3674-77-9

Basic information

• Product Name: 1,3-Dioxolane,2-methyl-2-phenyl-(6CI,7CI,8CI,9CI)
• Synonyms: 1,3-Dioxolane,2-methyl-2-phenyl-(6CI,7CI,8CI,9CI);2-Methyl-2-phenyl-1,3-dioxolane;Acetophenone ethylene acetal
• CAS NO: 3674-77-9
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• Product Categories: PHENYL
• Mol File: 3674-77-9.mol
• Article Data: 80

Chemical Properties

• Melting Point: 62 °C
• Boiling Point: 236.1°C at 760 mmHg
• Flash Point: 97.1°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 0.0739mmHg at 25°C
• Refractive Index: 1.512
• CAS DataBase Reference: 1,3-Dioxolane,2-methyl-2-phenyl-(6CI,7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane,2-methyl-2-phenyl-(6CI,7CI,8CI,9CI)(3674-77-9)
• EPA Substance Registry System: 1,3-Dioxolane,2-methyl-2-phenyl-(6CI,7CI,8CI,9CI)(3674-77-9)

Safety Data

• Hazardous Substances Data: 3674-77-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 4605, 1996 DOI: 10.1016/0040-4039(96)00888-X

InChI:InChI=1/C10H12O2/c1-10(11-7-8-12-10)9-5-3-2-4-6-9/h2-6H,7-8H2,1H3

Upstream product

• 104-15-4 toluene-4-sulfonic acid 
• 107-21-1 ethylene glycol 
• 98-86-2 acetophenone 
• 71-43-2 benzene 
• 75-21-8 oxirane 
• 917-54-4 methyllithium 
• 4316-35-2 acetophenone dimethyl acetal 
• 7381-30-8 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane 
• 108-86-1 bromobenzene 
• 764-48-7 ethyleneglycol vinyl ether 
• 591-50-4 iodobenzene 
• 17763-67-6 Phenyl triflate 
• 2916-31-6 2,2-dimethyl-1,3-dioxolane 
• 5684-32-2 2-methyl-2-phenyl-[1,3]oxathiolane 

Downstream Products

• 854840-71-4 3-methyl-3-phenyl-[1,4]dioxanecarboxylic acid ethyl ester 
• 3418-21-1 2-(bromomethyl)-2-phenyl-1,3-dioxolane 
• 4799-66-0 2-(1-phenylethoxy)ethanol 
• 939-55-9 2-chloroethyl benzoate 
• 98-83-9 isopropenylbenzene 
• 4316-35-2 acetophenone dimethyl acetal 
• 4396-98-9 2-phenylhexan-2-ol 
• 92595-81-8 [2-(2-Methyl-[1,3]dioxolan-2-yl)-phenyl]-diphenyl-methanol 
• 18157-17-0 (2-chloroethoxy)trimethylsilane 
• 107-46-0 Hexamethyldisiloxane 
• 934-53-2 cumenyl chloride 
• 14629-57-3 1-phenyl-1-methyl-1-trimethylsiloxyethane 
• 53173-01-6 (1,1-diphenylethoxy)-trimethylsilane 
• 947-40-0 1-chloro-1,1-diphenyl-ethane 

Relevant articles and documents

Selective Acetalization of ethylene glycol with methyl 2-napthyl ketone over solid acids: Efficacy of acidic clay supported Cs2.5H0.5PW12O40

Catalytic conversion of biomass to value added products is relevant with regard to several industries. Biomass derived ethylene glycol has many applications. Acetalization is used to synthesize valuable chemicals and also occasionally to protect carbonyl

Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant

A nickel-catalyzed reductive decyanation of aromatic nitriles has been developed, in which the readily available and abundant ethanol was applied as the hydride donor. Various functional groups on the aromatic rings, such as alkoxyl, amino, imino and amide, were compatible in this catalytic protocol. Heteroaryl, benzylic and alkenyl nitriles were also tolerated. Mechanistic investigation indicated that ethanol provided hydride efficientlyviaβ-hydride elimination in this reductive decyanation.

Utilization of 1,3-Dioxolanes in the Synthesis of α-branched Alkyl and Aryl 9-[2-(Phosphonomethoxy)Ethyl]Purines and Study of the Influence of α-branched Substitution for Potential Biological Activity

Syntheses of α-branched alkyl and aryl substituted 9-[2-(phosphonomethoxy)ethyl]purines from substituted 1,3-dioxolanes have been developed. Key synthetic precursors, α-substituted dialkyl [(2-hydroxyethoxy)methyl]phosphonates were prepared via Lewis acid mediated cleavage of 1,3-dioxolanes followed by reaction with dialkyl or trialkyl phosphites. The best preparative yields were achieved under conditions utilizing tin tetrachloride as Lewis acid and triisopropyl phosphite. Attachment of purine bases to dialkyl [(2-hydroxyethoxy)methyl]phosphonates was performed by Mitsunobu reaction. Final α-branched 9-[2-(phosphonomethoxy)ethyl]purines were tested for antiviral, cytostatic and antiparasitic activity, the latter one determined as inhibitory activity towards Plasmodium falciparum enzyme hypoxanthine-guanine-xanthine phosphoribosyltransfesase. In most cases biological activity was only marginal.

Reductive Denitration of Nitroarenes

The Pd-catalyzed reductive denitration of nitroarenes has been achieved via a direct cleavage of the C-NO2 bonds. The catalytic conditions reported exhibit a broad substrate scope and good functional-group compatibility. Notably, the use of inexpensive propan-2-ol as a mild reductant suppresses the competitive formation of anilines, which are normally formed by other conventional reductions. Mechanistic studies have revealed that alcohols serve as efficient hydride donors in this reaction, possibly through β-hydride elimination from palladium alkoxides.