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  • 74-93-1 Structure
  • Basic information

    1. Product Name: Methanethiol
    2. Synonyms: Mercaptomethane;Thiomethanol;Methanethiol;Methyl sulfhydrate;Thiomethyl alcohol;Mercaptan methylique;
    3. CAS NO:74-93-1
    4. Molecular Formula: CH4S
    5. Molecular Weight: 48.11
    6. EINECS: 200-822-1
    7. Product Categories: N/A
    8. Mol File: 74-93-1.mol
    9. Article Data: 175
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 6 °C(lit.)
    3. Flash Point: < 71 °C
    4. Appearance: colourless gas with a garlic-like or rotten cabbage-like smell
    5. Density: 0.814 g/cm3
    6. Vapor Pressure: 1900mmHg at 25°C
    7. Refractive Index: N/A
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: Methanethiol(CAS DataBase Reference)
    11. NIST Chemistry Reference: Methanethiol(74-93-1)
    12. EPA Substance Registry System: Methanethiol(74-93-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 74-93-1(Hazardous Substances Data)

74-93-1 Usage

Description

Methanethiol, also known as methyl mercaptan, is a colorless gas with a strong, unpleasant odor, commonly associated with decay or bad breath. As the simplest thiol, it is a compound composed of hydrogen, carbon, and sulfur. With the chemical formula CH3SH, methanethiol is recognized for its role as an odorant in natural gas for leak detection and as a byproduct of various natural processes involving the decay of organic matter, certain bacteria in the human gut, and activities in plants and animals. Although it has a foul smell, methanethiol is not harmful to humans in low concentrations.

Uses

Used in Natural Gas Industry:
Methanethiol is used as an odorant in natural gas for [the purpose of] leak detection. Its strong, distinctive smell allows for the easy identification of gas leaks, ensuring safety and preventing potential accidents.
Used in Chemical Synthesis:
In the chemical industry, methanethiol serves as a building block for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its reactivity and functional group make it a versatile intermediate in the production of a wide range of products.
Used in Food Industry:
Methanethiol is used as a flavoring agent in the food industry, contributing to the characteristic taste and aroma of certain foods and beverages. Despite its strong odor, it is used in trace amounts to enhance the overall flavor profile of various products.
Used in Environmental Monitoring:
Methanethiol's distinct smell and natural occurrence in the decay of organic matter make it useful in environmental monitoring. It can be detected and measured to assess the presence of organic waste or contamination in various settings, such as soil, water, and air quality assessments.
Used in Biotechnology:
In biotechnology, methanethiol plays a role in the study and manipulation of certain bacteria and microorganisms. Its presence can be used to monitor the activity of these organisms in various applications, such as biofuel production, waste treatment, and other industrial processes.

Check Digit Verification of cas no

The CAS Registry Mumber 74-93-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 4 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 74-93:
(4*7)+(3*4)+(2*9)+(1*3)=61
61 % 10 = 1
So 74-93-1 is a valid CAS Registry Number.
InChI:InChI=1/2CH4S.Hg/c2*1-2;/h2*2H,1H3;/q;;+2/p-2

74-93-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name methanethiol

1.2 Other means of identification

Product number -
Other names MERCAPTOMETHYLE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Volatile organic compounds
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:74-93-1 SDS

74-93-1Synthetic route

S-methyl N-ethylthiocarbamate
39076-43-2

S-methyl N-ethylthiocarbamate

methylamine
74-89-5

methylamine

A

methylthiol
74-93-1

methylthiol

B

1-ethyl-3-methylurea
28145-10-0

1-ethyl-3-methylurea

Conditions
ConditionsYield
In water at 50 - 55℃; for 1h;A n/a
B 100%
ethylamine
75-04-7

ethylamine

S-methyl N-ethylthiocarbamate
39076-43-2

S-methyl N-ethylthiocarbamate

A

methylthiol
74-93-1

methylthiol

B

N,N'-diethylurea
623-76-7

N,N'-diethylurea

Conditions
ConditionsYield
In water at 40℃; for 8h;A n/a
B 100%
dimethyl N-cyanodithioiminocarbonate
10191-60-3

dimethyl N-cyanodithioiminocarbonate

benzyl alcohol
100-51-6

benzyl alcohol

A

methylthiol
74-93-1

methylthiol

B

benzyloxycarbonylcyanamide potassium salt
50909-46-1

benzyloxycarbonylcyanamide potassium salt

Conditions
ConditionsYield
With potassium hydroxide 1.) 80-90 deg C, 48 h; 2.) 25-30 deg C 24 h;A n/a
B 99%
methylene chloride
74-87-3

