Product Name

  • Name

    Methyl thiocyanate

  • EINECS 209-134-6
  • CAS No. 556-64-9
  • Article Data51
  • CAS DataBase
  • Density 1.06
  • Solubility Practically insoluble in water
  • Melting Point -5 ºC
  • Formula C2H3 N S
  • Boiling Point 131 ºC
  • Molecular Weight 73.1185
  • Flash Point 38 ºC
  • Transport Information
  • Appearance CLEAR COLOURLESS TO LIGHT YELLOW LIQUID
  • Safety Poison by ingestion, intravenous, and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also THIOCYANATES.
  • Risk Codes R10;R23/24/25   
  • Molecular Structure Molecular Structure of 556-64-9 (Methyl thiocyanate)
  • Hazard Symbols
  • Synonyms Methylsulfocyanate; Methyl thiocyanate; NSC 9368
  • PSA 49.09000
  • LogP 0.83048

Synthetic route

potassium thioacyanate
333-20-0

potassium thioacyanate

methyl iodide
74-88-4

methyl iodide

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
With poly(vinylbenzyltriphenylphosphonium chloride) In benzene for 2h; Heating;88%
dimethyl phosphoroisothiocyanatidite
75532-40-0

dimethyl phosphoroisothiocyanatidite

dimethylglyoxal
431-03-8

dimethylglyoxal

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

2-methoxy-4,5-dimethyl-[1,3,2]dioxaphosphole 2-oxide
933-43-7

2-methoxy-4,5-dimethyl-[1,3,2]dioxaphosphole 2-oxide

Conditions
ConditionsYield
In dichloromethane at 0℃;A n/a
B 80%
3-methylsulfanyl-5,6-diphenyl-[1,4,2]dithiazine
59103-08-1

3-methylsulfanyl-5,6-diphenyl-[1,4,2]dithiazine

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

2,3,5,6-tetraphenyl-1,4-dithia-2,5-cyclohexadiene
23181-79-5

2,3,5,6-tetraphenyl-1,4-dithia-2,5-cyclohexadiene

C

diphenyl acetylene
501-65-5

diphenyl acetylene

Conditions
ConditionsYield
In dichloromethane for 4h; Irradiation;A n/a
B 72%
C n/a
In dichloromethane for 8h; Quantum yield; Mechanism; Irradiation;
6-methyl-4-oxo-2-thioxo-3,4-dihydro-2H-1,3-oxazine
2911-22-0

6-methyl-4-oxo-2-thioxo-3,4-dihydro-2H-1,3-oxazine

methyl iodide
74-88-4

methyl iodide

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
With potassium carbonate In acetone for 1h; Ambient temperature;64%
1-azido-2,2-dimethylcyclopropyl methylsulfide
79306-34-6

1-azido-2,2-dimethylcyclopropyl methylsulfide

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

2-(methylthio)-4,4-dimethyl-1-azetine

2-(methylthio)-4,4-dimethyl-1-azetine

C

2-(methylthio)-3,3-dimethyl-1-azetine
79780-50-0

2-(methylthio)-3,3-dimethyl-1-azetine

D

isobutene
115-11-7

isobutene

Conditions
ConditionsYield
In tetrachloromethane for 3h; Heating;A 30%
B 6%
C 63%
D n/a
In tetrachloromethane for 3h; Rate constant; Heating;A 30%
B 6%
C 63%
D n/a
In tetrachloromethane for 3h; Heating;
C19H18NS(1+)*CNS(1-)
83319-07-7

C19H18NS(1+)*CNS(1-)

