Sodium thiomethoxide supplier

Name
Sodium thiomethoxide
EINECS 225-969-9
CAS No. 5188-07-8
Article Data21
CAS DataBase
Density 1.12[at 20℃]
Solubility soluble
Melting Point -123oC
Formula CH₃NaS
Boiling Point
Molecular Weight 71.0985
Flash Point 27°C
Transport Information UN 3263
Appearance very faint yellowish red clear liquid
Safety 26-36/37/39-45-16
Risk Codes 31-34-20/21/22-11
Molecular Structure
Hazard Symbols C,F
Synonyms Methanethiol,sodium salt (8CI,9CI);Sodium, (methylthio)- (7CI);Methyl mercaptan sodiumsalt;Methylthiosodium;Sodium methanesulfenate;Sodium methanethiolate;Sodiummethyl mercaptan;Sodium methyl sulfide;Sodium methylmercaptide;Sodiummethylthiolate;Sodium thiomethoxide;Sodium thiomethylate;
PSA 0.00000
LogP 0.16310

Synthetic route

: 19708-81-7
methyl O-methyldithiocarbonate

: 75-04-7
ethylamine

A: 65351-53-3
N-ethyl O-methyl thiocarbamate

B: 5188-07-8
sodium thiomethoxide

Conditions

Conditions	Yield
at 45 - 55℃; under 400 Torr;	A 98.9% B 94%

...Expand

: 39076-43-2
S-methyl N-ethylthiocarbamate

A: 625-52-5
N-Ethylurea

B: 5188-07-8
sodium thiomethoxide

Conditions

Conditions	Yield
With ammonia In water at 60℃; for 4h;	A 98.5% B 95%

: 624-92-0
Dimethyldisulphide

: 542-92-7
cyclopenta-1,3-diene

A: sodium 1,2,3,4,5-pentakis(methylmercapto)cyclopentadienide

B: 5188-07-8
sodium thiomethoxide

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 72h; Ambient temperature;	A 51% B n/a

...Expand

: 74-93-1
methylthiol

: 5188-07-8
sodium thiomethoxide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide; mineral oil	50%
With sodium methylate In methanol
With sodium hydride In methanol
With methanol; sodium

: 74-93-1
methylthiol

: 127-19-5
N,N-dimethyl acetamide

: 5188-07-8
sodium thiomethoxide

Conditions

Conditions	Yield
In mineral oil	50%

: 74-93-1
methylthiol

: 141-52-6
sodium ethanolate

: 5188-07-8
sodium thiomethoxide

Conditions

Conditions	Yield
Faellung mit Aether;

: 624-92-0
Dimethyldisulphide

: 5188-07-8
sodium thiomethoxide

Conditions

Conditions	Yield
With sodium amalgam In tetrahydrofuran for 2h;
With sodium Inert atmosphere; Glovebox;
With sodium tetrahydroborate In N,N-dimethyl-formamide at 50℃; Inert atmosphere;
With sodium

: 60-29-7
diethyl ether

: 624-92-0
Dimethyldisulphide

sodium: sodium

: 5188-07-8
sodium thiomethoxide

...Expand

: 64-17-5
ethanol

: 3735-92-0
N,N,S-trimethyldithiocarbamate

sodium: sodium

A: 51-80-9
bis-(dimethylamino)methane

B: 75-50-3
trimethylamine

C: 5188-07-8
sodium thiomethoxide

D Na2S: Na2S

...Expand

: 74-93-1
methylthiol

: 7440-23-5
sodium

: 5188-07-8
sodium thiomethoxide

Conditions

Conditions	Yield
In ethanol

: 74-93-1
methylthiol

: 118-83-2
5-chloro-2-nitrotrifluoromethylbenzene

: 5188-07-8
sodium thiomethoxide

Conditions

Conditions	Yield
With sodium hydroxide In ethanol

: 6609-54-7
2-cyanothioanisole

: 5188-07-8
sodium thiomethoxide

Conditions

Conditions	Yield
Stage #1: 2-cyanothioanisole With hydrogenchloride; sulfuryl dichloride; water In chlorobenzene at 5 - 70℃; for 1h; Stage #2: With sodium hydrogen sulfide; tetrabutylammomium bromide In water; chlorobenzene at 30℃; for 7h; Inert atmosphere;	64 g