methylene chloride

methylthiol
74-93-1

methylthiol

Conditions
ConditionsYield
With hydrogen sulfide at 260 - 800℃; under 6000.6 Torr; for 0.216667h; Temperature; Pressure; Inert atmosphere; Calcination;98.4%
With hydrosulfide anion In gas Rate constant; Thermodynamic data; reaction efficiency, ΔH0Rx;
With sodium hydrogensulfide; water unter Druck;
trichlorogallium * ethanethiol
98773-05-8, 115958-66-2

trichlorogallium * ethanethiol

Trimethyl(methylthio)silane
3908-55-2

Trimethyl(methylthio)silane

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

dichloro(ethylthio)gallane

dichloro(ethylthio)gallane

C

dichloro(methylthio)gallane

dichloro(methylthio)gallane

D

methylthiol
74-93-1

methylthiol

E

ethanethiol
75-08-1

ethanethiol

Conditions
ConditionsYield
In benzene 4.62 mmol Me3SiSMe added to 4.62 mmol of the Ga compound in benzene; stirring at room temp.; filtration; solvent removed in vac.; elem. anal. (Cl2GaSC2H5);A n/a
B 98%
C n/a
D n/a
E n/a
trichlorogallium * ethanethiol
98773-05-8, 115958-66-2

trichlorogallium * ethanethiol

lead bis(methylthiolate)
35029-96-0

lead bis(methylthiolate)

A

dichloro(ethylthio)gallane

dichloro(ethylthio)gallane

B

dichloro(methylthio)gallane

dichloro(methylthio)gallane

C

methylthiol
74-93-1

methylthiol

D

ethanethiol
75-08-1

ethanethiol

E

lead(II) chloride

lead(II) chloride

Conditions
ConditionsYield
In benzene 2.10 mmol Pb(SCH3)2 added to 4.20 mmol of the Ga compound in benzene; stirring at room temp.; filtration; solvent removed in vac.; residue washed with n-pentane and dried in vac.; elem. anal. (Cl2GaSC2H5);A 98%
B n/a
C n/a
D n/a
E n/a
methyl N-benzyl-N′-cyanocarbamimidothioate
5863-81-0, 112528-10-6, 112528-11-7

methyl N-benzyl-N′-cyanocarbamimidothioate

A

methylthiol
74-93-1

methylthiol

B

N3-benzyl-1H-1,2,4-triazole-3,5-diamine
21505-06-6

N3-benzyl-1H-1,2,4-triazole-3,5-diamine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;A n/a
B 97%
1-cyan-3-(3'-amino-3',5'-dideoxythymidin-5'-yl)-2-methylisothiourea
166829-91-0

1-cyan-3-(3'-amino-3',5'-dideoxythymidin-5'-yl)-2-methylisothiourea

A

methylthiol
74-93-1

methylthiol

B

3',5'-diamino-3',5'-dideoxy-3'-N,5'-N-(N-cyanoiminocarbonyl)thymidine

3',5'-diamino-3',5'-dideoxy-3'-N,5'-N-(N-cyanoiminocarbonyl)thymidine

Conditions
ConditionsYield
With silver nitrate In N,N-dimethyl-formamide for 18h; Ambient temperature; protected from light;A n/a
B 96%
N-methyl-thiocarbamic acid S-methyl ester
22013-97-4

N-methyl-thiocarbamic acid S-methyl ester

A

methylthiol
74-93-1

methylthiol

B

N-Methylurea
598-50-5

N-Methylurea

Conditions
ConditionsYield
With ammonia In water at 65℃;A n/a
B 96%
S-methyl-N''-cyano-N'-(1-cycloethoxyethyl)carbamimidothioate
32885-06-6

S-methyl-N''-cyano-N'-(1-cycloethoxyethyl)carbamimidothioate

A

5-amino-3-morpholino-1H-1,2,4-triazole
51420-46-3

5-amino-3-morpholino-1H-1,2,4-triazole

B

methylthiol
74-93-1

methylthiol

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;A 95%
B n/a
N1,S-Dimethylthiobenzohydrazoniumiodid
37067-45-1

N1,S-Dimethylthiobenzohydrazoniumiodid

A

methylthiol
74-93-1

methylthiol

B

N2-Methylbenzamidrazoniumiodid
83274-32-2

N2-Methylbenzamidrazoniumiodid

Conditions
ConditionsYield
With ammonium hydroxide In methanol for 24h; Ambient temperature;A n/a
B 95%
N-methyl-thiocarbamic acid S-methyl ester
22013-97-4