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
at 240℃;52%
poly(N-methyl-4-vinyl-pyridinium)thiocyanate

poly(N-methyl-4-vinyl-pyridinium)thiocyanate

methyl iodide
74-88-4

methyl iodide

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
In hexane at 20℃; for 72h;50%
potassium thioacyanate
333-20-0

potassium thioacyanate

S-methylthiolanium fluorosulphate

S-methylthiolanium fluorosulphate

A

thiophene
110-01-0

thiophene

B

methyl thiocyanate
556-64-9

methyl thiocyanate

C

erucin
4430-36-8

erucin

D

4-(methylthio)butyl thiocyanate
41756-12-1

4-(methylthio)butyl thiocyanate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 70℃; for 7h; Yields of byproduct given;A n/a
B n/a
C n/a
D 45%
potassium thioacyanate
333-20-0

potassium thioacyanate

S-methylthietanium fluorosulphate

S-methylthietanium fluorosulphate

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

methyl 4-(methylsulfanyl)butyl sulfide
15394-33-9

methyl 4-(methylsulfanyl)butyl sulfide

C

3-(methylthio)propyl thiocyanate
86702-84-3

3-(methylthio)propyl thiocyanate

D

1-(4-Methylsulfanyl-butylsulfanyl)-4-thiocyanato-butane
103707-78-4

1-(4-Methylsulfanyl-butylsulfanyl)-4-thiocyanato-butane

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 60℃; for 1.5h;A 20%
B 7%
C 25%
D 18%
potassium thioacyanate
333-20-0

potassium thioacyanate

S-methylthianium fluorosulphate

S-methylthianium fluorosulphate

A

sulfure de pentamethylene
1613-51-0

sulfure de pentamethylene

B

methyl thiocyanate
556-64-9

methyl thiocyanate

C

1-Methylsulfanyl-5-thiocyanato-pentane

1-Methylsulfanyl-5-thiocyanato-pentane

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃; for 5h; Yields of byproduct given;A n/a
B n/a
C 4%
thiocyanic acid
463-56-9

thiocyanic acid

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
With diethyl ether at -5℃;
methanol
67-56-1

methanol

thiocyanic acid
463-56-9

thiocyanic acid

p-nitrophenyldimethylsulphonium methylsulphate
13118-32-6

p-nitrophenyldimethylsulphonium methylsulphate

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

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

1-methylthio-4-nitro-benzene

Conditions
ConditionsYield
at 25 - 45℃; Rate constant;
dimethylsulfide
75-18-3

dimethylsulfide

bromocyane
506-68-3

bromocyane

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
at 100℃; im geschlossenen Rohr;
bromocyane
506-68-3

bromocyane

[(methylthio)methyl]-benzene
766-92-7

[(methylthio)methyl]-benzene

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
at 60 - 70℃;
bromocyane
506-68-3

bromocyane

[(methylthio)methyl]-benzene
766-92-7

[(methylthio)methyl]-benzene

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

benzyl bromide
100-39-0

benzyl bromide

Conditions
ConditionsYield
at 60 - 70℃; im Rohr;
methoxycarbonylisothiocyanate
35266-49-0

methoxycarbonylisothiocyanate

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
beim Erhitzen;
bis-methylsulfanylcarboximidoyl-diazene

bis-methylsulfanylcarboximidoyl-diazene

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
at 110℃;
bis-methylsulfanylcarboximidoyl-diazene

bis-methylsulfanylcarboximidoyl-diazene

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

S,S'-dimethyl-dithiodiisobiurea
74586-16-6

S,S'-dimethyl-dithiodiisobiurea

C

Dimethyldisulphide
624-92-0

Dimethyldisulphide

D

ethanedinitrile
460-19-5

ethanedinitrile

Conditions
ConditionsYield
at 110℃; Zersetzen; Produkt 5: 5-Methylmercapto-3-imino-1.2.4-triazolidin;
potassium thioacyanate
333-20-0

potassium thioacyanate

tertamethylammonium iodide
75-58-1

tertamethylammonium iodide

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

methyl thioisocyanate
556-61-6

methyl thioisocyanate

C

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
at 210℃;
tetramethylammonium thiocyanate
15597-46-3

tetramethylammonium thiocyanate

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
at 304 - 305℃;
potassium thioacyanate
333-20-0

