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528013

Sigma-Aldrich

Dimethyl disulfide

≥99%

Synonym(s):

DMDS, Methyl disulfide

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About This Item

Linear Formula:
CH3SSCH3
CAS Number:
624-92-0
Molecular Weight:
94.20
Beilstein:
1730824
EC Number:
210-871-0
MDL number:
MFCD00008561
UNSPSC Code:
12352200
PubChem Substance ID:
24874662
NACRES:
NA.22

vapor density

3.24 (vs air)

Quality Level

100

vapor pressure

22 mmHg ( 20 °C)

Assay

≥99%

autoignition temp.

>572 °F

expl. lim.

16 %

availability

available only in EU

refractive index

n20/D 1.525 (lit.)

bp

109 °C (lit.)

mp

−85 °C (lit.)

density

1.046 g/mL at 25 °C (lit.)

SMILES string

CSSC

InChI

1S/C2H6S2/c1-3-4-2/h1-2H3

InChI key

WQOXQRCZOLPYPM-UHFFFAOYSA-N

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Application

Dimethyl disulfide can be used:
  • For the sulfidation of WS2 nanoparticles during the preparation of WS2/SBA15 mesoporous silica composite.
  • In the copper-catalyzed sulfenylation of 2,3-allenoic acids to afford 4-sulfenylated butenolides.
  • To synthesize various aryl sulfides by nickel-catalyzed thiolation of aryl iodides.
  • Along with triflic anhydride, as a promoter for glycosylation reaction.
  • In the copper-catalyzed 1,2-hydroxysulfenylation of alkenes to synthesize 1,2-acetoxysulfides.
  • In the synthesis of sulfur containing polycyclic aromatic hydrocarbons such as dibenzoannelated tetrathienoacene.

Legal Information

Product of Arkema

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Sens. 1 - STOT SE 1 Inhalation - STOT SE 3

Target Organs

Central nervous system, Upper respiratory tract

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

59.0 °F - closed cup

Flash Point(C)

15 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A New, Powerful Glycosylation Method: Activation of Thioglycosides with Dimethyl Disulfide? Triflic Anhydride.
Tatai J and Fugedi P
Organic Letters, 9(22), 4647-4650 (2007)
High loading of short WS2 slabs inside SBA-15: promotion with nickel and performance in hydrodesulfurization and hydrogenation.
Vradman L, et al.
J. Catal., 213(2), 163-175 (2003)
Alkyl-or arylthiolation of aryl iodide via cleavage of the S? S bond of disulfide compound by Nickel Catalyst and Zinc.
Taniguchi N
The Journal of Organic Chemistry, 69(20), 6904-6906 (2004)
Dibenzoannelated tetrathienoacene: synthesis, characterization, and applications in organic field-effect transistors.
Huang J, et al.
Organic Letters, 14(13), 3300-3303 (2012)
Copper-catalyzed 1, 2-hydroxysulfenylation of alkene using disulfide via cleavage of the s? s bond.
Taniguchi N
The Journal of Organic Chemistry, 71(20), 7874-7876 (2006)
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