: 628-20-6
4-Chlorobutyronitrile

: 5188-07-8
sodium thiomethoxide

: 59121-24-3
4-(methylthio)butyronitrile

Conditions

Conditions	Yield
In ethanol at 20℃; for 25h; Inert atmosphere; Cooling with ice;	100%
In ethanol
In ethanol at 25℃; for 15h;

: 106-88-7
ethyloxirane

: 5188-07-8
sodium thiomethoxide

: 76137-53-6
1-(methylthio)-2-butanol

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water at 0℃; for 0.5h;	100%
In 1,2-dimethoxyethane for 2h; Heating;	72%

: 67282-55-7
1-methoxy-1H-indole-3-carbaldehyde

: 5188-07-8
sodium thiomethoxide

: 113866-44-7
2-methylsulfanyl-1H-indole-3-carbaldehyde

Conditions

Conditions	Yield
With water In methanol for 2h; Heating;	100%
In methanol for 2h; Heating;	94%
In methanol; water for 2h; Reflux; regioselective reaction;	94%

: 106565-98-4
(SCRCRS)-N-(γ-L-glutamyl)-S-oxo-S-(chloromethyl)-L-cysteine

: 5188-07-8
sodium thiomethoxide

: 106565-99-5
(SCRCRS)-N-(γ-L-glutamyl)-S-oxo-S-((methylthio)methyl)-L-cysteine

Conditions

Conditions	Yield
In ammonia at -78℃; for 1h;	100%

: 106501-55-7
(SCRCSS)-N-(γ-L-glutamyl)-S-oxo-S-(chloromethyl)-L-cysteine

: 5188-07-8
sodium thiomethoxide

: 106565-95-1
γ-glutamylmarasmine

Conditions

Conditions	Yield
In ammonia at -78℃; for 1h;	100%

: 100-00-5
4-chlorobenzonitrile

: 5188-07-8
sodium thiomethoxide

: 701-57-5
1-methylthio-4-nitro-benzene

Conditions

Conditions	Yield
In isopropyl alcohol at 40℃; for 1.5h;	100%
With Tris(3,6-dioxaheptyl)amine In chlorobenzene for 2h; Heating;	72%
In isopropyl alcohol at 40℃; Product distribution; Kinetics; Mechanism; with 18-crown-6;

: 350-46-9
4-Fluoronitrobenzene

: 5188-07-8
sodium thiomethoxide

: 701-57-5
1-methylthio-4-nitro-benzene

Conditions

Conditions	Yield
Ambient temperature;	100%
In pyridine; ethylene glycol	80%

: 158849-69-5
(1'R,2'S)-bicyclomycin C(2'),C(3') acetonide

: 5188-07-8
sodium thiomethoxide

: (1S,6R)-6-Hydroxy-1-[(R)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-5-methylsulfanylmethyl-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water Ambient temperature;	100%

: (2S,3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-chloro-3-(2,4-dimethyl-phenylsulfanyl)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 5188-07-8
sodium thiomethoxide

: 180524-39-4
(2R,3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-3-(2,4-dimethyl-phenylsulfanyl)-2-methylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
In acetonitrile at 0℃; for 3h;	100%

: 116544-25-3
trans-1-Cyclohexyl-2-phenyloxirane

: 5188-07-8
sodium thiomethoxide

: (1S,2R)-1-Cyclohexyl-2-methylsulfanyl-2-phenyl-ethanol

Conditions

Conditions	Yield
In ethanol 1.) reflux, 1 h, 2.) r.t., overnight;	100%

: 120104-58-7
(2S,3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-chloro-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 5188-07-8
sodium thiomethoxide

: 195193-39-6
(2R,3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-methylsulfanyl-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
In acetonitrile at 0℃; for 3h;	100%

