103455-45-4

Basic information

• Product Name: (E)-methyl 3-methoxy-2-(2-methylphenyl)propenoate
• Synonyms: (E)-methyl 3-methoxy-2-(2-methylphenyl)propenoate
• CAS NO: 103455-45-4
• Molecular Weight: 206.241
• Mol File: 103455-45-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 325.2±31.0 °C(Predicted)
• Density: 1.069±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (E)-methyl 3-methoxy-2-(2-methylphenyl)propenoate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-methyl 3-methoxy-2-(2-methylphenyl)propenoate(103455-45-4)
• EPA Substance Registry System: (E)-methyl 3-methoxy-2-(2-methylphenyl)propenoate(103455-45-4)

Safety Data

• Hazardous Substances Data: 103455-45-4(Hazardous Substances Data)

Usage

Description

(E)-methyl 3-methoxy-2-(2-methylphenyl)propenoate, with the molecular formula C12H14O3, is a chemical compound that exists as a clear, colorless liquid. It is characterized by a sweet, fruity odor, reminiscent of strawberries and cherries, making it a valuable component in the flavor and fragrance industry.

Uses

Used in Flavor and Fragrance Industry:
(E)-methyl 3-methoxy-2-(2-methylphenyl)propenoate is used as a flavor and fragrance ingredient for its pleasant scent, which is often associated with the aroma of strawberries and cherries. This application is due to its ability to enhance the sensory experience of products in the food and cosmetic industries.
Used in Perfumes and Personal Care Products:
In the perfumery and personal care sectors, (E)-methyl 3-methoxy-2-(2-methylphenyl)propenoate is utilized as a key ingredient to add a delightful and fruity aroma to various products. Its use is justified by its capacity to contribute to the overall appeal and attractiveness of these products.
Used as a Precursor in Organic Synthesis:
Furthermore, (E)-methyl 3-methoxy-2-(2-methylphenyl)propenoate can also be employed as a precursor in the synthesis of other organic compounds. This application takes advantage of its chemical properties to create a range of different products, expanding its utility beyond the flavor and fragrance industry.
Safety Precautions:
It is crucial to handle (E)-methyl 3-methoxy-2-(2-methylphenyl)propenoate with care, as it may cause skin and eye irritation. To ensure safety, it should be stored and used in a well-ventilated area to minimize the risk of adverse effects.

Upstream product

• 77-78-1 dimethyl sulfate 
• 58378-32-8 o-methylbenzaldehyde dimethyl acetal 
• 6832-16-2 methyl diazoacetate 
• 40851-62-5 methyl o-tolylacetate 
• 149-73-5 trimethyl orthoformate 
• 644-36-0 o-methylphenylacetic acid 
• 139191-69-8 methyl 3-hydroxy-2-(2'-methyl)phenyl-2-propenoate 

Downstream Products

• 117428-49-6 methyl (E)-2-(2-bromomethylphenyl)-3-methoxyacrylate 
• 1048965-97-4 (E)-methyl 2-(2-((1-(4-chloro-2-fluoro-5-(methylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-3-methoxyacrylate 
• 1048965-98-5 (E)-methyl 2-(2-((1-(4-chloro-5-(ethylsulfonamido)-2-fluorophenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-3-methoxyacrylate 
• 1048965-99-6 (E)-methyl 2-(2-((1-(4-chloro-2-fluoro-5-(phenylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-3-methoxyacrylate 
• 1048965-89-4 (E)-methyl 2-(2-((1-(2,4-dichloro-5-(methylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-3-methoxyacrylate 
• 1048965-92-9 (E)-methyl 2-(2-((1-(2,4-dichloro-5-(ethylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-3-methoxyacrylate 
• 1048965-94-1 (E)-methyl 2-(2-((1-(2,4-dichloro-5-(phenylsulfonamido)phenyl)-3-methyl-5-oxo-1H-1,2,4-triazol-4(5H)-yl)methyl)phenyl)-3-methoxyacrylate 
• 1537173-48-0 C₁₈H₁₉NO₆ 
• 936320-68-2 (E)-methyl 2-(2-(azidomethyl)phenyl)-3-methoxyacrylate 

