35675-44-6

Basic information

• Product Name: P-TOLYL-ACETYL CHLORIDE
• Synonyms: P-TOLYL-ACETYL CHLORIDE;2-(4-Methylphenyl)acetyl chloride
• CAS NO: 35675-44-6
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.62
• Mol File: 35675-44-6.mol
• Article Data: 70

Chemical Properties

• Boiling Point: 115℃/7.5mm
• Flash Point: 102.3°C
• Appearance: Pink/Liquid
• Density: 1.146g/cm³
• Vapor Pressure: 0.0388mmHg at 25°C
• Refractive Index: 1.531
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: P-TOLYL-ACETYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: P-TOLYL-ACETYL CHLORIDE(35675-44-6)
• EPA Substance Registry System: P-TOLYL-ACETYL CHLORIDE(35675-44-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: 8
• Hazardous Substances Data: 35675-44-6(Hazardous Substances Data)

Usage

General Description

P-Tolyl-acetyl chloride is an organic compound with the chemical formula C9H9ClO. It is a colorless to pale yellow liquid that is commonly used as a chemical intermediate in the production of pharmaceuticals and agrochemicals. P-Tolyl-acetyl chloride is primarily used in the synthesis of various pharmaceutical drugs, especially those related to the treatment of central nervous system disorders. It is also utilized in the development of herbicides and insecticides. Additionally, p-tolyl-acetyl chloride is a valuable reagent in organic chemistry for the acylation of amines, alcohols, and phenols, as well as in the preparation of other functionalized compounds. Due to its versatile applications, p-tolyl-acetyl chloride is an important chemical in the pharmaceutical and agrochemical industries.

InChI:InChI=1/C9H9ClO/c1-7-2-4-8(5-3-7)6-9(10)11/h2-5H,6H2,1H3

Upstream product

• 33155-60-1 t-butyl p-tolylacetate 
• 1206896-65-2 4-(2-chloro-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester 
• 622-47-9 4-tolylacetic acid 

Downstream Products

• 51490-06-3 1,2-di-p-tolyl-ethanone 
• 60312-93-8 4'-methyl-4-phenyl-deoxybenzoin 
• 860571-16-0 4-methoxy-2,4'-dimethyl-deoxybenzoin 
• 35730-02-0 1-p-tolyl-3-phenylacetone 
• 38644-98-3 S-phenyl 2-(p-tolyl)ethanethioate 
• 62135-86-8 4'-methylphenylacetoacetic acid ethyl ester 
• 863253-16-1 4-(2-chlorophenyl)-6-methyl-3,4-dihydro-1H-naphthalen-2-one 
• 78861-25-3 Methyl 3-keto-4-(4'-methylphenyl)butanoate 
• 75199-80-3 1-(p-methylphenyl)-3,3,3-trifluoro-2-propanone 
• 1188327-76-5 N-(2-chlorophenyl)-N-methyl-2-p-tolylacetic acid amide 
• 189626-00-4 C₁₄H₁₆O₂ 
• 1206896-48-1 ethyl 2-ethyl-4-(p-tolyl)-2,3-butadienoate 
• 1372996-83-2 (3S,4S)-4,6-diphenyl-3-(p-tolyl)-1-tosyl-3,4-dihydropyridin-2(1H)-one 

Relevant articles and documents

Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B

A highly regio- and stereoselective sulfonylation of allenes was developed that provided direct access to α, β-substituted unsaturated sulfone. By means of visible-light photoredox catalysis, the free radicals produced by p-toluenesulfonic acid reacted with multisubstituted allenes to obtain Markovnikov-type vinyl sulfones with Ru(bpy)3Cl2 or Rhodamine B as photocatalyst. The yield of this reaction could reach up to 91%. A series of unsaturated sulfones would be used for further transformation to some valuable compounds.

Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor

Fibroblast activation protein (FAP) belongs to the family of prolyl-specific serine proteases and displays both exopeptidase and endopeptidase activities. FAP expression is undetectable in most normal adult tissues, but is greatly upregulated in sites of tissue remodeling, which include fibrosis, inflammation and cancer. Due to its restricted expression pattern and dual enzymatic activities, FAP inhibition is investigated as a therapeutic option for several diseases. In the present study, we described the structure–activity relationship of several synthesized compounds against DPPIV and prolyl oligopeptidase (PREP). In particular, BR102910 (compound 24) showed nanomolar potency and high selectivity. Moreover, the in vivo FAP inhibition study of BR102910 (compound 24) using C57BL/6J mice demonstrated exceptional profiles and satisfactory FAP inhibition efficacy. Based on excellent in vitro and in vivo profiles, the potential of BR102910 (compound 24) as a lead candidate for the treatment of type 2 diabetes is considered.

A Diverse Library of Chiral Cyclopropane Scaffolds via Chemoenzymatic Assembly and Diversification of Cyclopropyl Ketones

Chiral cyclopropane rings are key pharmacophores in pharmaceuticals and bioactive natural products, making libraries of these building blocks a valuable resource for drug discovery and development campaigns. Here, we report the development of a chemoenzymatic strategy for the stereoselective assembly and structural diversification of cyclopropyl ketones, a highly versatile yet underexploited class of functionalized cyclopropanes. An engineered variant of sperm whale myoglobin is shown to enable the highly diastereo- and enantioselective construction of these molecules via olefin cyclopropanation in the presence of a diazoketone carbene donor reagent. This biocatalyst offers a remarkably broad substrate scope, catalyzing this reaction with high stereoselectivity across a variety of vinylarene substrates as well as a range of different α-aryl and α-alkyl diazoketone derivatives. Chemical transformation of these enzymatic products enables further diversification of these molecules to yield a collection of structurally diverse cyclopropane-containing scaffolds in enantiopure form, including core motifs found in drugs and natural products as well as novel structures. This work illustrates the power of combining abiological biocatalysis with chemoenzymatic synthesis for generating collections of optically active scaffolds of high value for medicinal chemistry and drug discovery.