N-methyl-thiocarbamic acid S-methyl ester

dibutylamine
111-92-2

dibutylamine

A

methylthiol
74-93-1

methylthiol

B

N,N-dibutyl-N'-methyl urea
21260-54-8

N,N-dibutyl-N'-methyl urea

Conditions
ConditionsYield
at 65 - 70℃;A n/a
B 95%
methanol
67-56-1

methanol

methylthiol
74-93-1

methylthiol

Conditions
ConditionsYield
With hydrogen sulfide; catalyst according to WO 2005/021491; catalyst according to PCT/EP/2005/012898 with 9.5wtpercent Br content at 320 - 380℃; under 6750.68 Torr; Product distribution / selectivity; Gas phase;94.5%
With hydrogen sulfide; zinc(II) chloride at 260 - 390℃; under 3750.38 - 7500.75 Torr; Temperature; Pressure;93.7%
With hydrogen sulfide; catalyst according to PCT/EP/2005/012898 with 9.5wtpercent Br content at 320 - 370℃; under 6750.68 Torr; Product distribution / selectivity; Gas phase;92%
2-acetylpyridine
1122-62-9

2-acetylpyridine

N-methyl-hydrazinecarbodithioic acid methyl ester
20184-94-5

N-methyl-hydrazinecarbodithioic acid methyl ester

A

methylthiol
74-93-1

methylthiol

B

methyl (E,Z,E)-<4-(3,4-dihydro-2,6-dimethyl-3-thioxo-1,2,4-triazin-5(2H)-ylidene)-2-butenylidene>methylhydrazinecarbodithioate
74752-59-3

methyl (E,Z,E)-<4-(3,4-dihydro-2,6-dimethyl-3-thioxo-1,2,4-triazin-5(2H)-ylidene)-2-butenylidene>methylhydrazinecarbodithioate

Conditions
ConditionsYield
With acetic acid In ethanol for 4h; Heating;A n/a
B 93%
1-Aza-3-thia-1-cyan-2-piperidino-1-buten
65159-19-5

1-Aza-3-thia-1-cyan-2-piperidino-1-buten

A

methylthiol
74-93-1

methylthiol

B

5-amino-2-(piperidinyl)-1H-1,2,4-triazole
51420-45-2

5-amino-2-(piperidinyl)-1H-1,2,4-triazole

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;A n/a
B 93%
methyl N-phenyl-N′-cyanocarbamimidothioate
21504-96-1

methyl N-phenyl-N′-cyanocarbamimidothioate

A

N3-phenyl-1H-1,2,4-triazole-3,5-diamine
3310-68-7

N3-phenyl-1H-1,2,4-triazole-3,5-diamine

B

methylthiol
74-93-1

methylthiol

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;A 93%
B n/a
methyl N'-cyano-N-[(pyridin-3-yl)methyl]-imidothiocarbamate
106580-89-6

methyl N'-cyano-N-[(pyridin-3-yl)methyl]-imidothiocarbamate

A

methylthiol
74-93-1

methylthiol

B

5-amino-3-(pyridin-3-ylmethylamino)-1H-1,2,4-triazole
106580-72-7

5-amino-3-(pyridin-3-ylmethylamino)-1H-1,2,4-triazole

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;A n/a
B 92%
dicarbonyl(cyclopentadienyl)iron(II) chloride
12107-04-9

dicarbonyl(cyclopentadienyl)iron(II) chloride

lithium methylsulfinyl carbanion
10543-35-8

lithium methylsulfinyl carbanion

A

cyclopentadienyl iron(II) dicarbonyl dimer
38117-54-3

cyclopentadienyl iron(II) dicarbonyl dimer

B

methylthiol
74-93-1

methylthiol

C

Dimethyldisulphide
624-92-0

Dimethyldisulphide

D

1,2-bis(methylthio)ethane
6628-18-8

1,2-bis(methylthio)ethane

E

lithium chloride

lithium chloride

Conditions
ConditionsYield
In tetrahydrofuran mixing reactants in THF at -78°C, slow warming to room temp.; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;A 55%
B n/a
C 21%
D 8%
E 92%
7-Chlor-1-methyl-2-methylthio-5-phenyl-1H-1,3,4-benzotriazepin
105448-13-3

7-Chlor-1-methyl-2-methylthio-5-phenyl-1H-1,3,4-benzotriazepin

A

methylthiol
74-93-1

methylthiol

B

5-chloro-2-(methylamino)benzophenone
1022-13-5

5-chloro-2-(methylamino)benzophenone

Conditions
ConditionsYield
With hydrogenchloride for 10h; Heating;A n/a
B 91%
C10H11N3S
72499-72-0

