Tetramethylene sulfoxide

Synonym(s):Tetramethylene sulfoxide

CAS NO.：1600-44-8
Empirical Formula: C4H8OS
Molecular Weight: 104.17
MDL number: MFCD00005477
EINECS: 216-493-2
SAFETY DATA SHEET (SDS)
Update Date: 2023-11-28 16:31:44

What is Tetramethylene sulfoxide?

Chemical properties

clear colorless to yellow liquid

The Uses of Tetramethylene sulfoxide

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.]

Properties of Tetramethylene sulfoxide

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 information for Tetramethylene sulfoxide

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention.