B
sodium thiocyanide
Conditions | Yield |
---|---|
In tetrahydrofuran Kinetics; storage at 23°C for 24 h (or at 25°C for kinetic); solvent removed in vac.; residue dissolved in Et2O; filtered through fine sintered-glass frit; dried; NMR; | A 94% B 96% |
Conditions | Yield |
---|---|
With sodium azide; ethanol |
Conditions | Yield |
---|---|
With sodium hydrogensulfide at 200 - 500℃; | |
With sodium hydrogensulfide at 200 - 500℃; |
Conditions | Yield |
---|---|
With sulfur; acetone |
ammonium thiocyanate
sodium thiocyanide
Conditions | Yield |
---|---|
With sodium hydroxide |
thiourea
sodium thiocyanide
Conditions | Yield |
---|---|
With sodium hydrogensulfide at 200 - 500℃; | |
With sodium hydrogensulfide at 200 - 500℃; |
N-Cyanoguanidine
sodium thiocyanide
Conditions | Yield |
---|---|
With sodium hydrogensulfide at 200 - 500℃; | |
With sodium hydrogensulfide at 200 - 500℃; |
Conditions | Yield |
---|---|
In acetonitrile at 24.9℃; Equilibrium constant; |
Conditions | Yield |
---|---|
In acetonitrile at 24.85℃; Equilibrium constant; Thermodynamic data; ΔG, ΔH, ΔS; |
A
sodium thiocyanide
B
1,8-bis<2-(diphenylphosphinoylmethyl)phenoxy>-3,6-dioxaoctane
Conditions | Yield |
---|---|
In acetonitrile at 24.85℃; Equilibrium constant; Thermodynamic data; ΔG, ΔH, ΔS; |
A
sodium thiocyanide
B
tris<2-(diphenylphosphorylmethoxy)ethyl>amine
Conditions | Yield |
---|---|
In acetonitrile at 24.85℃; Equilibrium constant; Thermodynamic data; ΔG, ΔH, ΔS; |
A
sodium thiocyanide
B
tris<2-(diphenylphosphorylmethoxy)ethyl>amine
Conditions | Yield |
---|---|
In acetonitrile at 24.85℃; Equilibrium constant; Thermodynamic data; ΔG, ΔH, ΔS; |
A
sodium thiocyanide
B
tris<2-(diphenylphosphorylmethoxy)ethyl>amine
Conditions | Yield |
---|---|
In acetonitrile at 24.85℃; Equilibrium constant; Thermodynamic data; ΔG, ΔH, ΔS; |
A
sodium thiocyanide
B
tris<3-oxa-5-(diphenylphosphoryl)pentyl>amine
Conditions | Yield |
---|---|
In acetonitrile at 24.85℃; Equilibrium constant; Thermodynamic data; ΔG, ΔH, ΔS; |
A
sodium thiocyanide
B
tris<3-oxa-5-(diphenylphosphoryl)pentyl>amine
Conditions | Yield |
---|---|
In acetonitrile at 24.85℃; Equilibrium constant; Thermodynamic data; ΔG, ΔH, ΔS; |
Conditions | Yield |
---|---|
In acetonitrile at 24.85℃; Equilibrium constant; Thermodynamic data; ΔG, ΔH, ΔS; |
Conditions | Yield |
---|---|
In acetonitrile at 24.85℃; Equilibrium constant; Thermodynamic data; ΔG, ΔH, ΔS; |
Conditions | Yield |
---|---|
In acetonitrile at 24.85℃; Equilibrium constant; Thermodynamic data; ΔG, ΔH, ΔS; |
benzo[d]thiazol-2-yl thiocyanate
sodium 2-mercaptobenzothiazole
A
2,2'-thiobis(benzothiazole)
B
di(benzothiazol-2-yl)disulfide
C
sodium cyanide
D
sodium thiocyanide
sodium thiocyanide
Conditions | Yield |
---|---|
With sodium sulfide | |
With sodium thiosulfate |
sodium thiocyanide
Conditions | Yield |
---|---|
With water; methyllithium; calcium carbonate |
sodium thiocyanide
Conditions | Yield |
---|---|
With tetrachloromethane; sodium thiosulfate |
sodium thiocyanide
Conditions | Yield |
---|---|