: 69111-65-5
3-acetyl-1-methoxyindole

: 5188-07-8
sodium thiomethoxide

: 1-[2-(methylsulfanyl)-1H-indol-3-yl]ethanone

Conditions

Conditions	Yield
With water In methanol for 2h; Heating;	100%
In methanol; water for 1h; Substitution; Heating;	99.8%

: 273754-88-4
2,2,3,3-tetradeuterio-3-phenylpropyl p-toluenesulfonate

: 5188-07-8
sodium thiomethoxide

: 273754-89-5
methyl 2,2,3,3-tetradeuterio-3-phenylpropyl sulfide

Conditions

Conditions	Yield
In tetrahydrofuran; ethanol for 3h; Substitution;	100%

: 377780-72-8
2-(2-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane

: 5188-07-8
sodium thiomethoxide

: 4,4,5,5-tetramethyl-2-[2-(methylsulfanylmethyl)-phenyl]-[1,3,2]dioxaborolane

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃;	100%
In tetrahydrofuran at 150℃; for 0.333333h; Microwave irradiation; in air;	85%

: 9-(5-chloro-2,3,5-trideoxy-β-D-glycero-pent-2-enofuranosyl)adenine

: 5188-07-8
sodium thiomethoxide

: 9-(2,3-dideoxy-5-S-methyl-5-thio-β-D-glycero-pent-2-enofuranosyl)adenine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 0.5h;	100%

: 9-(5-chloro-2,3,5-trideoxy-β-D-glycero-pentofuranosyl)adenine

: 5188-07-8
sodium thiomethoxide

: 9-(2,3-dideoxy-5-S-methyl-5-thio-β-D-glycero-pentofuranosyl)adenine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 0.5h;	100%

: 2142-69-0
2-bromophenyl methyl ketone

: 5188-07-8
sodium thiomethoxide

: 1441-97-0
2'-(methylthio)acetophenone

Conditions

Conditions	Yield
In tetrahydrofuran at 75℃; for 10h;	100%
In tetrahydrofuran at 75℃; for 12h;	88%
In tetrahydrofuran

: 129758-87-8
methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butoxycarbonylaminomethyl)ethyl ester

: 5188-07-8
sodium thiomethoxide

: 960389-16-6
di-tert-butyl [2-(methylthio)propane-1,3-diyl]biscarbamate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 40℃; for 1h;	100%
In N,N-dimethyl-formamide at 40℃; for 1h;

: 700-37-8
4-chloro-2-fluoro-nitrobenzene

: 5188-07-8
sodium thiomethoxide

: 70019-41-9
4-chloro-2-(methylthio)-1-nitrobenzene

Conditions

Conditions	Yield
In methanol at 15 - 25℃;	100%

: 33252-28-7
6-chloronicotinonitrile

: 5188-07-8
sodium thiomethoxide

: 408350-80-1
6-(methylthio)nicotinonitrile

Conditions

Conditions	Yield
In tetrahydrofuran for 9h; Heating / reflux;	100%

: 705934-63-0
C20H19F3N2O4S

: 5188-07-8
sodium thiomethoxide

: C20H19F3N2OS

Conditions

Conditions	Yield
In DMF (N,N-dimethyl-formamide) at 70℃; for 5h;	100%

: 885653-29-2
1,3-dibutyl-8-chloro-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione

: 5188-07-8
sodium thiomethoxide

: 885653-28-1
1,3-dibutyl-8-(methylthio)-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione

Conditions

Conditions	Yield
In ethanol for 4h; Heating / reflux;	100%

: 67-56-1
methanol

: 911030-35-8
4-[S-(3-bromophenyl)-N-(sulfonyl-p-nitrobenzene)-sufloximino]-5-chloro-thiophene-2-carbonitrile

: 5188-07-8
sodium thiomethoxide

: 911030-36-9
4-[S-(3-bromophenyl)-sulfoximino]-5-methylsulfanyl-thiophene-2-carboximidic acid methyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 20℃; for 6h;	100%

...Expand

: 625112-88-1
2-(4-fluoro-3-trifluoromethyl-phenyl)-3-(tetrahydro-pyran-2-yl)-propionic acid

