1685-80-9

Basic information

• Product Name: 2,4-Dimethylcinnamic acid
• Synonyms: 2,4-DIMETHYLCINNAMIC ACID;(2E)-3-(2,4-DIMETHYLPHENYL)ACRYLIC ACID;3-(2,4-DIMETHYLPHENYL)ACRYLIC ACID;RARECHEM BK HC T312;3-(2,4-Dimethylphenyl)acrylic acid, 3-(2,4-Dimethylphenyl)prop-2-enoic acid;(E)-3-(2,4-dimethylphenyl)prop-2-enoic acid
• CAS NO: 1685-80-9
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives
• Mol File: 1685-80-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 179-180°C
• Boiling Point: 310 °C at 760 mmHg
• Flash Point: 215 °C
• Appearance: /
• Density: 1.118 g/cm³
• Vapor Pressure: 0.000265mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.60±0.13(Predicted)
• CAS DataBase Reference: 2,4-Dimethylcinnamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dimethylcinnamic acid(1685-80-9)
• EPA Substance Registry System: 2,4-Dimethylcinnamic acid(1685-80-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 1685-80-9(Hazardous Substances Data)

Usage

General Description

2,4-Dimethylcinnamic acid is an organic compound with the chemical formula C11H12O2. It is a member of the cinnamic acid family, which are important building blocks in the synthesis of various natural products and pharmaceuticals. 2,4-Dimethylcinnamic acid is characterized by a cinnamic acid core with two methyl groups attached to the benzene ring at the 2 and 4 positions. 2,4-Dimethylcinnamic acid is commonly used in the synthesis of fragrances, flavors, and other chemical compounds. It also exhibits potential bioactive properties, making it of interest for various research and industrial applications in the fields of chemistry, pharmacology, and material science.

InChI:InChI=1/C11H12O2/c1-8-3-4-10(9(2)7-8)5-6-11(12)13/h3-7H,1-2H3,(H,12,13)/b6-5+

Upstream product

• 141-82-2 malonic acid 
• 15764-16-6 2,4-dimethylbenzaldehyde 
• 7664-41-7 ammonia 
• 106-42-3 para-xylene 
• 611-01-8 2,4-dimethyl-benzoic acid 
• 89-74-7 2,4-dimethylacetophenone. 
• 95-68-1 2,4-Xylidine 
• 108-38-3 m-xylene 
• 23617-71-2 2,4-dimethyl-benzoic acid methyl ester 
• 583-70-0 1-bromo-2,4-dimethylbenzene 
• 16308-92-2 2,4-dimethylbenzyl alcohol 

Downstream Products

• 1811-85-4 3-(2,4-dimethylphenyl)propionic acid 
• 61052-15-1 (E)-ethyl 3-(2,4-dimethylphenyl)acrylate 
• 54443-82-2 2,4-dimethyl-cinnamyl alcohol 
• 308336-33-6 5-(2-(2,4-Dimethylcinnamoylamino)ethyl)-2-methoxybenzenesulfonamide 
• 1685-81-0 4,6-dimethyl-2,3-dihydro-1H-inden-1-one 
• 1685-82-1 4,6-dimethylindane 

Relevant articles and documents

Radical-Cation Vinylcyclopropane Rearrangements by TiO2Photocatalysis

Radical cation vinylcyclopropane rearrangements by TiO2 photocatalysis in lithium perchlorate/nitromethane solution are described. The reactions are triggered by oxidative single electron transfer, which is followed by immediate ring-opening of the cyclopropanes to generate distonic radical cations as unique reactive intermediates. This approach can also be applied to vinylcyclobutane, leading to the construction of six-membered rings. A stepwise mechanism via distonic radical cations is proposed based on preliminary mechanistic studies, which is supported by density functional theory calculations.

5,6,7,8-TETRAHYDRO-IMIDAZO[1,5-A]PYRAZINE DERIVATIVES

The invention relates to 5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine derivatives of formula (I),wherein X represents CH2 or O; R1 represents a phenyl group, which group is independently mono-, di-, or tri-substituted wherein the substituents are independently selected from the group consisting of (C1-4)alkyl, (C1-4)alkoxy, halogen, cyano, trifluoromethoxy and trifluoromethyl; R2 represents (C1-4)alkyl, (C1-4)alkoxy, (C2-4)alkenyl, halogen, cyano, hydroxymethyl, trifluoromethyl, C(O)NR5R6 or cyclopropyl; R3 represents (C1-4)alkyl, (C1-4)alkoxy-methyl or halogen; R4 represents (C1-4)alkyl; R5 represents hydrogen or (C1-4)alkyl; and R6 represents hydrogen or (C1-4)alkyl. The invention also relates to pharmaceutically acceptable salts of such compounds; and to the use of such compounds as medicaments; especially as orexin receptor antagonists.

Aromatic Spiranes XX [1]: Syntheses of Dimethylsubstituted 2-Carboxymethyl-indan-1-ones and Benzylchlorides as Synthones for Syntheses of di- to tetramethylsubstituted Spirobiindandiones

The isomeric dimethyl methylbenzoates 5, obtained from the bromides via Grignard reactions with dimethylcarbonate, were reduced with LiAlH4 to the hydroxymethyl derivatives 6. The latter were then transformed both to the benzylchlorides 7 (with SOCl2) and to the aldehydes 8 (with pyridinium chlorochromate). Knoevenagel-Doebner reaction of 8 afforded the acrylic acids 9 which (after hydrogenation to 11) were cyclized to the desired indanones 12 with polyphosphoric acid. On the other hand, 12c and 12e were prepared from dimethyl 3-chloropropiophenone (14) by warming with sulfuric acid. After NaH-catalyzed reaction with dimethylcarbonate, the indanones 12 gave the ketoesters 15 which then could be hydrogenated to the indanes 16. All reactions proceeded with satisfactory to excellent yields (60-90%).