24700-20-7

Basic information

• Product Name: p-tolyl 3-methylcrotonate
• Synonyms: p-tolyl 3-methylcrotonate;3-methyl-2-butenoic aci 4-methylphenyl ester;Crotonic acid, 3-methyl-, p-tolyl ester;3-Methyl-2-butenoic acid 4-methylphenyl ester;2-Butenoic acid, 3-methyl-, 4-methylphenyl ester;Einecs 246-422-0;para-cresyl 3-methyl crotonate
• CAS NO: 24700-20-7
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.23836
• EINECS: 246-422-0
• Mol File: 24700-20-7.mol

Chemical Properties

• Boiling Point: 291.4°C at 760 mmHg
• Flash Point: 118°C
• Appearance: /
• Density: 1.021g/cm³
• Vapor Pressure: 0.00195mmHg at 25°C
• Refractive Index: 1.515
• CAS DataBase Reference: p-tolyl 3-methylcrotonate(CAS DataBase Reference)
• NIST Chemistry Reference: p-tolyl 3-methylcrotonate(24700-20-7)
• EPA Substance Registry System: p-tolyl 3-methylcrotonate(24700-20-7)

Safety Data

• Hazardous Substances Data: 24700-20-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
p-Tolyl 3-methylcrotonate is used as a reagent in organic synthesis for various reactions. Its unique structure and chemical properties make it a valuable building block for the synthesis of a wide range of organic compounds.
Used in Pharmaceutical Industry:
p-Tolyl 3-methylcrotonate is used as an intermediate in the production of pharmaceuticals. Its versatility and reactivity in organic synthesis make it a valuable component in the synthesis of various drug molecules.
Used in Fragrance Industry:
p-Tolyl 3-methylcrotonate is used as a raw material in the production of fragrances. Its unique chemical structure contributes to the creation of distinct and complex scents, making it an important component in the fragrance industry.
Used in Fine Chemicals Industry:
p-Tolyl 3-methylcrotonate is used in the production of other fine chemicals. Its applications in this industry are diverse, ranging from the synthesis of specialty chemicals to the development of advanced materials.

InChI:InChI=1/C12H14O2/c1-9(2)8-12(13)14-11-6-4-10(3)5-7-11/h4-8H,1-3H3

Upstream product

• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 106-44-5 p-cresol 
• 541-47-9 3-Methylbutenoic acid 

Downstream Products

• 73582-86-2 3-(2-methoxy-5-methyl-phenyl)-3-methyl-butyric acid 
• 73582-87-3 3-(2-methoxy-5-methyl-phenyl)-3-methyl-butyric acid methyl ester 
• 63678-14-8 2,2,6-trimethyl-4-chromanone 
• 106-44-5 p-cresol 
• 24114-55-4 1-(2-hydroxy-5-methylbenzoyl)-2,2-dimethylethene 

Relevant articles and documents

Bismuth(III) triflate catalyzed tandem esterification–Fries–oxa-Michael route to 4-chromanones

An efficient tandem reaction approach is described to prepare 4-chromanones from electron-rich phenols and 3,3-dimethylacrylic acid or trans-crotonic acid in boiling toluene using 20?mol?% bismuth(III) triflate as the catalyst. The reaction is also successful from the corresponding aryl esters of each of these acids under the same conditions. The procedure is convenient to perform, and 25–90% yields of products are realized following chromatography. A range of substrates is included (14 substrates for each acid) to help define the scope of the process. Additional experiments are reported, which confirm that the sequence of events involves (1) esterification, (2) Fries rearrangement and (3) oxa-Michael ring closure.

Expeditious photochemical reaction toward the preparation of substituted chroman-4-ones

A facile photochemical preparation of 5-, 6-, and 7-substituted chroman-4-ones from aryl 3-methyl-2-butenoate esters is described. The two-phase base-catalyzed method relies upon two consecutive processes in one-pot reaction through a photo-Fries rearrangement and a based-catalyzed intramolecular oxa-Michael addition to afford the desired products.

ON THE REACTION OF SUBSTITUTED PHENOLS AND 3-METHYLBUT-2-ENOIC ACID. A COMPARATIVE STUDY

A systematic and comparative study of the reaction of a series of substituted phenols and 3-methylbut-2-enoic acid in zinc chloride/phosphorus oxychloride and aluminum chloride/phosphorus oxychloride reveals that the formation of phenolic esters and 2,2-dimethyl-4-chromanones is strongly influenced by the substituents, their popsition on the aromatic ring of the starting phenols.Based on our study, a mixed Friedel-Crafts and Fries rearrangement mechanism is in operation in these reactions.