3901-07-3

Basic information

• Product Name: methyl (E)-p-methoxycinnamate
• Synonyms: Methyl trans-4-methoxycinnamate;Methy 4-MethoxycinnaMate;methyl (E)-p-methoxycinnamate;(E)-3-(4-Methoxyphenyl)acrylic acid methyl ester;(E)-3-(4-Methoxyphenyl)propenoic acid methyl ester;(E)-4-Methoxycinnamic acid methyl ester;Methyl 4-methoxy-trans-cinnamate;p-Methoxycinnamic acid methyl ester
• CAS NO: 3901-07-3
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21118
• EINECS: 223-455-9
• Mol File: 3901-07-3.mol
• Article Data: 466

Chemical Properties

• Melting Point: 88-89℃
• Boiling Point: 311℃
• Flash Point: 127℃
• Appearance: /
• Density: 1.102
• Vapor Pressure: 0.000594mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: methyl (E)-p-methoxycinnamate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (E)-p-methoxycinnamate(3901-07-3)
• EPA Substance Registry System: methyl (E)-p-methoxycinnamate(3901-07-3)

Safety Data

• Hazardous Substances Data: 3901-07-3(Hazardous Substances Data)

Usage

Description

Methyl (E)-p-methoxycinnamate, also known as an alkyl cinnamate, is a chemical compound derived from the formal condensation of the carboxy group of 4-methoxycinnamic acid with methanol. It is characterized by its ester linkage and the presence of a methoxy group on the cinnamic acid moiety.

Uses

Used in Pharmaceutical Industry:
Methyl (E)-p-methoxycinnamate is used as an active pharmaceutical ingredient for its potential therapeutic applications. methyl (E)-p-methoxycinnamate may exhibit various biological activities, such as anti-inflammatory, analgesic, or antioxidant properties, which can be harnessed for the development of new drugs.
Used in Cosmetic Industry:
In the cosmetic industry, methyl (E)-p-methoxycinnamate is used as a UV filter for its ability to absorb ultraviolet radiation. This property makes it a valuable ingredient in sunscreens and other skincare products designed to protect the skin from harmful UV rays, thus preventing sunburn and reducing the risk of skin cancer.
Used in Flavor and Fragrance Industry:
Methyl (E)-p-methoxycinnamate is also utilized in the flavor and fragrance industry due to its distinctive aroma and taste. It can be employed as a key component in the formulation of various perfumes, colognes, and flavorings, adding a unique and pleasant scent or taste to these products.
Used in Agrochemical Industry:
In the agrochemical industry, methyl (E)-p-methoxycinnamate may be used as a component in the development of pesticides or herbicides. Its chemical structure could potentially provide benefits in controlling pests or unwanted plant growth, contributing to more effective and targeted agricultural solutions.
Used in Research and Development:
Methyl (E)-p-methoxycinnamate is also valuable in research and development settings, where it can be studied for its chemical properties, potential applications, and interactions with other compounds. This knowledge can lead to the discovery of new uses and advancements in various industries, including pharmaceuticals, cosmetics, and agrochemicals.

InChI:InChI=1/C11H12O3/c1-13-10-6-3-9(4-7-10)5-8-11(12)14-2/h3-8H,1-2H3/b8-5+

Upstream product

• 67-56-1 methanol 
• 42996-84-9 p-methoxycinnamoyl chloride 
• 7400-08-0 p-Coumaric Acid 
• 74-88-4 methyl iodide 
• 2525-16-8 O-methylcaprolactim 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 96-32-2 bromoacetic acid methyl ester 
• 7400-08-0 para-coumaric acid 
• 292638-85-8 acrylic acid methyl ester 
• 545379-80-4 tris(p-anisyl)ylantimony diacetate 
• 88738-78-7 bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 
• 802333-81-9 [3-methyl-1-(2,4,6-triisopropylphenyl)-1λ⁵-phospholan-1-ylidene]-acetic acid methyl ester 
• 696-62-8 para-iodoanisole 

Downstream Products

• 53484-50-7 (E)-p-methoxy-cinnamyl alcohol 
• 15823-04-8 methyl 3-(4-methoxyphenyl)propionate 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 91089-40-6 2,3-dibromo-3-(4-methoxyphenyl)propionic acid methyl ester 
• 5678-45-5 3-amino-3-(4-methoxyphenyl)propionic acid 
• 10531-10-9 3-(4-methoxy-phenyl)-3-morpholin-4-yl-propionic acid methyl ester 
• 53484-50-7 p-methoxycinnamyl alcohol 
• 72228-95-6 methyl trans-2-(p-methoxyphenyl)cyclopropanecarboxylate 
• 70249-80-8 (R,R)-methyl 2-bromo-3-methoxy-3-(p-methoxyphenyl)propanoate 
• 74902-83-3 (+/-)-erythro-methyl-3-tert-butoxy-2-iodo-3-(p-methoxyphenyl)propionate 
• 132872-36-7 methyl (E)-5-methoxy-2-<2-methoxycarbonyl-1-(4-methoxyphenyl)ethyl>-2-carboxylate 
• 83341-75-7 2-Cyclohexyl-3,4,5,6-tetrahydro-t-6-(4-methoxyphenyl)-2H-1,2-oxazin-r-5-carbonsaeure-methylester 
• 121587-91-5 dihydro-5-(4-methoxyphenyl)-3,4-di(carboxymethyl)-2(3H)-furanone 
• 109918-34-5 (R)-3-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-3-(4-methoxy-phenyl)-propionic acid methyl ester 

Relevant articles and documents

Reversion of alignment direction in the thermally enhanced photoorientation of photo-cross-linkable polymer liquid crystal films

Reversion of the in-plane reorientation direction of mesogenic groups has been observed for the first time in novel polymethacrylate liquid crystal (PLC) films substituted with a 4-methoxycinnamoyloxybiphenyl side group. The reversion was generated by irradiation with linearly polarized ultraviolet (LPUV) light and a subsequent annealing. Irradiation with LPUV light induces negative optical anisotropy of the films as a result of an axis-selective photoreaction of the side groups. The direction of the thermally enhanced reorientation is dependent on the degree of photoreaction and the distribution of photoproducts, while the induced orientational order in both directions, S, was larger than 0.5. The distribution of photoproducts in PLC films has been analyzed to elucidate their contribution to the thermally enhanced reorientation behavior. Initially upon photoreaction, thermal enhancement of the photoinduced negative optical anisotropy was observed. However, when the degree of photodimerization was 15% or greater, the direction of the thermally enhanced reorientation was found to be parallel to the polarization direction (E) of LPUV light. It is concluded that a small amount of photoproduct plays a role in the thermal amplification of the photoinduced negative optical anisotropy in a manner identical to that of PLC with azobenzene side groups. In contrast, photodimerized mesogenic groups generated reversion of the orientational direction and enhancement of positive optical anisotropy of the film through annealing.

-

-

Recoverable cationic Pd-catalyzed Heck reaction under thermomorphic mode

The reaction of allylpalladium chloride dimer and 4,4′-bis(R fCH2OCH2)-2,2′-bpy, 1a-c, in the presence of AgOTf resulted in the synthesis of cationic complex, [Pd(η3-allyl)(4,4′-bis-(RfCHs

Phosphine-Functionalized Chitosan Microparticles as Support Materials for Palladium Nanoparticles in Heck Reactions

Herein, we investigated the activation and stabilization of Pd nanoparticles using microparticles of chitosan-functionalized with phosphine moieties. The catalytic activity of the prepared material was assessed in a series of Heck reactions, which demonst

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

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.