Basic information
- CAS
5188-07-8- Standard SMILES
C[S-].[Na+]- InChIKey
RMBAVIFYHOYIFM-UHFFFAOYSA-M- Molecular formula
- CH3NaS
- Average molar mass
- 70.09 g/mol
- Monoisotopic mass
- 69.98531555
Names & identifiers
- Preferred name
- Sodium methanethiolate
- IUPAC
- sodium methanethiolate
- English name
- Sodium thiomethoxide
- Molecular formula
- CH3NaS
- Molecular weight
- 70.09
Names & synonyms
Sodium methanethiolate5188-07-8Sodium thiomethylateLB29JWW8H7RefChem:887680225-969-9Sodium thiomethoxideMethanethiol sodium saltMethyl mercaptan sodium saltsodium;methanethiolateCCRIS 9102Methanethiol, sodium salt (1:1)
Show more names
NaSMeSodium methylthiolatethioformateSODIUM METHYLMERCAPTANSodium methanethiolSODIUM THIOMETHOXIDE, 21 VOL. % SOLN IN WATER, A PRODUCT OF ELF ATOCHEM (SMM)
EINECS 225-969-9MFCD00174316UNII-LB29JWW8H7Sodium Methanethiolate (95%)Sodium Methanethiolate (95per cent)sodium methyl mercaptideEC 225-969-9sodiumthiomethoxide
Database identifiers
- CAS
5188-07-8- PubChem CID
- 4378561
- DTXSID
DTXSID7027592- UNII
- LB29JWW8H7
- EC Number
- 225-969-9
- Nikkaji
- J60.721E
Properties
Computed structural properties
- Topological polar surface area
- 1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 3
- Formal charge
- 0
- Complexity
- 4
Experimental & physicochemical properties
Vapor Pressure0.00000108 [mmHg]
Physical DescriptionColorless liquid; [EPA ChAMP: Submission] Light brown solid; [Sigma-Aldrich MSDS] Strong offensive odor;
Physicochemical properties
- Density
- 1.12 · 1.12[at 20℃]
- vapor pressure
- 29 hPa · 29hPa at 25℃
- Flash point
- 27 °C · 27°C
- storage temp.
- Air and moisture sensitive. Store under inert gas. Sensitive to carbon dioxide Exposure to moisture.
- solubility
- soluble in Water
- form
- Powder
- color
- White to off-white
- Water Solubility
- soluble
- Merck
- 14 · 14,5956
- BRN
- 3592983 · 3592983
- InChI
- InChI=1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1
- InChIKey
- RMBAVIFYHOYIFM-UHFFFAOYSA-M
Safety & regulation
GHS classification
GHS Classification
Danger
H226 (18.8%): Flammable liquid and vapor [Warning Flammable liquids]；H228 (63.8%): Flammable solid [Danger Flammable solids]；H301 (79.7%): Toxic if swallowed [Danger Acute toxicity, oral]；H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H318 (20.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P270, P280, P301+P316, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 69 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Status: Active Update: 08-04-2011 https://echa.europa.eu/registration-dossier/-/registered-dossier/10183；Status: Active Update: 02-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/31705
Methanethiol, sodium salt: HSNO Approval: HSR007148 Approved with controls
Hazards Summary
Changes of the blood, spleen (hematopoiesis and hemosiderosis), and liver (hematopoiesis) observed in oral study of rats at 45 mg/kg/day; No evidence of reproductive or developmental toxicity; [EPA - TSCATS] A severe skin irritant; Causes somnolence, dyspnea, and other gastrointestinal changes in oral lethal-dose studies of rats; [RTECS] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract; Toxic by ingestion; [Sigma-Aldrich MSDS] Reacts with water evolving methanethiol gas; [Alfa Aesar MSDS] See Methyl mercaptan.
Chemistry & industry
Uses & manufacturing
UsesUsed to make large scale and fine chemicals; [ECHA REACH Registrations]
General Manufacturing InformationMethanethiol, sodium salt (1:1): ACTIVE
Applications
DescriptionSodium 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.
UsesSodium 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.
UsesUsed to prepare a C-21 thioether of methyl 16-prednisolonecarboxylate by mesylate displacement.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
1,196 records
Compound notes
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