C10H11N3S

A

N3-o-tolyl-1H-[1,2,4]triazole-3,5-diyldiamine
16691-44-4

N3-o-tolyl-1H-[1,2,4]triazole-3,5-diyldiamine

B

methylthiol
74-93-1

methylthiol

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;A 91%
B n/a
1-cyano-2-methyl-3-p-tolyl-isothiourea
59541-69-4

1-cyano-2-methyl-3-p-tolyl-isothiourea

A

N3-(p-tolyl)-1H-1,2,4-triazole-3,5-diamine
3929-18-8

N3-(p-tolyl)-1H-1,2,4-triazole-3,5-diamine

B

methylthiol
74-93-1

methylthiol

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;A 91%
B n/a
1-methylsulfanyl-3,3-dimethyl-3,4-dihydroisoquinoline
132628-97-8

1-methylsulfanyl-3,3-dimethyl-3,4-dihydroisoquinoline

3-amino propanoic acid
107-95-9

3-amino propanoic acid

A

methylthiol
74-93-1

methylthiol

B

N-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-β-alanine

N-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-β-alanine

Conditions
ConditionsYield
In ethanol for 4h; Substitution; Heating;A n/a
B 91%
N1,S-Dimethylthiobenzohydrazoniumiodid
37067-45-1

N1,S-Dimethylthiobenzohydrazoniumiodid

A

methylthiol
74-93-1

methylthiol

B

N1-Methylbenzamidrazoniumiodid

N1-Methylbenzamidrazoniumiodid

Conditions
ConditionsYield
With ammonia In dichloromethaneA n/a
B 90%
Cyanoguanyl-imido-dithiokohlensaeuredimethylester
15048-19-8

Cyanoguanyl-imido-dithiokohlensaeuredimethylester

ethanolamine
141-43-5

ethanolamine

A

methylthiol
74-93-1

methylthiol

B

C5H9N5O2
128937-36-0

C5H9N5O2

Conditions
ConditionsYield
In ethanol Heating;A n/a
B 89.5%
p-cresol
106-44-5

p-cresol

S-Methyl-O-p-tolyl-thiocarbonate
6216-98-4

S-Methyl-O-p-tolyl-thiocarbonate

A

methylthiol
74-93-1

methylthiol

B

di-p-tolyl carbonate
621-02-3

di-p-tolyl carbonate

Conditions
ConditionsYield
With sodium carbonate In decane for 1h; Heating;A n/a
B 89%
C9H10N4S
106580-90-9

C9H10N4S

A

methylthiol
74-93-1

methylthiol

B

5-amino-3-(pyridine-4-ylmethylamino)-1H-1,2,4-triazole
106580-73-8

5-amino-3-(pyridine-4-ylmethylamino)-1H-1,2,4-triazole

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;A n/a
B 89%
L-methionine
63-68-3

L-methionine

1-methylsulfanyl-3,3-dimethyl-3,4-dihydroisoquinoline
132628-97-8

1-methylsulfanyl-3,3-dimethyl-3,4-dihydroisoquinoline

A

methylthiol
74-93-1

methylthiol

B

N-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-L-methionine

N-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-L-methionine

Conditions
ConditionsYield
In ethanol for 16h; Substitution; Heating;A n/a
B 89%
bis(cyclopentadienyl)titanium dichloride
1271-19-8

bis(cyclopentadienyl)titanium dichloride

lithium methylsulfinyl carbanion
10543-35-8

lithium methylsulfinyl carbanion

A

Cp2Ti(SMe)2

Cp2Ti(SMe)2

B

methylthiol
74-93-1

methylthiol

C

Dimethyldisulphide
624-92-0

Dimethyldisulphide

D

titanium(IV) oxide

titanium(IV) oxide

E

lithium chloride

lithium chloride

Conditions
ConditionsYield
In tetrahydrofuran mixing reactants in THF at -78°C, slow warming to room temp.; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;A 31%
B n/a
C 9%
D 43%
E 89%
N-Nitro-amidino-dithiocarbamidsaeuredimethylester
73491-54-0

N-Nitro-amidino-dithiocarbamidsaeuredimethylester

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

A

methylthiol
74-93-1

methylthiol

B

C8H7N5O2S
113513-25-0

C8H7N5O2S

Conditions
ConditionsYield
In ethanol Heating;A n/a
B 88.4%
(2R)-2-aminobutan-1-ol
5856-63-3

