1,3,2-DIOXATHIANE 2,2-DIOXIDE Chemical Properties

Melting point:

58-62 °C(lit.)

Boiling point:

153℃ (14 Torr)

Density 

1.332 (estimate)

vapor pressure 

10Pa at 20℃

refractive index 

1.5500 (estimate)

storage temp. 

Store at room temperature

solubility 

soluble in No data available

form 

solid

Appearance

White to off-white Solid

InChI

InChI=1S/C3H6O4S/c4-8(5)6-2-1-3-7-8/h1-3H2

InChIKey

OQYOVYWFXHQYOP-UHFFFAOYSA-N

SMILES

O1CCCOS1(=O)=O

LogP

0.06 at 20℃

EPA Substance Registry System

1,3,2-Dioxathiane, 2,2-dioxide (1073-05-8)

Safety Information

Hazard Codes 

Xn

Risk Statements 

40

Safety Statements 

22-36

RIDADR 

UN2811

WGK Germany 

3

RTECS 

TY4560000

TSCA 

TSCA listed

HazardClass 

6.1

HS Code 

2920901090

Storage Class

11 - Combustible Solids

Hazard Classifications

Carc. 2
Eye Dam. 1
Muta. 2
Skin Sens. 1B

1,3,2-DIOXATHIANE 2,2-DIOXIDE Usage And Synthesis

Uses

1,3,2-Dioxathiane 2,2-Dioxide is a reagent used in the synthesis of deoxy salacinols via coupling reaction.

General Description

Bacillus sp. CCZU11-1 catalyzed biotransformation of 1,3-propanediol cyclic sulfate (1,3-PDS) and its derivatives has been proposed. It can undergo biocatalyzed transformation to diols by Rhodococcus sp.

Flammability and Explosibility

Not classified

Synthesis

1,2-Diol/1,3-diol (50 mmol, 1.0 eq.) was dissolved in CH2Cl2 (30 mL) and the solution was cooled to 0??C. A solution of SOCl2 (65 mmol, 1.3 eq.) in CH2Cl2 (20 mL) was added via a charging funnel over 1 hr. The reaction mixture was heated to reflux for 1 h and then cooled to room temperature. H2O (50 mL) was added to the reaction mixture, the layers were separated and the organic layer was washed with H2O (50 ml x 2) and brine (30 mL), dried (Na2SO4), filtered, and the solvent evaporated in vacuum. The unpurified sulfite was dissolved in CH3CN/CCl4 (1:1) (100 mL). The solution was cooled to 0??C. Pre-cooled H2O (100 mL) was added to the mixture. A portion of solid NaIO4 (100 mmol, 2.0 eq.) and RuCl3.3H2O (500 ??mol, 0.5 mol%) were added. The reaction mixture was stirred vigorously for 1 hour. The phases were separated and the aqueous layer was extracted with ethyl acetate (300 mL). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated under vacuum to a crude product. Purify by column chromatography (eluent: cyclohexane/EtOAc). The combined organic layers were washed with brine, dried with Na2SO4 and concentrated under vacuum to give the crude expected product, which was purified by column chromatography to give the title compound 1,3,2-dioxathiane-2,2-dioxide.

1,3,2-DIOXATHIANE 2,2-DIOXIDE(1073-05-8)Related Product Information

• Hexane
• 5-BENZYLOXY-4-BENZYLOXYMETHYL-[1,3,2]DIOXATHIANE 2,2-DIOXIDE
• 4-Methyl-1,3,2-dioxathiane 2,2-dioxide
• 5-BENZYLOXY-4-BENZYLOXYMETHYL-[1,3,2]DIOXATHIIANE 2,2-DIOXIDE
• 4-HYDROXYMETHYL-2,2-DIOXO-2LAMBDA6-[1,3,2]DIOXATHIAN-5-OL
• 1,3,2-DIOXATHIANE 2,2-DIOXIDE
• 1,3-BUTYLENESULFATE
• 1,3-Propanediol, 2,2-bis(chloromethyl)-, sulfate
• 6-PHENYL-TETRAHYDRO-1,3,5,7-TETRAOXA-2-THIA-NAPHTHALENE 2,2-DIOXIDE
• Sulfuric acid, di-2-propen-1-yl ester
• DIPROPYL SULFATE
• Sulfuric acid, bis(phenylmethyl) ester
• DI-N-BUTYL SULFATE
• Sulfuric acid, diethenyl ester
• DIISOPROPYL SULFATE
• Ethanol, 2-methoxy-, sulfate (2:1)
• DIAMYL SULFATE
• Sulfuric acid, bis(4-methylphenyl) ester