: 5188-07-8
sodium thiomethoxide

: 2-(4-methylsulfanyl-3-trifluoromethyl-phenyl)-3-(tetrahydro-pyran-2-yl)-propionic acid

Conditions

Conditions	Yield
Stage #1: 2-(4-fluoro-3-trifluoromethyl-phenyl)-3-(tetrahydro-pyran-2-yl)-propionic acid With sodium hydride In DMF (N,N-dimethyl-formamide) at 25℃; for 0.5h; Argon atmosphere; Stage #2: sodium thiomethoxide In DMF (N,N-dimethyl-formamide) at 100℃; for 4.5h;	100%

: 944738-79-8
5-sec-butyl-4-chloro-6-(4-methylpiperidin-1-yl)-2-(1H-pyrazol-1-yl)pyrimidine

: 5188-07-8
sodium thiomethoxide

: 944738-85-6
5-sec-butyl-6-(4-methylpiperidin-1-yl)-4-methylthio-2-(1H-pyrazol-1-yl)pyrimidine

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 3h;	100%

: 35730-09-7
2,5-difluorobenzoyl chloride

: 5188-07-8
sodium thiomethoxide

: 1146210-64-1
C8H6F2OS

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 4h;	100%
In dichloromethane at 20℃; for 0 - 20h;	97%
In dichloromethane at 0 - 20℃;

: 3934-20-1
2,6-Dichloropyrimidine

: 5188-07-8
sodium thiomethoxide

: 5909-26-2
2,4-Bis(methylthio)pyrimidine

Conditions

Conditions	Yield
In tetrahydrofuran at 80℃; for 4h;	100%

: 364-73-8
4-Bromo-1-fluoro-2-nitrobenzene

: 5188-07-8
sodium thiomethoxide

: 345635-46-3
4-bromo-1-methylsulfanyl-2-nitro-benzene

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide at 0℃; for 1.16667h;	100%
In isopropyl alcohol at 20℃; Inert atmosphere; Schlenk technique;	90%
In isopropyl alcohol at 20℃; Inert atmosphere;	82%
In isopropyl alcohol at 20℃;	75%

: 19444-84-9
3-hydroxyoxolan-2-one

: 5188-07-8
sodium thiomethoxide

: 583-91-5
2-hydroxy 4-methylthiobutyric acid

Conditions

Conditions	Yield
Stage #1: 3-hydroxyoxolan-2-one; sodium thiomethoxide In N,N-dimethyl-formamide at 153℃; for 3h; Stage #2: With hydrogenchloride; water Product distribution / selectivity;	100%

: C18H26BrNO4S

: 5188-07-8
sodium thiomethoxide

: C19H29NO4S2

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	100%

Sodium thiomethoxide Specification

This chemical has the IUPAC name Sodium methanethiolate. With the CAS registry number 5188-07-8, it is also known as Sodium thiomethoxide. Its molecular formula is CH₃NaS and product categories are Classes of Metal Compounds; Na (Sodium) Compounds (excluding simple sodium salts); Typical Metal Compounds. Moreover, it's used as raw materials for pesticides, pharmaceuticals intermediates. However, keep it sealed in the cool and dry place.

Other characteristics of the Sodium methanethiolate can be summarised as followings: (1)ACD/LogP: 0.72; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.72; (4)ACD/LogD (pH 7.4): 0.72; (5)ACD/BCF (pH 5.5): 2.06; (6)ACD/BCF (pH 7.4): 2.06; (7)ACD/KOC (pH 5.5): 58.46; (8)ACD/KOC (pH 7.4): 58.42; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 38.8 Å²; (13)Enthalpy of Vaporization: 23.79 kJ/mol ; (14)Vapour Pressure: 1900 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: This chemical is harmful to eyes, respiratory system and skin. It causes burns ,too. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: [Na+].[S-]C
2.InChI: InChI=1/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1
3.InChIKey: RMBAVIFYHOYIFM-REWHXWOFAT

Product Name

Sodium thiomethoxide

Synthetic route

Sodium thiomethoxide Specification

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