49678-54-8

Basic information

• Product Name: 2-Propenoic acid, 3-(4-chlorophenyl)-2-cyano-, methyl ester, (2E)-
• CAS NO: 49678-54-8
• Molecular Formula: C11H8ClNO2
• Molecular Weight: 221.643
• Mol File: 49678-54-8.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-(4-chlorophenyl)-2-cyano-, methyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-(4-chlorophenyl)-2-cyano-, methyl ester, (2E)-(49678-54-8)
• EPA Substance Registry System: 2-Propenoic acid, 3-(4-chlorophenyl)-2-cyano-, methyl ester, (2E)-(49678-54-8)

Safety Data

• Hazardous Substances Data: 49678-54-8(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 7515-18-6 methyl 3-(p-chlorophenyl)-2-propynoate 
• 3395-81-1 4-chlorobenzaldehyde dimethyl acetal 
• 372-09-8 cyanoacetic acid 
• 662110-16-9 methyl 3-(4-chlorophenyl)-2,3-dihydroxy-2-nitromethylpropionate 
• 131469-67-5 methyl 2-[1-hydroxy-1-(4-chlorophenyl)methyl]acrylate 
• 662110-21-6 (Z)-methyl 2-[(4-chlorophenyl)(methanesulfonyloxy)methyl]-3-nitroacrylate 
• 104-88-1 4-chlorobenzaldehyde 
• 105-34-0 methyl 2-cyanoacetate 

Downstream Products

• 189697-36-7 methyl 2-cyano-3-(4-chlorophenyl)propionate 
• 1170682-06-0 (1S,2R,3R,6R)-methyl 2-(4-chlorophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate 
• 1170682-07-1 (1S,2R,3R,6S)-methyl 2-(4-chlorophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate 
• 111735-82-1 (1R,2S,3R)-2-(4-Chloro-phenyl)-1-cyano-3-ethyl-cyclopropanecarboxylic acid methyl ester 
• 111735-82-1 (1R,2S,3S)-2-(4-Chloro-phenyl)-1-cyano-3-ethyl-cyclopropanecarboxylic acid methyl ester 
• 120811-09-8 3-acetyl-5-amino-7-(p-chlorophenyl)-6-cyano-2-methyl-6-methoxycarbonyl-4-phenyl-6,7-dihydro-4H-pyrano<2,3-b>pyridine 
• 117918-88-4 methyl (E)-2-cyano-4-phenyl-4-(p-chlorophenyl)-2-pentenoate 
• 117918-89-5 trans-1-cyano-1-(methoxycarbonyl)-2-methyl-2-phenyl-3-(p-chlorophenyl)cyclopropane 
• 117918-90-8 cis-4-cyano-4-(methoxycarbonyl)-3-methyl-3-phenyl-5-(1-phenyl-1-(p-chlorophenyl)ethyl)-1-pyrazoline 

Relevant articles and documents

trans-Selective hydrocyanation of ynoates, ynones and ynoic acids catalyzed by nucleophilic phosphines

trans-Selective hydrocyanation of ynoates and ynones in the presence of TMSCN and an alcohol additive are catalyzed by nucleophilic phosphines. The trisubstituted E-olefin products of anti-addition of hydrogen cyanide to the alkyne are produced with high regio- and stereoselectivity. The alcohol additive reacts with TMSCN to produce hydrogen cyanide in situ. Ynoic acids undergo the phosphine catalyzed hydrocyanation in the presence of TMSCN under aprotic conditions only. In these reactions, TMSCN reacts with the acid to generate hydrogen cyanide and the silyl ester which, unlike the acid, undergoes phosphine catalyzed hydrocyanation and gives the stereo-defined E-2-cyano-acrylic acids after work up.

Aza-Wittig Reaction with Nitriles: How Carbonyl Function Switches from Reacting to Activating

Transformations of α-EWG-substituted (electron-withdrawing group, EWG) γ-azidobutyronitriles proceeding via unusual aza-Wittig reactions between the phosphazene and nitrile functions and affording pyrrole-derived iminophosphazenes were developed. α-EWGs w

Synthetic and mechanistic studies of metal-free transfer hydrogenations applying polarized olefins as hydrogen acceptors and amine borane adducts as hydrogen donors

Metal-free transfer hydrogenation of polarized olefins (RR′ CCEE′: R, R′ = H or organyl, E, E′ = CN or CO2Me) using amine borane adducts RR′NH-BH3 (R = R′ = H, AB; R = Me, R′ = H, MAB; R = tBu, R′ = H, tBAB; R = R′ = Me, DMAB) as hydrogen donors, were studied by means of in situ NMR spectroscopy. Deuterium kinetic isotope effects and the traced hydroboration intermediate revealed that the double H transfer process occurred regio-specifically in two steps with hydride before proton transfer characteristics. Studies on substituent effects and Hammett correlation indicated that the rate determining step of the HN transfer is in agreement with a concerted transition state. The very reactive intermediate [NH2BH2] generated from AB was trapped by addition of cyclohexene into the reaction mixture forming Cy2BNH2. The final product borazine (BHNH)3 is assumed to be formed by dehydrocoupling of [NH2BH2] or its solvent stabilized derivative [NH2BH2]-(solvent), rather than by dehydrogenation of cyclotriborazane (BH2NH 2)3 which is the trimerization product of [NH 2BH2].