116857-05-7

Basic information

• Product Name: trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one
• Synonyms: trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one
• CAS NO: 116857-05-7
• Molecular Formula: C4H4Cl2O4
• Molecular Weight: 186.97816
• Product Categories: Intermediates;Chiral Reagents, Heterocycles, Intermediates;Chiral Reagents;Heterocycles
• Mol File: 116857-05-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 252.3±30.0 °C(Predicted)
• Appearance: /
• Density: 1.46±0.1 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform, DMSO (Slightly), Methanol (Slightly)
• Stability: Moisture Sensitive
• CAS DataBase Reference: trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one(116857-05-7)
• EPA Substance Registry System: trans-4,5-Dichloro-4,5-diMethyl-1,3-dioxolan-2-one(116857-05-7)

Safety Data

• Hazardous Substances Data: 116857-05-7(Hazardous Substances Data)

Usage

Uses

trans-4,5-Dichloro-4,5-dimethyl-1,3-dioxolan-2-one is a dioxolone derivative used in the preparation of various prodrugs.

Upstream product

• 75-44-5 phosgene 
• 431-03-8 dimethylglyoxal 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 37830-90-3 4,5-Dimethyl-1,3-dioxole-2-one 

Relevant articles and documents

The addition of phosgene to 2,3-butanedione: A facile synthetic entry into the 4,5-dichloro-1,3-dioxolan-2-one family

The addition of phosgene to 1,2-Diketones at room temperature constitutes a facile entry into the 1,3-dioxolan-2-one family.

A Convenient and Practical Preparation of 4-Chloromethyl-5-methyl-1,3-dioxol-2-one

A new synthetic method for 4-chloromethyl-5-methyl-1,3-dioxol-2-one (1c), which is useful for preparing prodrugs, has been developed.Ene-chlorination of 4,5-dimethyl-1,3-dioxol-2-one (2) with chlorine or sulfuryl chloride afforded 4-chloro-4-methyl-5-methylene-1,3-dioxolan-2-one (3) in good yield.Compound 3 underwent allylic rearrangement to afford 1c quantitatively.The overall yield of 1c from 2 was approximately 80percent. Keywords---4-chloromethyl-5-methyl-1,3-dioxol-2-one; 4,5-dimethyl-1,3-dioxol-2-one; 4-chloro-4-methyl-5-methylene-1,3-dioxolan-2-one; ene-chlorination; allylic rearrangement; (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl group; promoiety; prodrug