potassium thioacyanate

dimethyl sulfate
77-78-1

dimethyl sulfate

methyl thiocyanate
556-64-9

methyl thiocyanate

barium thiocyanate
2092-17-3

barium thiocyanate

dimethyl sulfate
77-78-1

dimethyl sulfate

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
With water
silver thiocyanate
1701-93-5

silver thiocyanate

methyl iodide
74-88-4

methyl iodide

methyl thiocyanate
556-64-9

methyl thiocyanate

3-methylsulfanyl-5,6,7,8-tetrahydro-benzo[1,4,2]dithiazine
4818-24-0

3-methylsulfanyl-5,6,7,8-tetrahydro-benzo[1,4,2]dithiazine

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

diphenyl acetylene
501-65-5

diphenyl acetylene

Conditions
ConditionsYield
In dichloromethane for 8h; Quantum yield; Irradiation;
2,4,6-tricyanoanisole
29897-71-0

2,4,6-tricyanoanisole

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

potassium 2,4,6-tricyanophenolate

potassium 2,4,6-tricyanophenolate

Conditions
ConditionsYield
With potassium thioacyanate In dimethyl sulfoxide Product distribution; Mechanism;
dimethyl-p-tolylsulfonium tetrafluoroborate
51404-78-5

dimethyl-p-tolylsulfonium tetrafluoroborate

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

4-methylphenyl methylsulfide
623-13-2

4-methylphenyl methylsulfide

Conditions
ConditionsYield
With cyclophane (1); HPLC buffer; potassium thioacyanate at 45.9℃; Rate constant; pD 9; without cyclophanes;
dimethylphenyl sulfonium tetrafluoroborate
33613-52-4

dimethylphenyl sulfonium tetrafluoroborate

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

methyl-phenyl-thioether
100-68-5

methyl-phenyl-thioether

Conditions
ConditionsYield
With cyclophane (1); HPLC buffer; potassium thioacyanate at 45.9℃; Rate constant; pD 9; without cyclophanes;
methyl phosphorodiisothiocyanatidite
78949-38-9

methyl phosphorodiisothiocyanatidite

Phosphoric acid dimethyl ester 2,2,2-trichloro-ethyl ester
3735-81-7

Phosphoric acid dimethyl ester 2,2,2-trichloro-ethyl ester

methyl thiocyanate
556-64-9

methyl thiocyanate

Conditions
ConditionsYield
Product distribution;
dimethyl(p-fluorophenyl)sulfonium tetrafluoroborate

dimethyl(p-fluorophenyl)sulfonium tetrafluoroborate

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

p-fluorothioanisole
371-15-3

p-fluorothioanisole

Conditions
ConditionsYield
With cyclophane (1); HPLC buffer; potassium thioacyanate at 45.9℃; Rate constant; pD 9; without cyclophanes;
dimethyl(p-chlorophenyl)sulfonium tetrafluoroborate

dimethyl(p-chlorophenyl)sulfonium tetrafluoroborate

A

methyl thiocyanate
556-64-9

methyl thiocyanate

B

4-chlorophenyl methyl sulfide
123-09-1

4-chlorophenyl methyl sulfide

Conditions
ConditionsYield
With cyclophane (1); HPLC buffer; potassium thioacyanate at 45.9℃; Rate constant; pD 9; without cyclophanes;
methyl thiocyanate
556-64-9

methyl thiocyanate

ethyl 2-amino-6-cyanoindole-3-carboxylate
521287-10-5

ethyl 2-amino-6-cyanoindole-3-carboxylate

ethyl 5-cyano-2-(methylsulfanylimidoylamino)-1H-indole-3-carboxylate hydrochloride
722485-03-2

ethyl 5-cyano-2-(methylsulfanylimidoylamino)-1H-indole-3-carboxylate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 20 - 60℃;100%
methyl thiocyanate
556-64-9