Relevant articles and documents

Method for synthesis -2- of 3- methyl ester compound (methyl ethyl ester) of methyl ethyl ester (methyl) ethyl ester

The invention relates to a synthesis method of 3-methoxy-2-aryl(methyl)acrylate compounds, which comprises the following steps: by using phenylmethyl acetate with or without substituting groups as a raw material, carrying out formylation reaction at -20-100 DEG C for 4-6 hours in a nitrogen atmosphere in the presence of Lewis acid in an aprotic solvent neutralized formylation reagent, dissociating with an organic base, hydrolyzing with hydrochloric acid, and stratifying, wherein the organic layer is an intermediate; carrying out methylation reaction on the intermediate, benzyltriethylammonium chloride, a methylation reagent and an inorganic base at 20-100 DEG C for 1-3 hours; after the reaction finishes, washing with water, desolventizing, and recrystallizing or distilling while depressurizing to obtain the product. The invention has the advantages of fewer processing steps (the methylation reaction can be directly carried out without purifying and separating the intermediate product), favorable selectivity, higher yield and low cost; and the reaction process is easy to control, and is safe and easy to amplify.

Method for preparing alkoxy acrylate

The invention discloses a method for preparing an alkoxy acrylate. The method comprises that diazo ester and substituted acetal or ketal as raw materials undergo an alkenylation reaction in the presence of Lewis acid as a catalyst at 50-120 DEG C for 1-24h, then the solvent is drained through pumping and the product is subjected to column chromatography separation so that the alkoxy acrylate compound is obtained. The reaction raw materials and the catalyst are easily available and cheap, the synthesis process is simple, the synthesis cost is greatly reduced, the reaction conditions are mild, the yield is high, the industrialization is easy, the reaction raw materials and the catalyst are clean and non-toxic, and the environmental pollution is small.

Synthesis and antifungal potential of 1,2,3-triazole and 1,2,4-triazole thiol substituted strobilurin derivatives

β-Methoxyacrylate group is an important pharmacophore of commercially used strobilurin fungicides. In the present study, a total of seventeen 1,2,4-triazole thiols 8a-h and 1,2,3-triazole substituted 10a-i strobilurin derivatives have been synthesized. 1,2,4-Triazole thiol substituted strobilurin derivatives 8a-h have been found to inhibit the growth of plant pathogens such as Fusarium oxysporum, Magnaporthe grisea, Drechslera oryzae and human pathogens Aspergillus fumigatus and different strains of Cryptococcus neoformans, with MIC in the range of 16-256 μg/mL. In case of Candida albicans tested strain, the MIC is > 256 μg/mL. p-Chlorophenyl substituted 1,2,4-triazole thiol strobiulrin derivative 8e is the most potent inhibitor with MIC of 16-64 μg/mL against most of the tested pathogens. Antifungal action of the compounds is due to inhibition of mitochondrial respiration. In the resazurin reduction assay, EC50 for inhibition of RZ reduction in D. oryzae by azoxystrobin and 8e are 3.42±0.03 μg/mL and 3.63±0.21 μg/mL, respectively; while in case of C. neoformans, EC50 of azoxystrobin and 8e are between 0.65-0.85 μg/mL. In a non-pathogenic model Benjaminiella poitrasii, though the MIC for all the synthesized compounds 8a-h and 10a-i are > 256 μg/ml, yeast to hypha transition is inhibited in the range of 21-75% at 4 μg/mL concentration while EC50 for inhibition of RZ reduction by azoxystrobin and 8e are 31.5±0.4 μg/mL and 17.95 ± 0.7 μg/mL, respectively. The 50% germ tube formation inhibition in case of C. albicans is observed at 108.49 μg/mL. 1,2,4-Triazole thiol substituted strobilurin derivatives hold promise for the control of pathogenic fungi in agriculture and health care.