104750-61-0

Basic information

• Product Name: 3-O-TOLYL-PROPIONIC ACID ETHYL ESTER
• Synonyms: ETHYL 3-(2-METHYLPHENYL)PROPANOATE;Benzenepropanoic acid, 2-Methyl-, ethyl ester;3-O-TOLYL-PROPIONIC ACID ETHYL ESTER;Ethyl 3-(o-tolyl)propanoate
• CAS NO: 104750-61-0
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25
• Mol File: 104750-61-0.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 268.9°C at 760 mmHg
• Flash Point: 109.1°C
• Appearance: /
• Density: 1.003g/cm³
• Vapor Pressure: 0.00751mmHg at 25°C
• Refractive Index: 1.499
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-O-TOLYL-PROPIONIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-O-TOLYL-PROPIONIC ACID ETHYL ESTER(104750-61-0)
• EPA Substance Registry System: 3-O-TOLYL-PROPIONIC ACID ETHYL ESTER(104750-61-0)

Safety Data

• Hazardous Substances Data: 104750-61-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 83, 1986 DOI: 10.1016/S0040-4039(00)83947-7

InChI:InChI=1/C12H16O2/c1-3-14-12(13)9-8-11-7-5-4-6-10(11)2/h4-7H,3,8-9H2,1-2H3

Upstream product

• 22084-89-5 3-(2-methylphenyl)propanoic acid 
• 615-37-2 ortho-methylphenyl iodide 
• 104089-16-9 2-ethoxycarbonyethylzinc iodide 
• 95-46-5 2-methylphenyl bromide 
• 27374-25-0 [(1-Ethoxycyclopropyl)oxy]trimethylsilane 
• 911641-23-1 bis(2-carboethoxyethyl)zinc 
• 24393-48-4 2-methyl-cinnamic acid ethyl ester 
• 105-36-2 ethyl bromoacetate 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 611-15-4 1-methyl-2-vinyl-benzene 
• 2373-76-4 2-methylcinnamic acid 
• 108-88-3 toluene 

Downstream Products

• 168285-27-6 5-(2-Methyl-benzyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 14902-36-4 3-(2-methylphenyl)-1-propanol 
• 19564-40-0 3-(2-methylphenyl)propanal 
• 21851-78-5 1-(3-bromopropyl)-2-methylbenzene 

Relevant articles and documents

C-C bond formation from alcohols and malonate half esters using borrowing hydrogen methodology

Alcohols have been used as alkylating agents in a decarboxylative reaction with malonate half esters via a borrowing hydrogen pathway catalysed by readily available Ru(PPh3)3Cl2.

One-Pot, Tandem Wittig Hydrogenation: Formal C(sp3)-C(sp3) Bond Formation with Extensive Scope

A one-pot, tandem Wittig hydrogenation of aldehydes with stabilized ylides is reported, representing a formal C(sp3)-C(sp3) bond construction. The tandem reaction operates under mild conditions, is high yielding, and is broad in scope. Chemoselectivity for olefin reduction is observed, and the methodology is demonstrated in the synthesis of lapatinib analogues and a formal synthesis of (±)-cuspareine. Early insights suggest that the chemoselectivity observed in the reduction step is due to partial poisoning of the catalyst, after step one, thus adding to the power of the one-pot procedure.

Controllable mono-/dialkenylation of benzyl thioethers through rh-catalyzed aryl C-H activation

Under solvent control: Benzyl thioethers were alkenylated in excellent yields with broad substrate scope and the selectivity (mono- vs. disubstituted product) was controlled by the solvent and ratio of reactants (see scheme). Sequential alkenylation with two different alkenes was also carried out in a one-pot process. In addition, the thioether directing group was removed in a one-pot process with simultaneous hydrogenation of the double bond to give the toluene derivatives. Copyright