1831-57-8

Basic information

• Product Name: 1,3-dioxolane, 4,4,5,5-tetramethyl-2-phenyl-
• Synonyms: 4,4,5,5-Tetramethyl-2-phenyl-1,3-dioxolane
• CAS NO: 1831-57-8
• Molecular Formula: C₁₃H₁₈O₂
• Molecular Weight: 206.2808
• Mol File: 1831-57-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 262.819°C at 760 mmHg
• Flash Point: 116.647°C
• Density: 0.974g/cm³
• Vapor Pressure: 0.017mmHg at 25°C
• Refractive Index: 1.48
• CAS DataBase Reference: 1,3-dioxolane, 4,4,5,5-tetramethyl-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dioxolane, 4,4,5,5-tetramethyl-2-phenyl-(1831-57-8)
• EPA Substance Registry System: 1,3-dioxolane, 4,4,5,5-tetramethyl-2-phenyl-(1831-57-8)

Safety Data

• Hazardous Substances Data: 1831-57-8(Hazardous Substances Data)

Usage

Physical State

Colorless liquid

Odor

Floral

Uses

a. Fragrance ingredient in perfumes, soaps, and cosmetics
b. Antimicrobial properties in industrial and personal care products

Safety Precautions

a. Harmful if ingested or inhaled
b. Can cause skin and eye irritation

Environmental Impact

a. Potential environmental hazard
b. Bioaccumulation potential
c. Toxic effects on aquatic organisms

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 26260-02-6 2-iodobenzaldehyde 
• 936-51-6 2-phenyl-1,3-dioxolane 
• 4316-35-2 acetophenone dimethyl acetal 
• 100-52-7 benzaldehyde 

Downstream Products

• 78638-87-6 2-(α-Chlorbenzyl)-4,4,5,5-tetramethyl-2-phenyl-1,3-dioxolan 
• 71380-60-4 3-hydroxy-2,3-dimethylbutan-2-yl benzoate 
• 96285-96-0 4,4,5,5-tetramethyl-2-(3-nitrophenyl)-1,3-dioxolane 
• 16837-06-2 p-(3,3,4,4-tetramethyl-2,5-dioxa-1-borolyl)nitrobenzene 
• 1354723-35-5 nona-3,4-diene-1,5-diyldibenzene 
• 72954-69-9 2-phenyl-4,4,5,5-tetramethyl-1,3-dioxolan-2-ylium dichloroiodate(I) 

Relevant articles and documents

Acid-catalyzed transacetalization from glycol to pinacol acetals

A one-pot transacetalization of glycol acetals, frequently used as protecting groups of the aldehyde function, into the more stable pinacol acetals is given. A clean transformation of aromatic and aliphatic substrates is possible with trifluoroacetic acid within 30 min at 0 °C. Glycol acetals derived from ketones (ketals) cannot be converted with this protocol. Deprotection of the pinacol acetals is possible with trifluoromethanesulfonic acid in the presence of water.

Synthesis of pinacol acetals catalyzed by (2-carboxyphenyl)diphenylphosphonium bromide

(2-Carboxyphenyl)diphenylphosphonium bromide that is readily prepared from commercial 2-(diphenylphosphino)benzoic acid and HBr is an efficient catalyst for the synthesis of pinacol acetals from a variety of aldehydes at room temperature.

Radical Hydrodeiodination of Aryl, Alkenyl, Alkynyl, and Alkyl Iodides with an Alcoholate as Organic Chain Reductant through Electron Catalysis

A simple and efficient method for radical hydrodeiodination is reported. The novel approach uses electron catalysis. In situ generated Na-alcoholates are introduced as radical chain reducing reagents and reactions work with O2as cheap initiator. Hydrodeiodination works on aryl, alkenyl, alkynyl iodides and a tert-alkyl iodide also gets reduced applying the method. Albeit less general, the method is also applicable to the reduction of aryl bromides. The novel reagent is successfully used to conduct typical reductive radical cyclization reactions and mechanistic studies are reported.