34446-64-5

Basic information

• Product Name: 4-METHOXYCINNAMOYL CHLORIDE
• Synonyms: 4-METHOXYCINNAMOYL CHLORIDE;(E)-3-(4-METHOXY-PHENYL)-ACRYLOYL CHLORIDE;3-(4-METHOXYPHENYL)-2-PROPENOYLCHLORIDE;trans-4-Methoxycinnamoyl chloride;3-(4-METHOXYPHENYL)-2-PROPENOYLHLORIDE;4-Methoxycinnamic acid chloride;p-Methoxycinnamic acid chloride;p-Methoxycinnamoyl chloride
• CAS NO: 34446-64-5
• Molecular Formula: C₁₀H₉ClO₂
• Molecular Weight: 196.63
• Mol File: 34446-64-5.mol
• Article Data: 186

Chemical Properties

• Melting Point: 49-50℃
• Boiling Point: 317℃
• Flash Point: 118℃
• Appearance: /
• Density: 1.206
• CAS DataBase Reference: 4-METHOXYCINNAMOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYCINNAMOYL CHLORIDE(34446-64-5)
• EPA Substance Registry System: 4-METHOXYCINNAMOYL CHLORIDE(34446-64-5)

Safety Data

• RIDADR: UN3261 8/PG 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 34446-64-5(Hazardous Substances Data)

Usage

General Description

4-Methoxycinnamoyl chloride is a chemical compound that belongs to the group of organic compounds known as cinnamic acid esters. It is an aromatic compound with a molecular formula C10H9ClO3 and a molecular weight of 210.63 g/mol. 4-METHOXYCINNAMOYL CHLORIDE is commonly used as a reagent in the synthesis of various pharmaceuticals, agrochemicals, and fine chemicals. It is also used in the production of fragrances and flavors. 4-Methoxycinnamoyl chloride is a versatile building block for the synthesis of many bioactive compounds and is an important intermediate in organic synthesis. It is a colorless to yellow liquid with a strong, pungent odor, and it is sensitive to air and light.

Upstream product

• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 7400-08-0 p-Coumaric Acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 79-37-8 oxalyl dichloride 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 7400-08-0 para-coumaric acid 

Downstream Products

• 103160-93-6 4-chloro-17β-(4-methoxy-trans-cinnamoyloxy)-androst-4-en-3-one 
• 57260-55-6 1-(4-methoxy-cinnamoyl)-2,6-dimethyl-4-(5-phenyl-2-oxo-2-oxazolin-2-yl)-piperazin 
• 100924-91-2 4-(4'-n-methoxycinnamoyloxy)toluene 
• 93599-95-2 1,3-dimethyl-5-(4-methoxycinnamoyl)-6-aminouracil 
• 93599-95-2 1,3-Dimethyl-5-(4'-methoxycinnamoyl)-6-aminouracil 
• 138946-63-1 4-methoxy-trans-cinnamic acid-(4-ethoxy-phenyl ester) 
• 148470-89-7 N-phenyl-4-methoxycinnamamide 
• 139108-50-2 4-[(E)-3-(4-Methoxy-phenyl)-acryloylamino]-benzoic acid methyl ester 
• 141642-90-2 (E)-N-(3,3-Bis-methylamino-2-nitro-thioacryloyl)-3-(4-methoxy-phenyl)-acrylamide 
• 153141-25-4 (1S)-N-(p-methoxycinamoyl)-2,10-camphorsultam 
• 86073-14-5 (p-methoxycinnamoyl)imidazole 
• 68204-14-8 dimethyl [(E)-3-(4-methoxyphenyl)prop-2-enoyl]phosphonate 

Relevant articles and documents

Organic-inorganic hybrid polysilsesquioxane nanospheres as UVA/UVB absorber and fragrance carrier

To avoid the photocatalysis property of inorganic UV absorbers, such as TiO2 and ZnO nanoparticles, and to utilize the minimal transdermal penetration and non-sticky nature of particulate silica particles, whilst at the same time fully harnessing the UV absorption characteristics of organic chromophores, hybrid organic-silica particles with UVA/UVB absorptive chromophores as part of their network structures were synthesized. Two UV absorptive hybrid nanospheres, poly[propyl-4-methoxycinnamamide silsesquioxane] (PTES4C) and poly[propyl-2,4-dimethoxycinnamamide silsesquioxane] (PTES24C), were synthesized through the hydrolysis-polycondensation of triethoxysilylpropyl-4-methoxycinnamamide (TES4C) and triethoxysilylpropyl-2,4- dimethoxycinnamamide (TES24C), respectively. Optimization of the catalyst type (acid, base or self-catalysis) and solvent (ethanol) and monomer concentrations, led to a high yield (71-73%) preparation of the two nanospheres. The two spheres displayed good sun protection factor (SPF) and UVA protection factor (UVA-PF) when used in a gel based formulation. The labile and volatile fragrant citronellal could be effectively loaded into the PTES4C spheres at 35-48% (w/w) via the in situ hydrolysis-polycondensation reaction under self-catalysis conditions, and the obtained citronellal-loaded nanospheres demonstrated clear sustained controlled release of the citronella characteristics.

Template-Directed Photochemical Homodimerization and Heterodimerization Reactions of Cinnamic Acids

We developed a general method for the selective photochemical homo- and heterodimerization of cinnamic acid derivatives with the use of commercially available 1,8-dihydroxynaphthalene as a covalent template. A variety of symmetrical and unsymmetrical β-tr

Practical access to fluorescent 2,3-naphthalimide derivatives: Via didehydro-Diels-Alder reaction

A practical and efficient approach for the synthesis of fluorescent 2,3-naphthalimide derivatives has been developed from readily available starting materials via an intramolecular didehydro-Diels-Alder reaction, which proceeded well under room temperature, exhibiting a wide substrate scope and good functional group tolerance. The practicability of this methodology has been verified by one-step synthesis of the environmentally sensitive fluorophore 6-DMN on a gram scale with a shorter time, fewer steps and less waste disposal, and without the utilization of toxic transition metals. The present experimental and computational studies support the crucial role of the propiolimide moiety in the transformation.