sodium methylsulfanide

• ChemBase ID: 85762
• Molecular Formular: CH3NaS
• Molecular Mass: 70.08929
• Monoisotopic Mass: 69.98531538
• SMILES: [S-]C.[Na+]
• Canonical SMILES: [S-]C.[Na+]
• InChI: InChI=1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1
• InChIKey: RMBAVIFYHOYIFM-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium methylsulfanide
• IUPAC Traditional name: sodium methanethiolate
• Synonyms: Sodium methanethiolate; Sodium thiomethoxide; Sodium methanethiolate; sodium methyl mercaptide; sodium thiomethylate; methanethiol sodium sale; methyl mercaptan sodium salt; Methylthiosodium; Sodium Methanesulfenate; Sodium Methanethiolate (~20% in Water); SodiuMMethanethiolate; Sodium thiomethoxide; Methanethiol sodium salt; Sodium methanethiolate; 甲基硫醇钠; 甲烷硫醇 钠盐; 甲硫醇钠; 甲硫醇钠

Database IDs

• CAS Number: 5188-07-8
• EC Number: 225-969-9
• MDL Number: MFCD00174316
• Beilstein Number: 3592983
• PubChem SID: 24856962; 24886293; 162072878
• PubChem CID: 4378561
• Chemspider ID: 71198
• Wikipedia Title: Sodium_methanethiolate

CALCULATED PROPERTIES

• Acid pKa: 10.336813
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 0.8365644
• LogD (pH = 7.4): 0.8361044
• Log P: 0.83657026
• Molar Refractivity: 14.9829 cm^3
• Polarizability: 5.8336926 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: soluble in water
• Apperance: Clear Colorless Liquid; yellow-red
• Flash Point: 27°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Corrosive/Highly Flammable/Stench/Light Sensitive/Moisture Sensitive/Air Sensitive/Store under Argon/Keep Cold
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 3263
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 11-31-34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H228-H314
• GHS Precautionary statements: P210-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3263 8/PG 3
• Supplemental Hazard Statements: Contact with acids liberates toxic gas.

Product Information

• Purity: ≥90% (RT); 95%; 98%
• Grade: technical
• Salt Data: Na+
• Linear Formula: CH3SNa

DETAILS

Sigma Aldrich - 71742

Other Notes
Strong nucleophile used for the synthesis of methyl aryl sulfides from halo-arenes1,2; Alkanethiolates are efficient reagents for SN2 dealkylation of esters and aryl ethers3,4
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 281018

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Used to prepare a C-21 thioether of methyl 16-prednisolonecarboxylate by mesylate displacement.1
Packaging
1, 5, 25 g in glass bottle

Toronto Research Chemicals - S644800

Strong nucleophile used for the synthesis of methyl aryl sulfides from halo-arenes. Alkanethiolates are efficient reagents for SN2 dealkylation of esters and aryl ethers.

REFERENCES

• Le Brazidec, J., et al.: J. Med. Chem., 47, 3865 (2004)
• Grem, J., et al.: J. Clin. Oncol., 23, 1885 (2004)
• Levason, W., et al.: Dalton Trans, 439 (2004)