(2R)-2-aminobutan-1-ol

Acetic acid 1-cyano-2,2-bis-methylsulfanyl-vinyl ester
126232-74-4

Acetic acid 1-cyano-2,2-bis-methylsulfanyl-vinyl ester

A

methylthiol
74-93-1

methylthiol

B

methyl (R)-(-)-(E)-(4-ethyl-2-oxazolidinylidene)cyanoacetate
126232-68-6

methyl (R)-(-)-(E)-(4-ethyl-2-oxazolidinylidene)cyanoacetate

Conditions
ConditionsYield
In ethanol for 10h; Heating;A n/a
B 88%
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

methylthiol
74-93-1

methylthiol

4-Methylsulfanylmethyl-oxetan-2-one
108615-97-0

4-Methylsulfanylmethyl-oxetan-2-one

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In diethyl ether for 2h; Ambient temperature; Irradiation;100%
methylthiol
74-93-1

methylthiol

5-hexenoic acid
1577-22-6

5-hexenoic acid

6-(Methylthio)hexanoic acid
54293-06-0

6-(Methylthio)hexanoic acid

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at -20℃; for 6h; Irradiation;100%
methylthiol
74-93-1

methylthiol

hept-6-enoic acid
1119-60-4

hept-6-enoic acid

7-(methylthio)heptanoic acid
111261-32-6

7-(methylthio)heptanoic acid

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at -20℃; for 3h; Irradiation;100%
With 2,2'-azobis(isobutyronitrile) at -20℃; for 3h; Irradiation; Yield given;
methylthiol
74-93-1

methylthiol

isobutyl ethenesulfonate
13654-95-0

isobutyl ethenesulfonate

isobutyl 2-methylthioethanesulfonate
120263-37-8

isobutyl 2-methylthioethanesulfonate

Conditions
ConditionsYield
With triethylamine In chloroform for 15h; Ambient temperature;100%
methylthiol
74-93-1

methylthiol

ethyl 2-acetamido-2-(ethoxycarbonyl)-4-pentenoate
14109-62-7

ethyl 2-acetamido-2-(ethoxycarbonyl)-4-pentenoate

diethyl 2-acetamido-2-<3-(methylthio)propyl>malonate
125773-33-3

diethyl 2-acetamido-2-<3-(methylthio)propyl>malonate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 66h;100%
methylthiol
74-93-1

methylthiol

ethyl 2-acetamido-2-ethoxycarbonyl-4-methyl-4-pentenoic acid
37944-29-9

ethyl 2-acetamido-2-ethoxycarbonyl-4-methyl-4-pentenoic acid

diethyl 2-acetamido-2-<2-methyl-3-(methylthio)propyl>malonate
144072-84-4

diethyl 2-acetamido-2-<2-methyl-3-(methylthio)propyl>malonate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 60h;100%
methylthiol
74-93-1

methylthiol

2,6-dinitrotoluene
606-20-2

2,6-dinitrotoluene

2-nitro-6-(methylthio)toluene
82173-72-6

2-nitro-6-(methylthio)toluene

Conditions
ConditionsYield
With lithium hydroxide In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃;100%
methylthiol
74-93-1

methylthiol

(2aR*9aR*) 2a,9-dimethyl-1-phenyl-1,2a,3,4,9,9a-hexahydro-2H-azeto <2,3-b> <1> benzoazepin-2-one
136463-55-3, 140241-92-5

(2aR*9aR*) 2a,9-dimethyl-1-phenyl-1,2a,3,4,9,9a-hexahydro-2H-azeto <2,3-b> <1> benzoazepin-2-one

N-phenyl (2R*3S*) 1,3-dimethyl-2-methylthio-2,3,4,5-tetrahydro-1H-1-benzoazepine-3-carboxamide
136463-63-3, 136463-64-4

N-phenyl (2R*3S*) 1,3-dimethyl-2-methylthio-2,3,4,5-tetrahydro-1H-1-benzoazepine-3-carboxamide

Conditions
ConditionsYield
In dichloromethane at -50℃; for 5h;100%
methylthiol
74-93-1

methylthiol

Cα-methyl-D,L-allylglycinamide
144125-67-7

Cα-methyl-D,L-allylglycinamide

2-amino-2-methyl-5-(methylthio)pentanoic acid amide
144073-00-7

2-amino-2-methyl-5-(methylthio)pentanoic acid amide

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In methanol at 60℃; for 24h;100%
methylthiol
74-93-1

methylthiol

3-(2-Bromethyl)-5-trifluormethyl-1,3,4-oxadiazol-2(3H)-on
107640-15-3

3-(2-Bromethyl)-5-trifluormethyl-1,3,4-oxadiazol-2(3H)-on

5,6-Dihydro-2-trifluormethyl-4H-1,3,4-oxadiazin-4-carbothionsaeure-S-methylester

5,6-Dihydro-2-trifluormethyl-4H-1,3,4-oxadiazin-4-carbothionsaeure-S-methylester

Conditions
ConditionsYield
With triethylamine In acetonitrile for 3h; Ambient temperature;100%
methylthiol
74-93-1

methylthiol

cystodytine J
158734-25-9

cystodytine J

displamine
123794-30-9

displamine

Conditions
ConditionsYield
In dichloromethane; acetic acid for 0.00138889h;100%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone 1.) CH2Cl2, AcOH, r.t.; 2.) CH2Cl2; Yield given. Multistep reaction;
2-(3-bromopropyl)isoindole-1,3-dione
5460-29-7

