21758-07-6

Basic information

• Product Name: 3-(4-chloro-phenyl)-crotonic acid
• Synonyms: 3-(4-chloro-phenyl)-crotonic acid
• CAS NO: 21758-07-6
• Molecular Weight: 196.633
• Mol File: 21758-07-6.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 3-(4-chloro-phenyl)-crotonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chloro-phenyl)-crotonic acid(21758-07-6)
• EPA Substance Registry System: 3-(4-chloro-phenyl)-crotonic acid(21758-07-6)

Safety Data

• Hazardous Substances Data: 21758-07-6(Hazardous Substances Data)

Upstream product

• 902154-51-2 γ-acetoxycrotonic acid tert-butyl ester 
• 1679-18-1 4-Chlorophenylboronic acid 
• 98272-71-0 γ-acetoxycrotonic acid methyl ester 
• 93404-35-4 E-methyl β-methyl-p-chlorocinnamate 
• 21757-98-2 ethyl (E)-3-(4-chlorophenyl)-2-butenoate 
• 99-91-2 para-chloroacetophenone 
• 106-47-8 4-chloro-aniline 
• 3095-95-2 diethylphosphonoacetic acid 
• 858782-62-4 2-chloro-3-(4-chloro-phenyl)-butyric acid ethyl ester 
• 21133-98-2 ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate 
• 586354-80-5 C₁₄H₁₇ClO₂ 
• 81187-86-2 ethyl 3-(4-chlorophenyl)-2-butenoate 
• 64-18-6 formic acid 

Downstream Products

• 81187-86-2 ethyl 3-(4-chlorophenyl)-2-butenoate 
• 5292-23-9 3-(4-chlorophenyl)butanoic acid 
• 81187-92-0 (E)-4-amino-3-(4-chlorophenyl)but-2-enoic acid 
• 81187-90-8 (Z)-4-Bromo-3-(4-chloro-phenyl)-but-2-enoic acid 
• 81244-20-4 (E)-4-Bromo-3-(4-chloro-phenyl)-but-2-enoic acid 
• 1712-70-5 1-chloro-4-(1-methylethenyl)-benzene 
• 22518-27-0 4-(4-chlorophenyl)pyrrolidin-2-one 
• 1134-47-0 4-amino-3-(4-chlorophenyl)butanoic acid 
• 81187-93-1 4-(4-chlorophenyl)-1,5-dihydro-2H-pyrrol-2-one 
• 26717-53-3 4-(4-chlorophenyl)furan-2(5H)-one 
• 81187-91-9 (Z)-4-amino-3-(4-chlorophenyl)but-2-enoic acid 
• 1243130-08-6 ethyl 3-methyl-3-p-chlorophenylpropionate 
• 1259929-95-7 2,6-dimethylphenyl (E)-3-(4-chlorophenyl)-2-butenoate 
• 1259930-09-0 C₂₄H₂₃ClO₂ 

Relevant articles and documents

N-Heterocyclic Carbene-Catalyzed Activation of Esters of N-Hydroxyphthalimide: A Highly Enantioselective Route to Chiral Dihydropyridinones Bearing an All Carbon Quaternary Stereogenic Center

An N-heterocyclic carbene-catalyzed highly enantioselective [3 + 3] annulation reaction of N-hydroxyphthalimide (NHPI) 3,3-disubstituted acrylates and N-Ts ketimines was developed. In most cases, the desired chiral dihydropyridinone products bearing an all carbon quaternary stereogenic center could be obtained in good yields with excellent enantioselectivities (>99% ee's), which demonstrated the NHPI acrylates as a kind of excellent substrate in NHC-catalysis.

Synergistic N-Heterocyclic Carbene/Palladium-Catalyzed [3 + 2] Annulation of Vinyl Enolates with 1-Tosyl-2-vinylaziridine

The synergistic combination of N-heterocyclic carbene organocatalysis and transition-metal catalysis for a formal [3 + 2] annulation between 3-substituted but-2-enoates and 1-tosyl-2-vinylaziridine was developed. This cooperative strategy provides a facile and efficient access to various functionalized (E)-3-ethylidene-4-vinylpyrrolidin-2-ones in a regioselective and stereoselective manner. The preliminary asymmetric studies were also performed, which indicated a potential for enantioselective annulation of vinyl enolate intermediates with transition-metal-π-allyl species.

Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters

A carbene-catalyzed ester activation reaction for the synthesis of multi-substituted benzenes is developed. Tetra-substituted benzene compounds are efficiently synthesized through this methodology. Compared with aldehyde substrates used in previous reports, the ester substrates used here are much more readily available and inexpensive. In addition, the TEMPO oxidant used here is more inexpensive than the quinones commonly used in related carbene-catalyzed reactions.