All Photos(1)

283134

Sigma-Aldrich

Hexamethyldisilathiane

synthesis grade

Synonym(s):
Bis(trimethylsilyl) sulfide, HMDS, (TMS)2S, NSC 252160
Linear Formula:
(CH3)3SiSSi(CH3)3
CAS Number:
Molecular Weight:
178.44
Beilstein:
1698358
EC Number:
MDL number:
PubChem Substance ID:

form

liquid

Quality Level

quality

synthesis grade

refractive index

n20/D 1.4586 (lit.)

bp

164 °C (lit.)

density

0.846 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)S[Si](C)(C)C

InChI

1S/C6H18SSi2/c1-8(2,3)7-9(4,5)6/h1-6H3

InChI key

RLECCBFNWDXKPK-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Hexamethyldisilathiane may be used in the bis-O-demethylation of dimethoxy aromatic compounds.
It may also be used as a sulfur source in the following conversion:
  • Amides and lactams to their corresponding sulfur analogs.
  • Allyl alcohols to diallyl sulfides.
  • Transition metal halides to metal sulfides.
  • Aryl iodides to diaryl sulfides.

Packaging

1, 5, 500 g in glass bottle

Pictograms

FlameSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

73.4 °F - closed cup

Flash Point(C)

23 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Conversion of amides and lactams to thioamides and thiolactams using hexamethyldisilathiane.
Smith DC
The Journal of Organic Chemistry, 59(2), 348-354 (1994)
Counterattack reagents sodium trimethylsilanethiolate and hexamethyldisilathiane in the bis-O-demethylation of aryl methyl ethers.
Hwu JR
The Journal of Organic Chemistry, 55(24), 5987-5991 (1990)
The use of hexamethyldisilathiane for the synthesis of transition metal sulfides.
Carmalt CJ
Polyhedron, 22(9), 1255-1262 (2003)
Direct synthesis of diallyl sulfides from allyl alcohols and hexamethyldisilathiane.
Tsay SC
Tetrahedron, 49(40), 8969-8976 (1993)
Copper-Catalyzed Production of Diaryl Sulfides Using Aryl Iodides and a Disilathiane.
Ogiwara Y
Synlett (2017)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service