2-(3-bromopropyl)isoindole-1,3-dione

methylthiol
74-93-1

methylthiol

2-<2-(Methylthio)propyl>-1H-isoindole-1,3(2H)-dione
52096-79-4

2-<2-(Methylthio)propyl>-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
With sodium methylate In methanol100%
methylthiol
74-93-1

methylthiol

methyl iodide
74-88-4

methyl iodide

trimethylsulphonium iodide
2181-42-2

trimethylsulphonium iodide

Conditions
ConditionsYield
In chloroform for 5h; Ambient temperature;100%
methylthiol
74-93-1

methylthiol

6-cyano-1-hexene
5048-25-9

6-cyano-1-hexene

Hept-6-enimidothioic acid methyl ester; hydrochloride

Hept-6-enimidothioic acid methyl ester; hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at -75 - 25℃; for 5h;100%
methylthiol
74-93-1

methylthiol

sp-9-(o-tert-butylphenyl)-9-fluorenol
65213-15-2

sp-9-(o-tert-butylphenyl)-9-fluorenol

ap-9-(o-tert-butylphenyl)-9-methylthiofluorene
226384-22-1

ap-9-(o-tert-butylphenyl)-9-methylthiofluorene

Conditions
ConditionsYield
With hydrogen bromide at -15℃; Condensation;100%
methylthiol
74-93-1

methylthiol

methanesulfonic acid
75-75-2

methanesulfonic acid

Conditions
ConditionsYield
With dihydrogen peroxide; methanesulfonic acid In water at 40 - 110℃; for 10h;100%
With dihydrogen peroxide In water at 35 - 45℃; for 10h;100%
With nitric acid at 80℃; for 8h; Concentration; Temperature;93.75%
With Mg(2+)*O4V(3-)*C19H42N(1+); dihydrogen peroxide In acetonitrile at 20 - 40℃; for 25h; Reagent/catalyst; Temperature;63.9%
methylthiol
74-93-1

methylthiol

ethyl 2,4-dinitro benzoate
33672-95-6

ethyl 2,4-dinitro benzoate

Ethyl 2-Nitro-4-methylthiobenzoate

Ethyl 2-Nitro-4-methylthiobenzoate

Conditions
ConditionsYield
With potassium carbonate In acetone100%
methylthiol
74-93-1

methylthiol

bis(trifluoromethyl)chlorophosphine
650-52-2

bis(trifluoromethyl)chlorophosphine

Bis--methyl-thio-phosphin
1486-18-6

Bis--methyl-thio-phosphin

Conditions
ConditionsYield
byproducts: HCl; in presence of HCl initializer;100%
byproducts: HCl; in presence of HCl initializer;97%
byproducts: HCl; in presence of HCl initializer;97%
aluminium trichloride
7446-70-0

aluminium trichloride

methylthiol
74-93-1

methylthiol

(aluminium trichloride)methanethiol
98772-96-4

(aluminium trichloride)methanethiol

Conditions
ConditionsYield
In benzene under N2, CH3SH introduced in a suspension of AlCl3 for 5 min, dissoln.of AlCl3, stirred for 15 min at room temp.; evapn. of solvent, dried in vac. at room temp. for 3h, elem. anal.;100%
methylthiol
74-93-1

methylthiol

aluminium bromide
7727-15-3

aluminium bromide

aluminium tribromide*methanethiol
98772-98-6

aluminium tribromide*methanethiol

Conditions
ConditionsYield
In benzene under N2, CH3SH introduced in a suspension of AlBr3 for 7 min, dissoln.of AlBr3, stirred for 15 min at room temp.; evapn. of solvent, dried in vac. at room temp. for 3h, elem. anal.;100%
methylthiol
74-93-1

methylthiol

monomethylgallium di-iodide
95050-66-1

monomethylgallium di-iodide

diiodomethyl(methanethiol)gallane

diiodomethyl(methanethiol)gallane

Conditions
ConditionsYield
In benzene byproducts: CH4; (under N2); the thiol is introduced into a soln. of MeGaI2 in benzene; the solvent is evapd., the residue is washed, dried; elem. anal.;100%
1-allyl-3,4-methylenedioxybenzene
94-59-7

