bis(methylsulfanyl)methane

• ChemBase ID: 125222
• Molecular Formular: C3H8S2
• Molecular Mass: 108.22562
• Monoisotopic Mass: 108.00674226
• SMILES: CSCSC
• Canonical SMILES: CSCSC
• InChI: InChI=1S/C3H8S2/c1-4-3-5-2/h3H2,1-2H3
• InChIKey: LOCDPORVFVOGCR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(methylsulfanyl)methane
• IUPAC Traditional name: 2,4-dithiapentane
• Synonyms: Bis(methylthio)methane; Bis(methylsulfanyl)methane; Bis(methylmercapto)methane; 2,4-Dithiapentane; Dimethylthiomethane; Formaldehyde dimethyl mercaptal; Bis(methylthio)methane; Bis(methylthio)methane; 二甲硫基甲烷; 双(甲硫基)甲烷; 双(甲硫代)甲烷; 双(甲硫基)甲烷

Database IDs

• CAS Number: 1618-26-4
• EC Number: 216-577-9
• MDL Number: MFCD00008564
• Beilstein Number: 1731143
• Merck Index: 141256
• PubChem SID: 24853560; 24871266; 24901927; 162219572
• PubChem CID: 15380
• Chemspider ID: 14639
• FEMA ID: 3878
• Wikipedia Title: 2,4-Dithiapentane
• Flavis Number: 12.118

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.8172132
• LogD (pH = 7.4): 1.8172132
• Log P: 1.8172132
• Molar Refractivity: 31.0075 cm^3
• Polarizability: 12.384975 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Immiscible in water
• Apperance: Liquid
• Melting Point: -20.5°C
• Boiling Point: 146-147°C; 147 °C(lit.); 147°C
• Flash Point: 111.2 °F; 43.89 °C; 43°C(109°F); 44 °C
• Density: 1.059; 1.059 g/cm3, liquid; 1.059 g/mL at 25 °C(lit.)
• Refractive Index: 1.5340; n20/D 1.53; n20/D 1.53(lit.)
• Viscosity: 0.00113 Pa s
• Organoleptic: cheese; horseradish; earthy; alliaceous (onion, garlic); spicy

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-36/37/38; R10
• Safety Statements: 16-26-36/37/39; 26-37; S16
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• NFPA704:
  

  2

  1
• GHS Hazard statements: H226-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥95.0% (GC); ≥99%; 95+%; 99%
• Grade: FG; Halal; Kosher; purum
• Linear Formula: CH3SCH2SCH3

DETAILS

Sigma Aldrich - 226335

Packaging
25 g in glass bottle

Sigma Aldrich - W387800

Biochem/physiol Actions
Odor at 0.1% PG
Taste at 0.10-0.30 ppm
General description
Natural Occurrence: Truffles cheese, shittake mushrooms, and lobster.
Packaging
1 sample in glass bottle
1, 2.5 kg in glass bottle
25, 100 g in glass bottle

Sigma Aldrich - 47653

Other Notes
Acyl anion equivalent useful for many transformations1,2,3,4

REFERENCES

• Lithiation produces a formyl anion equivalent, compare 1,3-Dithiane, A10505 and Bis(phenylthio)methane, L01723. Ring-opening of epoxides with the lithio-derivative is the basis of a one-pot route to cyclopropanes: Chem. Ber., 109, 669 (1976):