In tetrachloromethane; water | |
In tetrachloromethane; water |
sodium thiocyanide
16,19-Dioxo-2,5,8,11,14-pentaoxabicyclo[13.4.0]-115,1718-nonadecadien
Conditions | Yield |
---|---|
In dichloromethane for 2h; | 100% |
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide | 100% |
In acetonitrile at 60℃; for 1h; Solvent; Inert atmosphere; |
Conditions | Yield |
---|---|
In acetonitrile at 20 - 25℃; for 0.0833333h; | 100% |
5-bromo-3-(2-methylpyridin-3-yloxy)pyridin-2-amine
1-acetyl-N-(methylsulfonyloxy)piperidine-4-carbimidoyl chloride
sodium thiocyanide
1-(4-(5-(5-bromo-3-(2-methylpyridin-3-yloxy)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethanone
Conditions | Yield |
---|---|
Stage #1: 1-acetyl-N-(methylsulfonyloxy)piperidine-4-carbimidoyl chloride; sodium thiocyanide With pyridine In acetonitrile at 40℃; for 0.666667h; Stage #2: 5-bromo-3-(2-methylpyridin-3-yloxy)pyridin-2-amine In acetonitrile at 60℃; | 100% |
4-methyl-N-(thiazol-2-yl)pyridine-2-amine
sodium thiocyanide
N-(4-methylpyridin-2-yl)-5-thiocyanatothiazol-2-amine
Conditions | Yield |
---|---|
With bromine In methanol at 23℃; for 1.33333h; | 100% |
With bromine In methanol at 23℃; for 1.33333h; | 100% |
sodium thiocyanide
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 6h; | 100% |
Conditions | Yield |
---|---|
Stage #1: [[chloro-(3-nitrophenyl)methylene]amino]methanesulfonate; sodium thiocyanide With pyridine In acetonitrile at 40℃; for 1.5h; Stage #2: 4-chloro-1H-indazol-5-amine In acetonitrile at 0 - 20℃; | 100% |
Conditions | Yield |
---|---|
With MA-PVC In water at 15℃; Temperature; | 99.7% |
With sodium acetate In water at 10℃; for 6h; Time; Large scale; | |
In ethyl acetate at 40 - 50℃; for 3h; | |
Stage #1: sodium thiocyanide With dmap In water for 6h; Stage #2: methyl chloroformate In water at 20℃; |
2,3-Dichloroprop-1-ene
sodium thiocyanide
2-chloro-3-isothiocyanato-1-propene
Conditions | Yield |
---|---|
In dichloromethane at 0 - 5℃; for 3h; Temperature; Solvent; Reflux; | 99.5% |
With N-benzyl-N,N,N-triethylammonium chloride In toluene at 100 - 105℃; for 1.5h; Large scale; | 80% |
With N-benzyl-N,N,N-triethylammonium chloride In toluene at 100 - 105℃; for 1.5h; Large scale; | 80% |
With N-benzyl-N,N,N-triethylammonium chloride In toluene at 100 - 105℃; for 1.5h; Large scale; | 80% |
In water at 100℃; for 14h; Temperature; |
sodium thiocyanide
2-Dimethylamino-ethanesulfonic acid hexadecyl ester; compound with toluene-4-sulfonic acid
n-cetyl thiocyanate
Conditions | Yield |
---|---|
In water at 25℃; for 2h; | 99% |
sodium thiocyanide
chloroformic acid ethyl ester
Ethoxycarbonyl isothiocyanate
Conditions | Yield |
---|---|
With pyridine In water; toluene | 99% |
quinoline In water at 8 - 12℃; for 7.5h; | 80.4% |
With N,N-dimethyl-aniline In water at -1 - 8℃; for 4.5h; | 76.4% |
Conditions | Yield |
---|---|
With triphenyl phosphite; 2,6-dimethylpyridinium tetrafluoroborate In dichloromethane for 9.83333h; Product distribution; Ambient temperature; electrolysis; other alcohols; variation of conditions; | 99% |