methyl thiocyanate

C13H21NO
1192739-52-8

C13H21NO

2-cyclohexyl-4-(methylthio)-5,6,7,8-tetrahydroquinazoline
1192739-72-2

2-cyclohexyl-4-(methylthio)-5,6,7,8-tetrahydroquinazoline

Conditions
ConditionsYield
With 2-chloropyridine; trifluoromethylsulfonic anhydride In dichloromethane at -78 - 23℃; Inert atmosphere;100%
methyl thiocyanate
556-64-9

methyl thiocyanate

terephthaloyl chloride
100-20-9

terephthaloyl chloride

2,2'-(1,4-Phenylen)bis<4,6-bis(methylthio)-1,3,5-oxadiazinium>-dihexachloroantimonat(V)
125077-76-1

2,2'-(1,4-Phenylen)bis<4,6-bis(methylthio)-1,3,5-oxadiazinium>-dihexachloroantimonat(V)

Conditions
ConditionsYield
With antimonypentachloride In tetrachloromethane for 2h; Ambient temperature;98%
methyl thiocyanate
556-64-9

methyl thiocyanate

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

2-(4-Chlorphenyl)-4,6-bis(methylthio)-1,3,5-oxadiazinium-hexachloroantimonat(V)

2-(4-Chlorphenyl)-4,6-bis(methylthio)-1,3,5-oxadiazinium-hexachloroantimonat(V)

Conditions
ConditionsYield
With antimonypentachloride In tetrachloromethane at 0℃; for 1h;97%
methyl thiocyanate
556-64-9

methyl thiocyanate

benzene-1,3-dicarbonyl dichloride
99-63-8

benzene-1,3-dicarbonyl dichloride

2,2'-(1,3-Phenylen)bis<4,6-bis(methylthio)-1,3,5-oxadiazinium>-dihexachloroantimonat(V)
125077-78-3

2,2'-(1,3-Phenylen)bis<4,6-bis(methylthio)-1,3,5-oxadiazinium>-dihexachloroantimonat(V)

Conditions
ConditionsYield
With antimonypentachloride In tetrachloromethane for 2h; Ambient temperature;97%
methyl thiocyanate
556-64-9

methyl thiocyanate

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienenitrile
5299-98-9

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienenitrile

3-methyl-2-thiomethyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile
330808-35-0

3-methyl-2-thiomethyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -85℃;97%
methyl thiocyanate
556-64-9

methyl thiocyanate

1-(p-methoxyphenyl)-2-methylpropan-1-ol
18228-46-1

1-(p-methoxyphenyl)-2-methylpropan-1-ol

S-methyl N-[1-(4-hydroxyphenyl)-2-methylprop-2-yl]thiocarbamate

S-methyl N-[1-(4-hydroxyphenyl)-2-methylprop-2-yl]thiocarbamate

Conditions
ConditionsYield
With sulfuric acid In toluene Ritter reaction;97%
methyl thiocyanate
556-64-9

methyl thiocyanate

9-trans-13-trans-dimethyl-7-(1,1,5-trimethyl-5-cyclohexen-6-yl)-7,9,11,13-nonatetraene-15-nitrile
20638-88-4

9-trans-13-trans-dimethyl-7-(1,1,5-trimethyl-5-cyclohexen-6-yl)-7,9,11,13-nonatetraene-15-nitrile

3,7-dimethyl-2-thiomethyl-9-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4,6,8-nonatetraenenitrile

3,7-dimethyl-2-thiomethyl-9-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4,6,8-nonatetraenenitrile

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -85℃;96%
methyl thiocyanate
556-64-9

methyl thiocyanate

1-[(1-chloro-1-methylethyl)azo]-2,4,6-trichlorobenzene
32974-66-6

1-[(1-chloro-1-methylethyl)azo]-2,4,6-trichlorobenzene

2,3-Dimethyl-5-methylthio-1-(2,4,6-trichlorophenyl)-1H-1,2,4-triazolium Hexachloroantimonate

