6337-34-4

Basic information

• Product Name: 2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-one
• Synonyms: 2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-one
• CAS NO: 6337-34-4
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.22
• Mol File: 6337-34-4.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 302.9°C at 760 mmHg
• Flash Point: 123.3°C
• Appearance: /
• Density: 1.131g/cm³
• Vapor Pressure: 0.000961mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: 2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-one(6337-34-4)
• EPA Substance Registry System: 2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-one(6337-34-4)

Safety Data

• Hazardous Substances Data: 6337-34-4(Hazardous Substances Data)

Usage

General Description

2,2-dimethyl-5-phenyl-1,3-dioxolan-4-one, also known as dioxolanone, is a chemical compound with the molecular formula C11H12O3. It is a cyclic organic compound that is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. Dioxolanone is known for its high reactivity and versatility, making it a popular starting material in organic synthesis. It is commonly used as a coupling agent in the formation of carbon-carbon bonds and as a reagent in the formation of heterocycles. Due to its unique structure and properties, dioxolanone is a valuable compound in the field of organic chemistry and has many potential applications in the development of new drugs and chemical products.

InChI:InChI=1/C11H12O3/c1-11(2)13-9(10(12)14-11)8-6-4-3-5-7-8/h3-7,9H,1-2H3

Upstream product

• 611-71-2 MANDELIC ACID 
• 67-64-1 acetone 
• 77-76-9 2,2-dimethoxy-propane 
• 65645-87-6 (S)-(+)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-one 
• 4358-87-6 (RS)-methyl mandelate 

Downstream Products

• 102423-80-3 2-hydroxy-2-phenyl-1-(piperidin-1-yl)ethan-1-one 
• 111838-90-5 (R,S)-1-(2,2,3,6-Tetrahydro-1-pyridyl)-2-hydroxy-2-phenylethanon 
• 1759-00-8 2-hydroxy-2-phenyl-N-(pyridin-2-yl)acetamide 
• 136962-22-6 (Z)-2,2-dimethyl-5-phenyl-5-(2-butenyl)-1,3-dioxolan-4-one 
• 136962-23-7 (E)-2,2-dimethyl-5-phenyl-5-(2-butenyl)-1,3-dioxolan-4-one 
• 141340-12-7 2,2-dimethyl-5-geranyl-5-phenyl-1,3-dioxolan-4-one 
• 129286-24-4 5-allyl-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-one 
• 136962-28-2 2,2-dimethyl-5-(2'-methylallyl)-5-phenyl-1,3-dioxolan-4-one 
• 129286-26-6 2,2-Dimethyl-5-phenyl-5-(3'-phenylallyl)-1,3-dioxolan-4-one 
• 141340-13-8 2,2-dimethyl-5-(1-methyl-2-butenyl)-5-phenyl-1,3-dioxolan-4-one 
• 136962-24-8 5-benzyl-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-one 
• 102061-03-0 2-methoxymethylpyrrolidinyl mandelamide 
• 24918-48-7 Mandelsaeure-(4-nitro-anilid) 
• 4410-33-7 N-phenyl-2-hydroxy-4-phenylacetamide 

Relevant articles and documents

An efficient synthetic approach towards fully functionalized tetronic acids: The use of 1,3-dioxolane-2,4-diones as novel protected-activated synthons of α-hydroxy acids

A new strategy for the synthesis of tetronic acids with control over the regioselective introduction of substituents at the C-5 position has been developed. The construction of the densely functionalized quaternary carbon center within these molecules is of great importance. The key element for the proposed protocol was the utilization of O-carboxyanhydrides (OCA's) of optically active α-hydroxy acids, as promising bidentate protective/activating precursors. The structure of the new compounds was investigated by using NMR spectral data and X-ray structural analyses.

Organocatalytic diastereo- And enantioselective Michael addition reactions of 5-aryl-1,3-dioxolan-4-ones

5-Aryl-1,3-dioxolan-4-one heterocycles derived from mandelic acid derivatives and hexafluoroacetone have been identified as new and effective pro-nucleophiles in highly diastereo- and enantioselective Michael addition reactions to nitro olefins catalyzed

Controlled racemization and asymmetric transformation of α-substituted carboxylic acids in the melt

The racemization and asymmetric transformation of a series of α- substituted carboxylic acids, viz. mandelic acid, hydratropic acid, ibuprofen and naproxen, were studied. Several racemization methods for mandelic acid were studied and it was found that base-catalyzed racemization in aprotic polar solvents was the most efficient method. Moreover, a fast and mild base- catalyzed racemization reaction in the melt was developed. DBN turned out to be a very efficient racemizing base for the substrates studied. Combination of the base-catalyzed racemization in the melt with known resolution processes resulted in crystallization-induced asymmetric transformations. Treating racemic ibuprofen or hydratropic acid with 1.5-2.5 equivalents of enantiopure α-methylbenzylamine and a catalytic amount of DBN resulted in the isolation of enantiomerically enriched ibuprofen or hydratropic acid with ees of up to 75% and almost quantitative yields.