41398-67-8

Basic information

• Product Name: Benzene, 1-methoxy-2-(phenylethynyl)-
• CAS NO: 41398-67-8
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Mol File: 41398-67-8.mol
• Article Data: 169

Chemical Properties

• CAS DataBase Reference: Benzene, 1-methoxy-2-(phenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methoxy-2-(phenylethynyl)-(41398-67-8)
• EPA Substance Registry System: Benzene, 1-methoxy-2-(phenylethynyl)-(41398-67-8)

Safety Data

• Hazardous Substances Data: 41398-67-8(Hazardous Substances Data)

Upstream product

• 492-95-5 2-methoxyphenyldiazonium tetrafluoroborate 
• 536-74-3 phenylacetylene 
• 1719-19-3 2-Methyl-4-phenyl-3-butyn-2-ol 
• 766-51-8 2-Chloroanisole 
• 578-57-4 2-bromoanisole 
• 934-56-5 trimethyl(phenyl)stannane 
• 90585-32-3 1,1-dibromo-2-(2-methoxyphenyl)ethene 
• 4440-01-1 lithium phenylacetylide 
• 31600-86-9 2-methoxyphenyllithium 
• 529-28-2 4-iodoanisol 
• 113195-42-9 1-(2-methoxybenzoyl)benzylidene(triphenyl)phosphorane 
• 6928-78-5 Bis(phenylethynyl)magnesium 
• 591-50-4 iodobenzene 
• 767-91-9 1-ethynyl-2-methoxybenzene 

Downstream Products

• 1898-14-2 (Z)-1-(2-methoxyphenyl)-2-phenylethene 
• 14310-33-9 1-(o-methoxyphenyl)-2-phenylethane 
• 109004-61-7 3-(methylthio)-2-phenylbenzofuran 
• 1238892-15-3 3-(butylselanyl)-2-phenylbenzo[b]furan 
• 1238892-16-4 2-phenyl-3-[(3-trifluoromethylphenyl)selanyl]benzo[b]furan 
• 1238892-14-2 3-[(4-chlorophenyl)selanyl]-2-phenylbenzo[b]furan 

Relevant articles and documents

Acid-promoted selective synthesis of trifluoromethylselenolated benzofurans with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate

A Br?nsted acid-promoted trifluoromethylselenolation of benzofurans was disclosed by using Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate as a stable and easily prepared electrophilic trifluoromethylselenolating reagent. A wide range of SeCF3-substituted benzofuran derivatives were obtained in moderate to good yields with excellent regioselectivity. The tandem cyclization/trifluoromethylselenolation procedure of 1-methoxy-2-(arylethynyl)benzenes were also realized by engaging FeCl3 as the catalyst.

Facile one-pot synthesis of diarylacetylenes from arylaldehydes: Via an addition-double elimination process

A practical one-pot protocol has been developed to synthesize diarylacetylenes from arylaldehydes by treatment with 1-(arylmethyl)benzotriazoles and LiN(SiMe3)2. The reaction proceeded through imine formation, Mannich-type addition and double elimination to deliver products in up to 99% yields with broad substrate scope. In addition, gram-scale synthesis of 1-bromo-4-(phenylethynyl)benzene has been demonstrated.

Ligand-Promoted Alkynylation of Aryl Ketones: A Practical Tool for Structural Diversity in Drugs and Natural Products

Conversion of the numerous aryl ketones into aryl electrophiles via Ar-C(O) cleavage remains a challenging yet highly desirable transformation in Sonogashira-type coupling. Herein, we report a palladium-catalyzed ligand-promoted alkynylation of unstrained aryl ketones. The protocol allows the alkynylation to be carried out in a one-pot procedure with broad functional-group tolerance and substrate scope. The potential applications of this protocol in drug discovery and chemical biology are further demonstrated by late-stage diversification of a number of pharmaceuticals and natural products. More importantly, two different biologically important fragments derived from a pharmaceutical and natural product could be connected by the consecutive alkynylation of ketones. Distinct from aryl halides in conventional Sonogashira reactions, the protocol provides a practical tool for the 1,2-bifunctionalization of aryl ketone by merging ketone-directed ortho-C-H activation with ligand-promoted ipso-Ar-C(O) alkynylation.