2,3-Dimethyl-5-methylthio-1-(2,4,6-trichlorophenyl)-1H-1,2,4-triazolium Hexachloroantimonate

Conditions
ConditionsYield
With antimonypentachloride In dichloromethane at -60 - 23℃;95%
methyl thiocyanate
556-64-9

methyl thiocyanate

potassium O,O-diisopropyl phoshorodithioate
10533-37-6

potassium O,O-diisopropyl phoshorodithioate

O,O-diisopropyl S-methyl phosphorothioate
22907-64-8

O,O-diisopropyl S-methyl phosphorothioate

Conditions
ConditionsYield
at 90 - 100℃; for 2.5h;95%
methyl thiocyanate
556-64-9

methyl thiocyanate

diisopropyl monothiophosphoric acid, sodium salt
10533-36-5

diisopropyl monothiophosphoric acid, sodium salt

O,O-diisopropyl S-methyl phosphorothioate
22907-64-8

O,O-diisopropyl S-methyl phosphorothioate

Conditions
ConditionsYield
at 90 - 100℃; for 2.5h;95%
methyl thiocyanate
556-64-9

methyl thiocyanate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

2,4-Bis(methylthio)-6-(4-nitrophenyl)-1,3,5-oxadiazinium-hexachloroantimonat(V)

2,4-Bis(methylthio)-6-(4-nitrophenyl)-1,3,5-oxadiazinium-hexachloroantimonat(V)

Conditions
ConditionsYield
With antimonypentachloride In tetrachloromethane at 0℃; for 1h;95%
methyl thiocyanate
556-64-9

methyl thiocyanate

O,O-diisopropyl hydrogen phosphorodithioate
107-56-2

O,O-diisopropyl hydrogen phosphorodithioate

diisopropoxythiophosphoryl isothiocyanate
69674-00-6

diisopropoxythiophosphoryl isothiocyanate

Conditions
ConditionsYield
at 100℃; for 3h;95%
methyl thiocyanate
556-64-9

methyl thiocyanate

O.O-Dipropyl-dithyophosphat
2253-43-2

O.O-Dipropyl-dithyophosphat

O,O-dipropyl phosphoroisothiocyanatidothioate
61680-00-0

O,O-dipropyl phosphoroisothiocyanatidothioate

Conditions
ConditionsYield
at 100℃; for 3h;95%
methyl thiocyanate
556-64-9

methyl thiocyanate

apiol
523-80-8

apiol

4,9-dimethoxy-7-methyl-5-methylsulfanyl-7,8-dihydro[1,3]dioxolo[4,5g]isoquinoline

4,9-dimethoxy-7-methyl-5-methylsulfanyl-7,8-dihydro[1,3]dioxolo[4,5g]isoquinoline

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In chloroform for 0.25h; Reagent/catalyst; Ritter Amidation; Reflux;95%
methyl thiocyanate
556-64-9

methyl thiocyanate

4-amino-5-methyl-2,4-dihydro-[1,2,4]triazole-3-thione
20939-15-5

4-amino-5-methyl-2,4-dihydro-[1,2,4]triazole-3-thione

3-methyl-6-methylsulfanyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
13228-91-6

3-methyl-6-methylsulfanyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole

Conditions
ConditionsYield
With PPA for 6h; boiling water bath;94%
methyl thiocyanate
556-64-9

methyl thiocyanate

Methyl 3-aminothiophene-2-carboxylate
22288-78-4

Methyl 3-aminothiophene-2-carboxylate

2-(methylthio)thieno[3,2-d]pyrimidin-4(3H)-one
176530-46-4

2-(methylthio)thieno[3,2-d]pyrimidin-4(3H)-one

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 90℃; for 24h; Sealed tube;94%
methyl thiocyanate
556-64-9

