181419-89-6

Basic information

• Product Name: Benzoic acid, 2-(3,3-diethoxy-1-propynyl)-, methyl ester
• CAS NO: 181419-89-6
• Molecular Formula: C15H18O4
• Molecular Weight: 262.306
• Mol File: 181419-89-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-(3,3-diethoxy-1-propynyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-(3,3-diethoxy-1-propynyl)-, methyl ester(181419-89-6)
• EPA Substance Registry System: Benzoic acid, 2-(3,3-diethoxy-1-propynyl)-, methyl ester(181419-89-6)

Safety Data

• Hazardous Substances Data: 181419-89-6(Hazardous Substances Data)

Upstream product

• 10160-87-9 Propiolaldehyde diethyl acetal 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 88-67-5 2-Iodobenzoic acid 

Downstream Products

• 34328-51-3 1-oxo-1H-isochromene-3-carbaldehyde 
• 181420-41-7 2-[(Z)-3,3-Diethoxy-2-(4-methoxy-phenyl)-propenyl]-benzoic acid methyl ester 

Relevant articles and documents

Silver triflate/: P -TSA co-catalysed synthesis of 3-substituted isocoumarins from 2-alkynylbenzoates

In this paper, we describe the silver triflate/p-toluenesulfonic acid co-catalysed synthesis of seventeen isocoumarins and two thieno[2,3-c]pyran-7-ones starting from 2-alkynylbenzoates and 3-alkynylthiophene-2-carboxylates, respectively. The reaction proceeds with absolute regioselectivity under mild reaction conditions and low catalyst loading, to afford the desired products in good to excellent yields. A conceivable reaction mechanism is proposed and supported by isotope-exchange tests, 1H NMR studies and ad hoc experiments.

Palladium-catalysed hydroarylation and hydrovinylation of 3,3-dialkoxy-1-aryl-1-propynes. An approach to 3-aryl- and 3-vinylquinolines

Acetylenic acetals and ketals have been reacted with aryl and vinyl halides to generate hydroarylation and hydrovinylation products. The reaction proceeds with high regioselectivity. The carbopalladation step appears to be mainly controlled by steric effects and the new carbon-carbon bond is generated preferentially on the carbon bearing the acetal group. The reaction has been employed to develop a regioselective synthesis of 3-aryl and 3-vinylquinolines.