20754-20-5

Basic information

• Product Name: METHYL 4-METHYLCINNAMATE
• Synonyms: METHYL 4-METHYLCINNAMATE;(E)-3-p-Tolyl-acrylicacidmethylester;4-methyl-trans-cinnamicacidmethylester;E-3-p-Tolyl-acrylicacidmethylester;4-Methylcinnamic acid methyl ester;(E)-3-(4-Methylphenyl)acrylic acid methyl ester;(E)-4-Methylcinnamic acid methyl ester;4-Methylcinnamic acid methyl
• CAS NO: 20754-20-5
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives
• Mol File: 20754-20-5.mol
• Article Data: 329

Chemical Properties

• Melting Point: 60-61℃
• Boiling Point: 273℃
• Flash Point: 152℃
• Appearance: /
• Density: 1.057
• Vapor Pressure: 0.00591mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: METHYL 4-METHYLCINNAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-METHYLCINNAMATE(20754-20-5)
• EPA Substance Registry System: METHYL 4-METHYLCINNAMATE(20754-20-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 20754-20-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 17, p. 1839, 1987 DOI: 10.1080/00397918708077329

InChI:InChI=1/C11H12O2/c1-9-3-5-10(6-4-9)7-8-11(12)13-2/h3-8H,1-2H3/b8-7+

Upstream product

• 79-20-9 acetic acid methyl ester 
• 104-87-0 4-methyl-benzaldehyde 
• 96-32-2 bromoacetic acid methyl ester 
• 292638-85-8 acrylic acid methyl ester 
• 1005421-77-1 tris(para-tolyl)antimony diacetate 
• 1866-39-3 4-methylcinnamic acid 
• 74-88-4 methyl iodide 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 1070879-04-7 C₂₁H₁₉O₅PS 
• 106-38-7 para-bromotoluene 
• 77-78-1 dimethyl sulfate 
• 106-49-0 p-toluidine 
• 67-56-1 methanol 
• 1504-75-2 3-(4-methylphenyl)acrylaldehyde 

Downstream Products

• 60456-15-7 (R,R)-methyl 2-bromo-3-methoxy-3-(p-methylphenyl)propanoate 
• 946-99-6 methyl 3-(4-bromomethyl)cinnamate 
• 139932-43-7 methyl 3-<(4'-methyl)phenyl>-3-methyldiphenylsilylpropanoate 
• 83341-74-6 2-Cyclohexyl-3,4,5,6-tetrahydro-t-6-(4-methylphenyl)-2H-1,2-oxazin-r-5-carbonsaeure-methylester 
• 131533-37-4 (2R,3S)-3-[(S)-(Dimethyl-phenyl-silanyl)-p-tolyl-methyl]-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid methyl ester 
• 138331-59-6 (2S,3S)-3-[(S)-(Dimethyl-phenyl-silanyl)-p-tolyl-methyl]-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid methyl ester 
• 50363-84-3 (Z)-methyl 3-(4-methylphenyl)propenoate 
• 1866-39-3 trans-p-methylcinnamic acid 
• 88738-86-7 methyl (E)-3-[4-(bromomethyl)phenyl]prop-2-enoate 
• 20754-44-3 threo-β-Acetoxy-α-chlor-β--propionsaeuremethylester 
• 56955-36-3 methyl 3-(p-tolyl)propionate 

Relevant articles and documents

Polymetallic carbosilane dendrimers containing N, N'-iminopyridine chelating ligands: Applications in catalysis

This overview covers the most relevant results obtained by our group in the last few years concerning the synthesis and catalytic applications of metal complexes anchored to the surface of carbosilane dendrimers functionalized with iminopyridine ligands.

Synthesis, structure, and reactivity of palladacycles that contain a chiral rhenium fragment in the backbone: New cyclometalation and catalyst design strategies

The bromocyclopentadienyl complex f(η5-C5H 4Br)Re(CO)3] is converted to racemic [(η5- C5H4Br)Re-(NO)(PPh3)(CH2PPh 2)] (1b) similarly to a publish

Pd-Catalyzed desulfitative arylation of olefins by: N -methoxysulfonamide

A novel Pd-catalyzed protocol for the desulfitative Heck-type reaction of N-methoxy aryl sulfonamides with alkenes was reported. The cross-coupling reaction was performed successfully with a variety of olefins to obtain aryl alkenes. Different substituents on the aromatic ring of N-methoxysulfonamides were also found to be compatible with the reaction conditions. Expectedly, the reaction proceeds through CuCl2-promoted generation of the nitrogen radical and subsequent desulfonylation under thermal conditions to afford the aryl radical for the Pd-catalyzed coupling reaction. N-Methoxysulfonamide was further exploited for the synthesis of symmetrical biaryls in the presence of CuCl2. This journal is

Coordination from Heteroscorpionate Ligand Towards Pd(II) via Pd???Hδ?C(sp3) Interaction: Structural and Catalytic Studies

The coordination ability of the heteroscorpionate ligand 2,2-bis(3,5-dimethylpyrazol-1-yl)-1-p-tolylethanol (1) towards palladium (II) dihalides was evaluated. The structures of the respective palladium complexes (2 and 3) were elucidated in solution by NMR spectroscopy, and their molecular structures were established by single crystal X-ray diffraction analyses. Both studies revealed the existence of Pd???Hδ?C(sp3) anagostic interactions. The molecular structure of complexes 2 and 3 displays coordination of ligand 1 to palladium in a κ3-NNH tridentate fashion via two nitrogen atoms and one δ-anagostic H???Pd interaction. The metal center exhibits a square pyramidal geometry. The distances of anagostic Hδ???Pd interactions ranged from 2.566 to 2.576 ?. The δ-anagostic H???Pd interactions in complexes 2 and 3 were also identified by Bader's quantum theory of atoms in molecules (QTAIM) and non-covalent interaction (NCI) analysis. The catalytic efficiencies of complexes 2 and 3 in the Suzuki-Miyaura cross-coupling reactions were evaluated and the results showed that palladium (II) dibromide complex is the most efficient of the series. Complex 3 was also evaluated in Mizoroki-Heck cross-coupling reactions.