Tetramethylene sulfoxide Property

Boiling point:

235-237 °C(lit.)

Density 

1.158 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.52(lit.)

Flash point:

>230 °F

form 

Liquid

color 

Clear colorless to yellow

Water Solubility 

Fully miscible in water.

BRN 

105274

Dielectric constant

5.6（25℃）

CAS DataBase Reference

1600-44-8(CAS DataBase Reference)

EPA Substance Registry System

Thiophene, tetrahydro-, 1-oxide (1600-44-8)

Safety

Safety Statements 

24/25

WGK Germany 

3

RTECS 

XN0830000

TSCA 

T

HS Code 

29041000

Toxicity

mouse,LD50,intraperitoneal,3500mg/kg (3500mg/kg),International Journal of Radiation Biology and Related Studies in Physics, Chemistry and Medicine. Vol. 3, Pg. 41, 1961.

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

Tetramethylene sulfoxide Chemical Properties,Usage,Production

Chemical Properties

clear colorless to yellow liquid

Uses

In a comparative study of aromatic fluorodenitration with Potassium fluoride, in several dipolar aprotic solvents, a much faster reaction rate was observed with DMSO or tetramethylene sulfoxide than with the more commonly used Sulfolane.

Definition

ChEBI: Tetrahydrothiophene 1-oxide is a member of tetrahydrothiophenes.

Synthesis Reference(s)

Journal of the American Chemical Society, 63, p. 2939, 1941 DOI: 10.1021/ja01856a021
The Journal of Organic Chemistry, 50, p. 1787, 1985 DOI: 10.1021/jo00210a055
Synthetic Communications, 24, p. 2393, 1994 DOI: 10.1080/00397919408010545

Purification Methods

Shake the oxide with BaO for 4 days, then distil it from CaH2 under reduced pressure. [Beilstein 17 III/IV 36, 17/1 V 38.]