks associated with its use.

InChI:InChI=1/C4H5BrO2/c1-7-4(6)2-3-5/h2-3H,1H3/b3-2-

Upstream product

• 67-56-1 methanol 
• 1609-92-3 (Z)-3-bromoacrylic acid 
• 922-67-8 propynoic acid methyl ester 
• 3475-39-6 1,1,3-tribromoacetone 

Downstream Products

• 444890-99-7 5-(2-hydroxyphenyl)pent-2-en-4-ynoic acid methyl ester 
• 59069-10-2 trans-[Pt(cis-CH:CH_.CO₂Me)(CNBu(t))(PPh₃)2]Br 
• 200615-25-4 (2E,4E)-6-oxo-6-phenylhexa-2,4-dienoic acid methyl ester 
• 27948-26-1 (Z)-methyl 5-phenylpent-2-en-4-ynoate 
• 73838-97-8 Dimethyl (Z)-2-(benzylideneamino)-2-methylpent-3-ene-2,5-dioate 
• 108965-84-0 methyl (2Z,4E)-2,4-decadienoate 
• 7328-33-8 methyl (2E,4E)-decadienoate 

Relevant academic research and scientific papers

New carbocyclic nucleosides: Synthesis of carbocyclic pseudoisocytidine and its analogs

Cyclopentane-containing nucleoside analogs with a CC connection between the (heterocyclic) base and the carbocyclic scaffold are quite rare. Herein, we report the synthesis of previously unknown racemic carbocyclic pseudoisocytidine and its analogs, which

A new stereocontrolled synthesis of dihydroxerulin, a potent noncytotoxic inhibitor of the biosynthesis of cholesterol

Dihydroxerulin, 1, has been stereoselectively synthesized by a convergent approach in which a key step was the Wittig reaction between (Z)- 5-[(E)-3-formyl-2-propenylidene]-5H-furan-2-one, 15, and the phosphonium ylid which derived from [(E)-2-decen-4,6-diyn-1-yl]triphenylphosphonium bromide, 19. Compound 19 was conveniently prepared by a short reaction sequence involving a Stille reaction between 1-trimethylstannyl-1,3-heptadiyne, 17, and (E)-3-iodo-2-propen-1-ol, 18. On the other hand, compound 15 was prepared in eight steps by a reaction sequence in which an immediate precursor to this butenolide, i.e. (Z)-5-[(2E)-4-hydroxy-2-butenylidene]-5H-furan-2-one, 34, was regio- and stereoselectively synthesized by Ag(I)-catalysed lactonization of the corresponding (Z)-2-en-4-ynoic acid. The structure and stereochemistry of 1 were established on the basis of its 1H and 13C NMR spectra at 600 and 150 MHz, respectively, and by a combination of 2D NMR techniques. (C) 2000 Elsevier Science Ltd.

A Novel Regio- and Stereospecific Hydrohalogenation Reaction of 2-Propynoic Acid and Its Derivatives

2-Propynoic acid and its derivatives are hydrohalogenated regio- and stereospecifically by reaction with lithium halides in acetic acid, or preferably with 1 equiv of acetic acid in refluxing CH3CN, to afford the thermodynamically unfavorable (Z)-3-halopropenoic acids and their derivatives as sole products.A rationale for the regio- and stereospecifity is briefly discussed.

Palladium-Catalyzed Triethylammonium Formate Reductions. 4. Reduction of Acetylenes to Cis Monoenes and Hydrogenolysis of Tertiary Allylic Amines

Eight phenyl-conjugated and double bond conjugated acetylenes were reduced with triethylammonium formate and a palladium on carbon catalyst.Cis olefins were obtained in good yields in five examples. 4-Nitrodiphenylacetylene gave only 4-aminodibenzyl and (Z)-methyl non-2-en-4-ynoate gave mainly the E,Z dienoate. 1-Phenyl-3-methylbut-3-en-1-yne gave the cis diene initially, but it isomerized partially under the reaction conditions.Five tertiary allylic amines were shown to undergo hydrogenolysis with the same reducing agent and catalyst to give mixtures of two isomeric olefins in moderate to good yields.