102016-58-0

Basic information

• Product Name: 3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID
• Synonyms: TIMTEC-BB SBB002370;RARECHEM BK HW 0089;(E)-3-[4-(METHYLSULFANYL)PHENYL]-2-PROPENOIC ACID;(2E)-3-[4-(METHYLSULFANYL)PHENYL]-2-PROPENOIC ACID;4-THIOMETHYLCINNAMIC ACID;4-(METHYLTHIO)CINNAMIC ACID;3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID;2-Propenoic acid,3-[4-(Methylthio)phenyl]-
• CAS NO: 102016-58-0
• Molecular Formula: C₁₀H₁₀O₂S
• Molecular Weight: 194.25
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives
• Mol File: 102016-58-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 174-175°
• Boiling Point: 362.8 °C at 760 mmHg
• Flash Point: 173.2 °C
• Appearance: /
• Density: 1.23 g/cm³
• Vapor Pressure: 6.71E-06mmHg at 25°C
• Refractive Index: 1.613
• Storage Temp.: 2-8°C
• PKA: 4.50±0.10(Predicted)
• CAS DataBase Reference: 3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID(102016-58-0)
• EPA Substance Registry System: 3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID(102016-58-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 102016-58-0(Hazardous Substances Data)

Usage

General Description

3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID is a chemical compound with the molecular formula C10H10O2S. It is a member of the acrylic acid family and contains a 4-(methylsulfanyl)phenyl group attached to the carbon-carbon double bond in the acrylate moiety. 3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID is commonly used in the production of polymers, adhesives, and coatings. It also has potential applications in medicinal chemistry and as a building block for the synthesis of various pharmaceuticals. The presence of the methylsulfanyl group gives the compound unique chemical and physical properties, making it useful in a range of industrial and research applications.

InChI:InChI=1/C10H10O2S/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+

Upstream product

• 138485-81-1 3-(4-(methylmercapto)phenyl)propionic acid 
• 141-82-2 malonic acid 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 79-10-7 acrylic acid 

Downstream Products

• 66432-20-0 C₁₀H₁₁NOS 
• 1057678-77-9 (4-(3-bromopropyl)phenyl)(methyl)sulfane 
• 123392-44-9 methyl 3-[4-(methylthio)phenyl]propanoate 
• 59209-70-0 4-(methylthio)benzenepropanol 
• 116174-33-5 4-(4-methylsulfanyl-phenyl)butyric acid 
• 1421606-76-9 (E)-4-ethoxy-8-methoxy-N-(4-(methylthio)styryl)quinoline-2-carboxamide 
• 1421606-72-5 (E)-8-chloro-4-ethoxy-N-(4-(methylthio)styryl)quinoline-2-carboxamide 
• 1421606-68-9 (E)-4-methoxy-N-(4-(methylthio)styryl)quinoline-2-carboxamide 
• 1421606-38-3 (E)-(4-(2-iodovinyl)phenyl)(methyl)sulfane 
• 138485-81-1 3-(4-(methylmercapto)phenyl)propionic acid 
• 57259-96-8 1-[3-(4-methylsulfanyl-phenyl)-acryloyl]-4-(4-oxo-5-phenyl-4,5-dihydro-oxazol-2-yl)-piperazine 

Relevant articles and documents

Dual Nickel/Ruthenium Strategy for Photoinduced Decarboxylative Cross-Coupling of α,β-Unsaturated Carboxylic Acids with Cycloketone Oxime Esters

Herein, a dual nickel/ruthenium strategy is developed for photoinduced decarboxylative cross-coupling between α,β-unsaturated carboxylic acids and cycloketone oxime esters. The reaction mechanism is distinct from previous photoinduced decarboxylation of α,β-unsaturated carboxylic acids. This reaction might proceed through a nickelacyclopropane intermediate. The C(sp2)-C(sp3) bond constructed by the aforementioned reaction provides an efficient approach to obtaining various cyanoalkyl alkenes, which are synthetically valuable organic skeletons in organic and medicinal chemistry, under mild reaction conditions. The protocol tolerates many critical functional groups and provides a route for the modification of complex organic molecules.

Ligand-controlled divergent dehydrogenative reactions of carboxylic acids via C–H activation

Dehydrogenative transformations of alkyl chains to alkenes through methylene carbon-hydrogen (C–H) activation remain a substantial challenge. We report two classes of pyridine-pyridone ligands that enable divergent dehydrogenation reactions through palladium-catalyzed b-methylene C–H activation of carboxylic acids, leading to the direct syntheses of a,b-unsaturated carboxylic acids or g-alkylidene butenolides. The directed nature of this pair of reactions allows chemoselective dehydrogenation of carboxylic acids in the presence of other enolizable functionalities such as ketones, providing chemoselectivity that is not possible by means of existing carbonyl desaturation protocols. Product inhibition is overcome through ligand-promoted preferential activation of C(sp3)–H bonds rather than C(sp2)–H bonds or a sequence of dehydrogenation and vinyl C–H alkynylation. The dehydrogenation reaction is compatible with molecular oxygen as the terminal oxidant.

N-Hydroxybenzimidazole inhibitors of ExsA MAR transcription factor in Pseudomonas aeruginosa: In vitro anti-virulence activity and metabolic stability

ExsA is a multiple adaptational response (MAR) transcription factor, regulating the expression of a virulence determinant, the type III secretion system (T3SS) in Pseudomonas aeruginosa. Non-cytotoxic, non-antibacterial N-hydroxybenzimidazoles were identified as effective inhibitors of ExsA-DNA binding, and their potential utility as anti-virulence agents for P. aeruginosa was demonstrated in a whole cell assay. Select N-hydroxybenzimidazole inhibitors were stable in an in vitro human liver microsomal assay.