methyl thiocyanate

dimethyl 2-(3-phenyl-3-butenyl)-2-(2-propynyl)malonate
697288-02-1

dimethyl 2-(3-phenyl-3-butenyl)-2-(2-propynyl)malonate

dimethyl 2-(3-methylthio-2-propynyl)-2-(3-phenyl-3-butenyl)malonate

dimethyl 2-(3-methylthio-2-propynyl)-2-(3-phenyl-3-butenyl)malonate

Conditions
ConditionsYield
Stage #1: dimethyl 2-(3-phenyl-3-butenyl)-2-(2-propynyl)malonate With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: methyl thiocyanate In tetrahydrofuran; hexane at -78 - 20℃; for 17h;
93.4%
methyl thiocyanate
556-64-9

methyl thiocyanate

gloutaric dichloride
2873-74-7

gloutaric dichloride

2,2'-(1,3-Propandiyl)bis<4,6-bis(methylthio)-1,3,5-oxadiazinium>-dihexachloroantimonat(V)
125077-70-5

2,2'-(1,3-Propandiyl)bis<4,6-bis(methylthio)-1,3,5-oxadiazinium>-dihexachloroantimonat(V)

Conditions
ConditionsYield
With antimonypentachloride In tetrachloromethane for 2h; Ambient temperature;93%
methyl thiocyanate
556-64-9

methyl thiocyanate

potassium O,O-diethyldithiophosphate
3454-66-8

potassium O,O-diethyldithiophosphate

O,O-diethyl S-methyl phosphorodithioate
3288-58-2

O,O-diethyl S-methyl phosphorodithioate

Conditions
ConditionsYield
at 100 - 130℃; for 3h;93%
methyl thiocyanate
556-64-9

methyl thiocyanate

N-(p-methoxyphenyl)benzamide
7472-54-0

N-(p-methoxyphenyl)benzamide

6-methoxy-4-(methylthio)-2-phenylquinazoline
959217-28-8

6-methoxy-4-(methylthio)-2-phenylquinazoline

Conditions
ConditionsYield
With 2-chloropyridine; trifluoromethylsulfonic anhydride In dichloromethane at -78 - 140℃; for 0.35h; Inert atmosphere; Microwave irradiation;93%
methyl thiocyanate
556-64-9

methyl thiocyanate

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

2-(4-Methylphenyl)-4,6-bis(methylthio)-1,3,5-oxadiazinium-hexachloroantimonat(V)

2-(4-Methylphenyl)-4,6-bis(methylthio)-1,3,5-oxadiazinium-hexachloroantimonat(V)

Conditions
ConditionsYield
With antimonypentachloride In tetrachloromethane at 0℃; for 1h;92%
methyl thiocyanate
556-64-9

methyl thiocyanate

2-fluoropyridine
372-48-5

2-fluoropyridine

2-fluoro-3-methylthiopyridine

2-fluoro-3-methylthiopyridine

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78 - 0℃; for 2.5h;92%
methyl thiocyanate
556-64-9

methyl thiocyanate

methyl 2-(5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)acetate
24246-07-9

methyl 2-(5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)acetate

C28H26N6NiO6S2

C28H26N6NiO6S2

Conditions
ConditionsYield
In methanol for 3h; Reflux;92%
methyl thiocyanate
556-64-9

methyl thiocyanate

5-methylsulfanyl-1H-tetrazole
29515-99-9

5-methylsulfanyl-1H-tetrazole

Conditions
ConditionsYield
With sodium azide; titanium(IV) dioxide In N,N-dimethyl-formamide at 110℃; for 20h; regiospecific reaction;91%
Stage #1: methyl thiocyanate With sodium azide In water at 20℃; for 0.5h;
Stage #2: With hydrogen bromide In water pH=1-2;
88%
With ammonium azide; N,N-dimethyl-formamide; lithium chloride
With azide(1-)
methyl thiocyanate
556-64-9

methyl thiocyanate

fumaryl dichloride
627-63-4

fumaryl dichloride

2,2'-(1,2-Ethendiyl)bis<4,6-bis(methylthio)-1,3,5-oxadiazinium>-dihexachloroantimonat(V)
125077-74-9