1-allyl-3,4-methylenedioxybenzene

methylthiol
74-93-1

methylthiol

5-(3-(methylthio)propyl)benzo[d][1,3]dioxole
5304-80-3

5-(3-(methylthio)propyl)benzo[d][1,3]dioxole

Conditions
ConditionsYield
With C38H28Au2F12FeN2O8P2S4 In 1,4-dioxane at 45℃; for 20h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Glovebox; Sealed tube;100%
methylthiol
74-93-1

methylthiol

4-allyl-2-methoxyphenoxysulfonyl fluoride

4-allyl-2-methoxyphenoxysulfonyl fluoride

2-methoxy-4-(3-(methylthio)propyl)phenyl sulfurofluoridate

2-methoxy-4-(3-(methylthio)propyl)phenyl sulfurofluoridate

Conditions
ConditionsYield
With C38H28Au2F12FeN2O8P2S4 In 1,4-dioxane at 45℃; for 20h; Inert atmosphere; Glovebox; Sealed tube;100%
Estragole
140-67-0

Estragole

methylthiol
74-93-1

methylthiol

(3-(4-methoxyphenyl)propyl)(methyl)sulfane

(3-(4-methoxyphenyl)propyl)(methyl)sulfane

Conditions
ConditionsYield
With C38H28Au2F12FeN2O8P2S4 In 1,4-dioxane at 45℃; for 20h; Inert atmosphere; Glovebox; Sealed tube;100%
methylthiol
74-93-1

methylthiol

allyl phenyl carbonate
16308-68-2

allyl phenyl carbonate

3-(methylthio)propyl phenyl carbonate

3-(methylthio)propyl phenyl carbonate

Conditions
ConditionsYield
With C38H28Au2F12FeN2O8P2S4 In 1,4-dioxane at 45℃; for 20h; Inert atmosphere; Glovebox; Sealed tube;100%
methylthiol
74-93-1

methylthiol

allyl carbamate
2114-11-6

allyl carbamate

3-(methylthio)propyl carbamate

3-(methylthio)propyl carbamate

Conditions
ConditionsYield
With C38H28Au2F12FeN2O8P2S4 In 1,4-dioxane at 45℃; for 20h; Inert atmosphere; Glovebox; Sealed tube;100%
methylthiol
74-93-1

methylthiol

1-Decene
872-05-9

1-Decene

1-(methylthio)decane
22438-39-7

1-(methylthio)decane

Conditions
ConditionsYield
With C38H28Au2F12FeN2O8P2S4 In 1,4-dioxane at 45℃; for 20h; Inert atmosphere; Glovebox; Sealed tube;100%
methylthiol
74-93-1

methylthiol

allylcyclohexane
2114-42-3

allylcyclohexane

(3-cyclohexylpropyl)(methyl)sulfane

(3-cyclohexylpropyl)(methyl)sulfane

Conditions
ConditionsYield
With C38H28Au2F12FeN2O8P2S4 In 1,4-dioxane at 45℃; for 20h; Inert atmosphere; Glovebox; Sealed tube;100%

74-93-1Relevant articles and documents

New method of dimethyl sulfi de synthesis

Mashkina

, p. 678 - 681 (2011)

The synthesis of dimethyl sulfide consists in the reaction of dimethyl disulfide with methanol in the presence of solid catalyst, aluminum γ-oxide. The yield of dimethyl sulfide grows with growing temperature, contact time, and content of methanol in the reaction mixture. At 350-400°C, molar ratio methanol-dimethyldisulfide 2.0-2.5, and total conversion of the reagents the yield of dimethyl sulfide reached 95 mol%. Pleiades Publishing, Ltd., 2011.

Pre-steady-state kinetic and structural analysis of interaction of methionine γ-lyase from Citrobacter freundii with inhibitors

Kuznetsov, Nikita A.,Faleev, Nicolai G.,Kuznetsova, Alexandra A.,Morozova, Elena A.,Revtovich, Svetlana V.,Anufrieva, Natalya V.,Nikulin, Alexei D.,Fedorova, Olga S.,Demidkina, Tatyana V.

, p. 671 - 681 (2015)

Methionine γ-lyase (MGL) catalyzes the γ-elimination of L-methionine and its derivatives as well as the β-elimination of L-cysteine and its analogs. These reactions yield α-keto acids and thiols. The mechanism of chemical conversion of amino acids includes numerous reaction intermediates.The detailed analysis of MGL interaction with glycine, L-alanine, L-norvaline, and L-cycloserine was performed by pre-steady-state stopped-flow kinetics. The structure of side chains of the amino acids is important both for their binding with enzyme and for the stability of the external aldimine and ketimine intermediates. X-ray structure of the MGL·L-cycloserine complex has been solved at 1.6 A? resolution. The structure models the ketimine intermediate of physiological reaction. The results elucidate the mechanisms of the intermediate interconversion at the stages of external aldimine and ketimine formation.

