72681-05-1

Basic information

• Product Name: (E/Z)-3-methyl-5-phenylpent-2-enoic acid
• Synonyms: (E/Z)-3-methyl-5-phenylpent-2-enoic acid
• CAS NO: 72681-05-1
• Molecular Weight: 190.242
• Mol File: 72681-05-1.mol

Chemical Properties

• CAS DataBase Reference: (E/Z)-3-methyl-5-phenylpent-2-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (E/Z)-3-methyl-5-phenylpent-2-enoic acid(72681-05-1)
• EPA Substance Registry System: (E/Z)-3-methyl-5-phenylpent-2-enoic acid(72681-05-1)

Safety Data

• Hazardous Substances Data: 72681-05-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(E/Z)-3-methyl-5-phenylpent-2-enoic acid is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for a range of chemical reactions, making it a valuable building block in the creation of complex molecules.
Used in Pharmaceutical Applications:
In the pharmaceutical industry, (E/Z)-3-methyl-5-phenylpent-2-enoic acid is used as a starting material for the development of new drugs. Its potential biological activity and diverse properties make it a promising candidate for medicinal research and drug discovery.
Used in Chemical Research:
(E/Z)-3-methyl-5-phenylpent-2-enoic acid is also employed in chemical research to study the properties and behavior of carboxylic acids, phenyl groups, and double bonds. This understanding can lead to the development of new synthetic methods and the creation of novel compounds with specific applications.
Overall, (E/Z)-3-methyl-5-phenylpent-2-enoic acid is a versatile chemical with diverse properties and applications in the field of chemistry and biology, making it a valuable asset in both research and industrial settings.

Upstream product

• 2550-26-7 4-Phenyl-2-butanone 
• 105-36-2 ethyl bromoacetate 
• 36805-43-3 ethyl (E)-3-methyl-5-phenylpent-2-enoate 
• 541-47-9 3-Methylbutenoic acid 
• 100-39-0 benzyl bromide 
• 1259929-89-9 tert-butyl (E)-3-methyl-5-phenyl-2-pentenoate 
• 16520-62-0 4-Phenyl-1-butyne 
• 124-38-9 carbon dioxide 

Downstream Products

• 2939-13-1 5-phenyl-3-methyl-2-pentanoic acid 
• 72681-06-2 (E)-3-methyl-5-phenyl-2-penteneamide 
• 72680-92-3 (S)-3-methyl-5-phenylpentanamide 
• 72680-91-2 (Z)-3-methyl-5-phenylpent-2-enamide 
• 76757-06-7 (E)-N,3-dimethyl-5-phenylpent-2-enamide 
• 136962-54-4 (R)-N,3-dimethyl-5-phenylpentanamide 
• 76757-07-8 (Z)-N,3-dimethyl-5-phenylpent-2-enamide 
• 136962-49-7 (Z)-N-tert-butyl-3-methyl-5-phenylpent-2-enamide 
• 136962-49-7 (E)-N-tert-butyl-3-methyl-5-phenylpent-2-enamide 
• 76155-52-7 (R)-3-methyl-5-phenylpentanamide 
• 137853-27-1 (R)-N-tert-butyl-3-methyl-5-phenylpentanamide 
• 137853-27-1 (S)-3-Methyl-5-phenyl-pentanoic acid tert-butylamide 
• 136962-50-0 (Z)-N-ethyl-3-methyl-5-phenylpent-2-enamide 
• 136962-47-5 (E)-N-ethyl-3-methyl-5-phenylpent-2-enamide 

Relevant articles and documents

Regiocontrol in alkylation of lithium dienediolates of unsaturated carboxylic acids

Alkylation of dienediolates from unsaturated carboxylic acids with benzylic halides often results in mixtures of regioisomers. However it can be controlled by adequate modification of the reaction conditions. Thus, addition of DMI leads mainly to the α-re

Enantioselective Hydrogenation of β,β-Disubstituted Unsaturated Carboxylic Acids under Base-Free Conditions

An additive-free enantioselective hydrogenation of β,β-disubstituted unsaturated carboxylic acids catalyzed by the Rh-(R,R)-f-spiroPhos complex has been developed. Under mild conditions, a wide scope of β,β-disubstituted unsaturated carboxylic acids were hydrogenated to the corresponding chiral carboxylic acids with excellent enantioselectivities (up to 99.3% ee). This methodology was also successfully applied to the synthesis of the pharmaceutical molecule indatraline.

Highly efficient Rh-catalyzed asymmetric hydrogenation of α,β-unsaturated nitriles

A highly efficient enantioselective hydrogenation of α,β-unsaturated nitriles catalyzed by Rh-(R,R)-f-spiroPhos complex has been developed. With Rh-(R,R)-f-spiroPhos catalyst and under mild conditions, a wide range of α,β-unsaturated nitriles including the (E)- and (Z)-isomers of 3-alkyl-3-aryl, 3,3-diaryl, and 3,3-dialkyl α,β-unsaturated nitriles were hydrogenated to the corresponding chiral nitriles with excellent enantioselectivities (up to 99.9% ee) and high turnover numbers (TON up to 10,000).

Cu-catalyzed formal methylative and hydrogenative carboxylation of alkynes with carbon dioxide: Efficient synthesis of α,β-unsaturated carboxylic acids

The sequential hydroalumination or methylalumination of various alkynes catalyzed by different catalyst systems, such those based on Sc, Zr, and Ni complexes, and the subsequent carboxylation of the resulting alkenylaluminum species with CO2 catalyzed by an N-heterocyclic carbene (NHC)-copper catalyst have been examined in detail. The regio- and stereoselectivity of the overall reaction relied largely on the hydroalumination or methylalumination reactions, which significantly depended on the catalyst and alkyne substrates. The subsequent Cu-catalyzed carboxylation proceeded with retention of the stereoconfiguration of the alkenylaluminum species. All the reactions could be carried out in one-pot to afford efficiently a variety of α,β- unsaturated carboxylic acids with well-controlled configurations, which are difficult to construct by previously reported methods. This protocol could be practically useful and attractive because of its high regio- and stereoselectivity, simple one-pot reaction operation, and the use of CO 2 as a starting material. Copyright

Rhodium-catalyzed asymmetric 1,4-addition of sodium tetraarylborates to β,β-disubstituted α,β-unsaturated esters

A rhodium-catalyzed 1,4-addition of sodium tetraarylborates to β,β-disubstituted α,β-unsaturated esters has been developed. Highly efficient asymmetric catalysis has also been described to create quaternary carbon stereocenters at the β-position of esters by tuning the ester group of substrates and employing a readily available chiral diene ligand.

Enantioselective Conjugate Reduction of α,β-Unsaturated Carboxamides with Semicorrin Cobalt Catalysts

Chiral semicorrin cobalt complexes, prepared in situ from cobalt(II) chloride and the free ligands, are efficient, highly enantioselective catalysts for the conjugate reduction of α,β-unsaturated carboxamides with sodium borohydride.Enantiomeric excesses of up to 99percent, essentially quantitative yields, and high substrate/catalyst ratios (1000-10 000:1) are attractive attributes of this catalytic process.