20754-21-6

Basic information

• Product Name: 2-Propenoic acid, 3-(4-chlorophenyl)-, methyl ester, (2E)-
• Synonyms: p-chlorocinnamic acid methyl ester;methyl p-chlorocinnamate;methyl 4-chlorocinnamate
• CAS NO: 20754-21-6
• Molecular Formula: C10H9ClO2
• Molecular Weight: 196.633
• Mol File: 20754-21-6.mol
• Article Data: 203

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-(4-chlorophenyl)-, methyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-(4-chlorophenyl)-, methyl ester, (2E)-(20754-21-6)
• EPA Substance Registry System: 2-Propenoic acid, 3-(4-chlorophenyl)-, methyl ester, (2E)-(20754-21-6)

Safety Data

• Hazardous Substances Data: 20754-21-6(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 1615-02-7 p-chlorocinnamic acid 
• 35086-79-4 p-chlorocinnamoyl chloride 
• 292638-85-8 acrylic acid methyl ester 
• 106-47-8 4-chloro-aniline 
• 74-88-4 methyl iodide 
• 201230-82-2 carbon monoxide 
• 637-87-6 1-Chloro-4-iodobenzene 
• 104-88-1 4-chlorobenzaldehyde 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 13061-96-6 dihydroxy-methyl-borane 
• 79-20-9 acetic acid methyl ester 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 96-32-2 bromoacetic acid methyl ester 

Downstream Products

• 60456-16-8 (R,R)-methyl 2-bromo-3-methoxy-3-(p-chlorophenyl)propanoate 
• 50561-69-8 methyl 3-(4-chlorophenyl)propanoate 
• 137310-14-6 trimethyl 2-(4-chlorophenyl)propane-1,1,3-tricarboxylate 
• 910620-07-4 methyl 3-(4-chlorophenyl)-4-nitropentanoate 
• 94639-14-2 4-(4-chlorophenyl)-3-cyano-6-methylpyridine-2(1H)-thione 
• 813425-70-6 (3R,4S)-4-(4-Chloro-phenyl)-pyrrolidine-3-carboxylic acid methyl ester 
• 852051-18-4 methyl (R)-(+)-3-(4-chlorophenyl)-4-nitrobutanoate 
• 69308-37-8 (R)-baclofen 

Relevant articles and documents

Moisture stable ambient temperature ionic liquids: Solvents for the new millennium. 1. The Heck reaction

In this paper we report examples of the Heck reaction in the new moisture stable ambient temperature ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim]PF6). We have found that the yield of product is comparable with Heck react

Identification of a potent botulinum neurotoxin A protease inhibitor using in situ lead identification chemistry

Botulinum neurotoxins (BoNTs), etiological agents of the deadly food poisoning disease botulism, are the most toxic proteins currently known. By using in situ lead identification chemistry, we have uncovered the first class of inhibitors that displays nanomolar potency. From a 15 μM lead compound, structure-activity relationship studies were performed granting the most potent BoNT/A inhibitor reported to date that displays an inhibition constant of 300 nM.

Pd salen complex@CPGO as a convenient, effective heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions

A Pd(II) Schiff base complex supported on graphene oxide nanosheets (Pd(II) salen@CPGO) has been synthesized and characterized by FT-IR, ICP-AES, XRD, SEM/EDX and TEM. The synthesized nanocatalyst has been found to be an efficient heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki coupling reactions. Pd(II) salen@CPGO could be separated and recovered easily from the reaction mixture and recycled several times without a discernible decrease in its catalytic activity. The construction of a solid sheet-supported Pd catalyst would be expected to be a promising system to perform heterogeneous catalytic reactions.

Z-Selective phosphine promoted 1,4-reduction of ynoates and propynoic amides in the presence of water

Phosphine-mediated reductions of substituted propynoic esters and amides in the presence of water yield the partially reduced α,β-unsaturated esters and amides with highZ-selectivity. The competitivein situ ZtoE-isomerization of the product in some cases lowers theZtoEratios of the isolated α,β-unsaturated carbonyl products. Reaction time and the amounts of phosphine and water in the reaction mixture are the key experimental factors which control the selectivity by preventing or reducing the rates ofZ- toE-product isomerization. Close reaction monitoring enables isolation of theZ-alkenes with high selectivities. The computational results suggest that the reactions could be highlyZ-selective owing to the stereoselective formation of theE-P-hydroxyphosphorane intermediate.