4440-90-8

Basic information

• Product Name: 4,5-dimethyl-1,3,2-dioxathiolane 2-oxide
• Synonyms: 4,5-dimethyl-1,3,2-dioxathiolane 2-oxide;4,5-Dimethyl-2-oxo-1,3.2-dioxathiolane ,98%;sym-Dimethylethylene sulfite;4,5-Dimethyl-2-oxo-1,3.2-dioxathiolane
• CAS NO: 4440-90-8
• Molecular Formula: C₄H₈O₃S
• Molecular Weight: 136.16952
• EINECS: 224-661-1
• Mol File: 4440-90-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 176.3 °C at 760 mmHg
• Flash Point: 60.4 °C
• Appearance: /
• Density: 1.35 g/cm³
• Vapor Pressure: 1.48mmHg at 25°C
• Refractive Index: 1.524
• CAS DataBase Reference: 4,5-dimethyl-1,3,2-dioxathiolane 2-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dimethyl-1,3,2-dioxathiolane 2-oxide(4440-90-8)
• EPA Substance Registry System: 4,5-dimethyl-1,3,2-dioxathiolane 2-oxide(4440-90-8)

Safety Data

• Statements: 20/21/22
• Safety Statements: 3/9-36/37
• Hazardous Substances Data: 4440-90-8(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

InChI:InChI=1/C4H8O3S/c1-3-4(2)7-8(5)6-3/h3-4H,1-2H3

Upstream product

• 925669-95-0 2,3-cis-epoxybutane 
• 21490-63-1 2,3-trans-epoxybutane 
• 6982-25-8 d,l-2,3-butanediol 
• 1029272-42-1 (2R,3S)-2,3-butanediol 
• 616-42-2 dimethylsulfite 
• 513-85-9 2.3-butanediol 

Downstream Products

• 1758-32-3 2,3-epoxybutane 
• 78-93-3 butanone 
• 106-99-0 buta-1,3-diene 
• 4440-89-5 4,5-dimethylethylene (trans,trans) sulphate 

Relevant articles and documents

A novel preparation of cyclic sulfites through photosulfoxidation of alkenes

The cyclic sulfite, 4-ethyl-5-methyl-1,3,2-dioxathiolane 2-oxide, has been prepared by the photosulfoxidation of trans-2-pentene, and the quantum yield for the reaction has been determined. The proposed mechanism involves the reaction of a charge transfer complex formed between sulfur dioxide and the alkene, and is consistent with the participation of the triplet state of the former.

Aluminum-Catalyzed Formation of Functional 1,3,2-Dioxathiolane 2-Oxides from Sulfur Dioxide: An Easy Entry towards N-Substituted Aziridines

Aluminum(III) complexes derived from aminotriphenolate ligands are shown to be excellent catalysts for the formation of cyclic sulfites from a range of (functionalized) terminal and internal epoxides, and ex situ generated sulfur dioxide. The developed catalytic protocol is characterized by its operational simplicity, wide scope in epoxide reaction partners, good to excellent isolated yields and mild reaction conditions [50–70 °C, p(SO2) a three-step protocol. (Figure presented.).