Crawley, B.,Griffith, H.

, (1938)

Catalytic synthesis of methanethiol from CO/H2/H2S mixtures using α-Al2O3

Zhang, Baojian,Taylor, Stuart H.,Hutchings, Graham J.

, p. 471 - 476 (2004)

Sustained synthesis of methanethiol from the reaction of CO/H 2/H2S mixtures is reported and discussed. Surprisingly, unmodified α-Al2O3 gives the best results for this reaction and methanethiol selectivities of > 98% at CO conversions of ca. 6% can be readily obtained (CO:H2:H2S = 4:5:1, 340°C, total pressure = 20 bar, 200 h-1). Reaction of CO+ H2 (CO:H2 = 1:1) in the absence of H2S using α-Al 2O3 under comparable conditions gives a lower CO conversion (ca. 1.3%) with significant selectivities to methane (20%), methanol (28.5%) and ethanol (21.1%). When H2S is added to the synthesis gas feedstock, the product selectivity switches to sulfur-containing products, almost exclusively methanethiol, but some by-product thiophene is also observed. A range of other catalysts were also investigated (e.g., γ-Al 2O3, Cr2O3, Cr2O 3/Al2O3, Cu/Cr2O3) but all give inferior catalytic performance when compared with α-Al 2O3. The mechanism of the synthesis of methanethiol is discussed, based on a modification of chain propagation in the Fischer-Tropsch synthesis reaction.

Coope,Bryce

, p. 768 (1954)

Metal Oxides as Catalysts for the Reaction between Methanol and Hydrogen Sulfide

Ziolek, M.,Kujawa, J.,Saur, O.,LaValley, J. C.

, p. 9761 - 9766 (1993)

The reaction between methanol and hydrogen sulfide leading to the formation of methanethiol and dimethyl sulfide has been studied using different H2S:CH3OH molar ratios (0.5:1, 1:1, 2:1) at 623 K on various metal oxides presenting different acidity and basicity.The correlations between activity and selectivity of catalysts and their average oxygen and cation charges as well as the strength of their acidic and basic sites, determined by adsorption of probe molecules followed by IR spectroscopy, are as follows: (i) the highest strenth of basic sites and the highest negative charge on oxygen (MgO) lead to the lowest activity and the highest selectivity toward CH3SH; (ii) the lowest strength of basic sites (medium oxygen charge) and the highest cation charge (γ-Al2O3) cause the highest activity and the highest selectivity toward (CH3)2S.The dimethyl sulfide selectivity is in the reverse order of the number of basic sites.IR measurements show that the reaction occurs between chemisorbed methanol (methoxy species) and SH(1-) species or/and H2S molecules.Too strongly held methoxy species as on MgO and PO4(3-)/SiO2 do not react with H2S.The difference in activity and selectivity of both titania samples (anatase and rutile) is discussed.

BORON CONTAINING COMPOUNDS AND THEIR USES

-

Paragraph 0254; 0255, (2020/03/29)

The present disclosure contemplates novel boron-containing compounds and their uses as active agents that exhibit pesticidal activity such as antimicrobial, insecticidal, arachnicidal, and/or anti parasitic activity. An agrochemical composition containing such a compound and its use in, animal health, agriculture, or horticulture is also contemplated. A method for promoting plant performance and/or controlling, reducing, preventing, ameliorating, or inhibiting microbes, insects, arachnids, and/or parasites on or in an animal, a plant, a plant part, plant propagation material, and/or harvested fruits or vegetables is also contemplated.

The role of weak Lewis acid sites for methanol thiolation

Weber-Stockbauer, Manuel,Gutiérrez, Oliver Y.,Bermejo-Deval, Ricardo,Lercher, Johannes A.

, p. 509 - 516 (2019/01/28)

Weak Lewis acid sites combined with strong base sites of Cs+ supported on WS2 and γ-Al2O3 act as active sites in the thiolation of methanol. The acid-base pairs dissociate methanol upon adsorption. The formed surface alcoholate and the corresponding sulfuryl groups enable the substitution of oxygen for sulfur in a Langmuir-Hinshelwood mechanism. Stronger Lewis acid sites catalyze dimethyl ether formation via the Eley-Rideal mechanism in which methoxy groups react with gas phase methanol. The results demonstrate the importance of adjusting the acid-base strength in oxides to selectively catalyze substitution reactions.

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