55337-55-8

Basic information

• Product Name: 2-(1,3-dioxolan-2-yl)-1-phenylethanone
• CAS NO: 55337-55-8
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.2112
• Mol File: 55337-55-8.mol

Chemical Properties

• Boiling Point: 306.1°C at 760 mmHg
• Flash Point: 129.8°C
• Density: 1.145g/cm³
• Vapor Pressure: 0.000788mmHg at 25°C
• Refractive Index: 1.524
• CAS DataBase Reference: 2-(1,3-dioxolan-2-yl)-1-phenylethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1,3-dioxolan-2-yl)-1-phenylethanone(55337-55-8)
• EPA Substance Registry System: 2-(1,3-dioxolan-2-yl)-1-phenylethanone(55337-55-8)

Safety Data

• Hazardous Substances Data: 55337-55-8(Hazardous Substances Data)

Usage

Physical state

White solid

Odor

Unique

Industrial applications

Building block in organic synthesis, production of pharmaceuticals and agrochemicals

Use in perfumes

Synthesis of perfumes

Use in food industry

Flavoring agent

Potential applications

Development of new materials, reagent in biochemical research

Importance

Diverse uses and versatile chemical properties in multiple fields

Upstream product

• 15397-33-8 3-Oxo-3-phenylpropanal 
• 128592-71-2 2-(3-oxo-3-phenylpropylidene)-1,3-dioxolane 
• 83977-12-2 2-((E)-Styryl)-[1,3]dioxolane 
• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 
• 107-21-1 ethylene glycol 
• 768-03-6 Phenyl vinyl ketone 
• 4544-20-1 2-ethoxy-1,3-dioxolane 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 22432-65-1 2-butoxy-[1,3]dioxolane 
• 764-48-7 ethyleneglycol vinyl ether 
• 100-52-7 benzaldehyde 
• 98-86-2 acetophenone 
• 100058-84-2 2-(2'-hydroxy-2'-phenyl)ethyl-1,3-dioxolane 
• 134272-58-5 2-chloroethyl benzoylacetate 

Downstream Products

• 32831-01-9 3-chloro-3-phenylpropiophenone 
• 612-94-2 2-phenylnaphthalene 
• 100058-84-2 2-(2'-hydroxy-2'-phenyl)ethyl-1,3-dioxolane 
• 117272-85-2 2-bromo-2-[1,3]dioxolan-2-yl-1-phenyl-ethanone 
• 111587-72-5 2-[1,3]dioxolan-2-yl-1-phenyl-ethanone-(2,4-dinitro-phenylhydrazone) 
• 97786-14-6 2-[1,3]dioxolan-2-yl-1-phenyl-1-pyridin-2-yl-ethanol 
• 1006-67-3 5-phenylisoxazole 
• 1006-65-1 3-phenylisoxazole 
• 5653-29-2 2-(1,3-dithiolan-2-yl)-1-phenylethan-1-one 

Relevant articles and documents

Visible-light-promoted oxidative coupling of styrene with cyclic ethers

A new visible-light-promoted oxidative coupling of vinylarenes with cyclic ethers has been developed using rose bengal as photocatalyst and tert-butyl hydrogenperoxide (TBHP) as oxidant under ambient air at room temperature. A library of α-oxyalkylated ketones with broad functionalities has been synthesized in moderate to good yields. A radical mechanism is suggested for the present protocol.

Sc(OTf)3-Catalyzed Addition of Bromomagnesium 2-Vinyloxy Ethoxide to Various Aldehydes Leading to Protected Aldol Products

The addition of bromomagnesium 2-vinyloxy ethoxide to various aldehydes in the presence of 10 mol% Sc(OTf)3 provides a broad range of functionalized protected aldol compounds. The enantioselective preparation of these aldols can be achieved via a Swern oxidation-CBS reduction sequence. Use of the dioxolane derived from 2-bromocyclohexanone provides the expected aldol product as the anti diastereoisomer (dr >99:1).

Regioselective oxyalkylation of vinylarenes catalyzed by diatomite-supported manganese oxide nanoparticles

A regioselective oxyalkylation reaction of vinylarenes with cyclic ethers was developed under the catalysis of a new heterogeneous catalyst, the diatomite-supported Mn3O4 nanoparticles (SMONP-1). The use of this heterogeneous catalyst provided a novel approach for the synthesis of α-carbonyled β-alkylated aryl derivatives via a sp3 C-H bond functionalization under mild aerobic conditions.

CuBr-mediated oxyalkylation of vinylarenes under aerobic conditions via cleavage of sp3 C-H bonds α to oxygen

A novel difunctionalization reaction of vinylarenes with cyclic ethers has been developed by copper catalysis via direct activation of α-sp 3 C-H bonds of oxygen In the presence of 1 -1.2 equiv of TBHP under mild aerobic conditions. The reactio

First reference to the alkoxymetallation of diisobutylaluminium and bromomagnesium-2-vinyloxy ethoxide to the corresponding (1,3-dioxolan-2- yl)methyl organometallics

Diisobutylaluminium and bromomagnesium-2-vinyloxy-ethoxide add at carbonyl compounds in the manner of (1,3-dioxolan-2-yl)methyl organometallics, giving the carbon-carbon addition products. It is assumed that the aluminium and magnesium compounds of 2-viny

REACTION OF 1-PHENYLVINYL TRIMETHYLSILYL ETHER WITH 2-ALKOXY-1,3-DIOXACYCLOALKANES

The reaction of 1-phenylvinyl trimethylsilyl ether with 2-alkoxy-1,3-dioxacycloalkanes takes place smoothly at moderate temperatures and with good yields.The reaction makes it possible to synthesize cyclic β-keto acetals under mild conditions.

One-Pot Preparation of Alcohols from Aromatic Olefins and Acrylic Acid Derivatives by Cobalt(II) Porphyrin-Catalyzed Reductive Oxygenation Followed by Reduction with Trimethyl Phosphite

Various aromatic olefins and acrylic acid derivatives were converted to benzyl alkohols and α-hydroxyalkanoic acid derivatives in good yields by the reductive oxygenation with oxygen and triethylsilane in the presence of catalytic amount of cobalt(II) porphyrin followed by treating the reaction mixture with trimethyl phosphite.

Reaction of β-keto ethyleneacetals with hydroxylamine: A correction

A reaction of 2-(2-nitrobenzoylmethyl)-1,3-dioxolane (3) with hydroxylamine, followed by acid catalyzed cyclization, produced 5-(2- nitrophenyl)isoxazole (5) as the only isolable product, whereas 2- (benzoylmethyl)-1,3-dioxolane (9) under identical condit

Cobalt(II) Porphyrin-Catalyzed Oxidation of Olefins to Ketones with Molecular Oxygen and Triethylsilane in 2-Propanol

An efficient conversion of olefins to ketones was achieved by the use of molecular oxygen and triethylsilane in the presence of a catalytic amount of cobalt(II) complex of porphyrin.The oxidation was accelerated remarkably in alcohols and had chomoselectivity for conjugated olefins.

Acylketene acetals in organic synthesis

The preparation and reactivity of achiral and enantiomerically pure acylketene acetals are described. The key reactions of these substrates involve facile conjugate hydroboration and organolithium addition. Enantiomerically pure acylketene acetals were employed to generate a homochiral β-keto ketal through a highly diastereoselective lithium enolate quench. This β-ketal, which was also prepared through a desymmetrization ketalization reaction on a meso dione, was employed in the synthesis of the insect pheromone sitophilure.