2,2'-(1,2-Ethendiyl)bis<4,6-bis(methylthio)-1,3,5-oxadiazinium>-dihexachloroantimonat(V)

Conditions
ConditionsYield
With antimonypentachloride In tetrachloromethane for 2h; Ambient temperature;91%
methyl thiocyanate
556-64-9

methyl thiocyanate

2-diazo-1-(3-chlorophenyl)ethanone
7023-78-1

2-diazo-1-(3-chlorophenyl)ethanone

A

1-(3-chlorophenyl)-2-ethoxyethan-1-one

1-(3-chlorophenyl)-2-ethoxyethan-1-one

B

2-methylthio-5-(m-chlorophenyl)oxazole

2-methylthio-5-(m-chlorophenyl)oxazole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 0℃;A 4%
B 91%
methyl thiocyanate
556-64-9

methyl thiocyanate

N-(But-3-ynyl)-N-(4-methylpenta-2,3-dienyl)-4-methylbenzenesulfonamide
293313-46-9

N-(But-3-ynyl)-N-(4-methylpenta-2,3-dienyl)-4-methylbenzenesulfonamide

N-(4-Methythiobut-3-ynyl)-N-(4-methylpenta-2,3-dienyl)-4-methylbenzenesulfonamide
293313-47-0

N-(4-Methythiobut-3-ynyl)-N-(4-methylpenta-2,3-dienyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
Stage #1: N-(But-3-ynyl)-N-(4-methylpenta-2,3-dienyl)-4-methylbenzenesulfonamide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Metallation;
Stage #2: methyl thiocyanate In tetrahydrofuran; hexane at -78℃; for 0.5h; Substitution;
91%
methyl thiocyanate
556-64-9

methyl thiocyanate

2-Methyl-1-phenyl-2-propanol
100-86-7

2-Methyl-1-phenyl-2-propanol

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

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

Conditions
ConditionsYield
With sulfuric acid90%
methyl thiocyanate
556-64-9

methyl thiocyanate

Adipic acid dichloride
111-50-2

Adipic acid dichloride

2,2'-(1,4-Butandiyl)bis<4,6-bis(methylthio)-1,3,5-oxadiazinium>-dihexachloroantimonat(V)
125077-72-7

2,2'-(1,4-Butandiyl)bis<4,6-bis(methylthio)-1,3,5-oxadiazinium>-dihexachloroantimonat(V)

Conditions
ConditionsYield
With antimonypentachloride In tetrachloromethane for 2h; Ambient temperature;90%

Methyl thiocyanate Chemical Properties

Molecule structure of Methyl thiocyanate (CAS NO.556-64-9) :

IUPAC Name: methyl thiocyanate 
Molecular Weight: 73.11692 g/mol
Molecular Formula: C2H3NS
Density: 1.061 g/cm3
Melting Point: -5 °C
Boiling Point: 123.1 °C at 760 mmHg   
Flash Point: 38.3 °C
Index of Refraction: 1.47
Molar Refractivity: 19.22 cm3
Molar Volume: 68.9 cm3
Polarizability: 7.62×10-24 cm3
Surface Tension: 37.6 dyne/cm 
Enthalpy of Vaporization: 36.1 kJ/mol 
log P (octanol-water): 0.730 
Water Solubility: 4.27E+04 mg/L 
Vapor Pressure: 12.1 mm Hg 
Henry's Law Constant: 4.38E-05 atm-m3/mole 
Atmospheric OH Rate Constant: 1.06E-12 cm3/molecule-sec
XLogP3-AA: 0.9
H-Bond Acceptor: 1
Exact Mass: 72.99862
MonoIsotopic Mass: 72.99862
Topological Polar Surface Area: 23.8
Heavy Atom Count: 4
Complexity: 41.2
Canonical SMILES: CSC#N
InChI: InChI=1S/C2H3NS/c1-4-2-3/h1H3
InChIKey: VYHVQEYOFIYNJP-UHFFFAOYSA-N
Storage Temp.: poison room
Merck: 6127 
EINECS: 209-134-6

Methyl thiocyanate Uses

 Methyl thiocyanate (CAS NO.556-64-9) is used as an agricultural insecticide, a fumigant and as a research chemical. No evidence of commercial production in the U.S. It is also used for the synthesis of pesticides, medicine and other fine chemicals.

