| Identification | More | [Name]
Sodium thiomethoxide | [CAS]
5188-07-8 | [Synonyms]
METHANETHIOL SODIUM SALT
METHYL MERCAPTAN SODIUM SALT
SODIUM METHANETHIOLATE
SODIUM METHYL MERCAPTIDE
SODIUM METHYL SULFIDE
SODIUM THIOMETHOXIDE
Sodium thiomethoxyde
SODIUM THIOMETHOXIDE, 21 VOL. % SOLN IN WATER, A PRODUCT OF ELF ATOCHEM (SMM)
1-Methanethiolsodiumsalt
Sodium methanethiol
Sodium methylthiolate
Sodium thiomethylate
Sodium thiomethoxide, pure, 95%
Sodium thiomethoxide, Methanethiol sodium salt
SODIUM METHYLMERCAPTAN
METHYL MERCAPTAN SODIUM SALT: 15% IN WATER
Methyl Mercaptan Sodium Salt (ca. 15% in Water)
Methanethiol sodium salt, Sodium methanethiolate, Sodium thiomethoxide
Sodium thiomethoxide, 95%, pure
Sodiothiomethane | [EINECS(EC#)]
225-969-9 | [Molecular Formula]
CH3NaS | [MDL Number]
MFCD00174316 | [Molecular Weight]
70.09 | [MOL File]
5188-07-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Very faint yellowish red clear liquid | [density ]
1.12[at 20℃] | [vapor pressure ]
29hPa at 25℃ | [Fp ]
27°C | [storage temp. ]
Flammables area | [solubility ]
soluble in Water | [form ]
Powder | [color ]
White to off-white | [Water Solubility ]
soluble | [Merck ]
5956 | [BRN ]
3592983 | [InChI]
InChI=1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1 | [InChIKey]
RMBAVIFYHOYIFM-UHFFFAOYSA-M | [SMILES]
CS[Na] | [LogP]
-2.33 at 20℃ | [CAS DataBase Reference]
5188-07-8(CAS DataBase Reference) | [EPA Substance Registry System]
5188-07-8(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
  
GHS02,GHS05,GHS07 | [Signal word ]
Danger | [Hazard statements ]
H226-H302-H314 | [Precautionary statements ]
P210-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P305+P351+P338+P310 | [Hazard Codes ]
C,F | [Risk Statements ]
R31:Contact with acids liberates toxic gas.
R34:Causes burns.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 3263 8/PG 3 | [WGK Germany ]
3 | [F ]
1-34-10-13 | [TSCA ]
TSCA listed | [REACH Registrations]
Active | [HazardClass ]
4.3 | [PackingGroup ]
II | [HS Code ]
29309090 | [Storage Class]
4.1B - Flammable solid hazardous materials | [Hazard Classifications]
Acute Tox. 3 Oral
Flam. Sol. 1
Skin Corr. 1A |
| Hazard Information | Back Directory | [Description]
Sodium methanethiolate or sodium thiomethoxide (CH3SNa, MeSNa) is the sodium conjugate base of methanethiol. This compound is commercially available as a white solid. Sodium Methanethiolate is used as a nucleophile in organic synthesis. This compound is also being used as a reagent to synthesize thiol-based suberoylanilide hydroxamic acid (SAHA) analogues, compounds that act as potent histone deacetylase inhibitors. It reacts with trifluoroacetic acid and water to produce the active form of sodium trifluoroacetate. The reaction mechanism is likely due to the formation of a bicyclic heterocycle that has been shown to be effective against a number of bacteria.
| [Chemical Properties]
Very faint yellowish red clear liquid | [Uses]
Sodium thiomethoxide is a 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.
| [Reactivity Profile]
Sodium thiomethoxide is a powerful nucleophile that can be used to prepare methylthioether and other organic compounds like ethyl bromide. Its hydrolysis in moist air produces methanethiol, which has a low odor threshold and a noxious fecal smell. | [reaction suitability]
core: sodium | [Synthesis]
Sodium thiomethoxide is prepared by reacting sodium with 2-propanol under a nitrogen atmosphere, followed by the introduction of methyl mercaptan, solvent removal, and washing with anhydrous ethyl ether; isotopomers can also be generated in situ from S-methylisothiourea salts[1][2]. | [Purification Methods]
Dissolve the salt (10g) in EtOH (10mL) and add Et2O (100mL). Cool and collect the precipitate, wash it with Et2O and dry it in a vacuum. It is a white powder which is very soluble in EtOH and H2O. [Billmann & Jensen Bull Soc Chim Fr 3 2318 1936, Beilstein 1 III 1212.] | [References]
[1]Kornblum, N., Carlson, S. C., & Smith, R. G. (1979). Substitution reactions which proceed via radical anion intermediates. 20. Replacement of the nitro group by hydrogen. Journal of the American Chemical Society, 101(3), 647–657. https://doi.org/10.1021/ja00497a028
[2]Mohamed, A. H., Ballantine, R. D., Shen, L., Mouhsine, B., Chenon, M., Robert, V., Pifferi, C., Beltramo, M., Alami, M., Audisio, D., Aucagne, V., & Messaoudi, S. (2026). Rapid Methylthiolation of (Hetero)Aryl Halides at Room Temperature Using Sodium Thiomethoxide via Palladium‐Catalysis. Chemistry – A European Journal, 32(25). https://doi.org/10.1002/chem.71032 |
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