Methyl thiocyanate Production

By the reaction of dimethyl sulfate and potassium cyanide sulfur derived. Be KSCN dissolved in water, dropwise dimethyl sulfate to control the temperature below 60 °C, about 3h dropping finish. And then continue stirring 2h. Place overnight. Taken by the water reservoir while the system was finished washing.

Methyl thiocyanate Toxicity Data With Reference

1.    

orl-rat LD50:60 mg/kg

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,1036.
2.    

ipr-mus LD50:23 mg/kg

    PCBPBS    Pesticide Biochemistry and Physiology. 2 (1972),95.
3.    

ivn-mus LD50:18 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#02864 .
4.    

orl-cat LDLo:8500 µg/kg

    MEIEDD    Merck Index. 11 (1989),963.
5.    

scu-rbt LDLo:20 mg/kg

    AEPPAE    Naunyn-Schmiedebergs Archiv fuer Experimentelle Pathologie und Pharmakologie. 150 (1930),257.

Methyl thiocyanate Consensus Reports

Reported in EPA TSCA Inventory. EPA Extremely Hazardous Substances List.

Methyl thiocyanate Safety Profile

Poison by ingestion, intravenous, and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also THIOCYANATES.
Hazard Codes: ToxicT
Risk Statements: 23/24/25-10-36/37
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R10:Flammable. 
R36/37:Irritating to eyes and respiratory system.
Safety Statements: 28A-27-26-16-45-36/37/39 
S28:After contact with skin, wash immediately with plenty of soap-suds. 
S27:Take off immediately all contaminated clothing. 
S16:Keep away from sources of ignition. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN1992
RTECS: XL1575000
HazardClass: 3
PackingGroup: III
Hazardous Substances Data: 556-64-9(Hazardous Substances Data)

Methyl thiocyanate Specification

 Methyl thiocyanate (CAS NO.556-64-9) is also called 4-03-00-00327 (Beilstein Handbook Reference) ; AI3-16178 ; BRN 1098357 ; HSDB 5691 ; Methane, thiocyanato- ; Methyl rhodanate ; Methyl sulfocyanate ; Methylrhodanid
 ; Methylthiokyanat ; NSC 9368 ; Thiocyanic acid, methyl ester . Methyl thiocyanate (CAS NO.556-64-9) is colorless liquid with an odor of onions and is very slightly soluble in water.  Methyl thiocyanate is a moderately toxic liquid, flammable. Violent, possibly explosive oxidation reaction when mixed with chlorates, nitrates, nitric acid, organic or inorganic peroxides, perchlorates. On contact with mineral acids or acid fumes deadly toxic hydrogen cyanide gas is produced. When heated to decomposition or on contact with mineral acids, Methyl thiocyanate emits highly toxic fumes of nitriles, oxides of sulfur and nitrogen. Methyl thiocyanate is highly toxic if ingested. It is a rapidly acting poison. Methyl thiocyanate (CAS NO.556-64-9) is Incompatible with nitric acid. Violent reactions have occurred when mixed with chlorates, nitrates, nitric acid, organic peroxides, peroxides, potassium chlorate, and sodium chlorate. Methyl thiocyanate is volatile. So the storage environment should be ventilate, low-temperature and dry. Keep  Methyl thiocyanate (CAS NO.556-64-9) separate from oxidants, acids, and food additives.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View