With triphenyl phosphite; 2,6-lutidinium perchlorate In dichloromethane for 9.83333h; Ambient temperature; electrolysis; | 99% |
With trichloroisocyanuric acid; triphenylphosphine In acetonitrile at 82℃; for 3h; |
sodium thiocyanide
ω-(4-chloroanilino)-3-acetylbenzopyran-2-one
1-(4-chlorophenyl)-2-mercapto-4-(coumarin-3-yl)imidazole
Conditions | Yield |
---|---|
With hydrogenchloride In methanol for 3h; Heating; | 99% |
sodium thiocyanide
4-Nitrophenacyl bromide
2-(4-nitrophenyl)-2-oxoethyl thiocyanate
Conditions | Yield |
---|---|
In acetonitrile at 45℃; for 3h; | 99% |
With tetrabutylammomium bromide In water at 20℃; for 0.5h; | 93% |
With 1,4-bis(imidazol-1-yl)butane-based poly(ionic liquid) In water at 60℃; for 0.166667h; Green chemistry; | 92% |
(Indan-4-yloxy)-acetic Acid Methyl Ester
sodium thiocyanide
(7-thiocyanato-indan-4-yloxy)-acetic acid methyl ester
Conditions | Yield |
---|---|
With bromine; sodium bromide In methanol at 0℃; | 99% |
Conditions | Yield |
---|---|
In acetone at 25℃; for 1h; | 99% |
With tetrabutylammomium bromide In water at 20℃; for 0.666667h; | 92% |
With 1,4-bis(imidazol-1-yl)butane-based poly(ionic liquid) In water at 60℃; for 0.166667h; Green chemistry; | 88% |
sodium thiocyanide
2-(2'-pyridyl)imidazole
Conditions | Yield |
---|---|
In methanol methanolic soln. of KNCS (0.25 mmol) added dropwise to methanolic soln. of Mn compd. (0.125 mmol) and ligand (0.25 mmol) with stirring; crystd. on storage at room temp. for 1 wk, filtered off, washed (cold MeOH, Et2O), dried over CaCl2, elem. anal.; | 99% |
styrene
chloro-trimethyl-silane
ethyl benzenesulfenate
sodium thiocyanide
Conditions | Yield |
---|---|
Stage #1: chloro-trimethyl-silane; sodium thiocyanide In chloroform at 20℃; for 1h; Stage #2: styrene; ethyl benzenesulfenate In chloroform | 99% |
chloro-trimethyl-silane
1,5-cis,cis-cyclooctadiene
ethyl benzenesulfenate
sodium thiocyanide
Conditions | Yield |
---|---|
Stage #1: chloro-trimethyl-silane; sodium thiocyanide In chloroform at 20℃; for 1h; Stage #2: 1,5-cis,cis-cyclooctadiene; ethyl benzenesulfenate In chloroform | 99% |
chloro-trimethyl-silane
norbornene
ethyl benzenesulfenate
sodium thiocyanide
Conditions | Yield |
---|---|
Stage #1: chloro-trimethyl-silane; sodium thiocyanide In chloroform at 20℃; for 1h; Stage #2: norbornene; ethyl benzenesulfenate In chloroform | 99% |
Conditions | Yield |
---|---|
Stage #1: chloro-trimethyl-silane; sodium thiocyanide In chloroform at 20℃; for 1h; Stage #2: ethyl benzenesulfenate; 3',6'-dimethoxybenzonorborna-2,5-diene In chloroform | 99% |
chloro-trimethyl-silane
ethyl benzenesulfenate
sodium thiocyanide
E-1-(4'-methoxyphenyl)prop-1-ene
Conditions | Yield |
---|---|
Stage #1: chloro-trimethyl-silane; sodium thiocyanide In chloroform at 20℃; for 1h; Stage #2: ethyl benzenesulfenate; E-1-(4'-methoxyphenyl)prop-1-ene In chloroform | 99% |
chloro-trimethyl-silane
ethyl benzenesulfenate
sodium thiocyanide
cyclohexene
Conditions | Yield |
---|---|
Stage #1: chloro-trimethyl-silane; sodium thiocyanide In chloroform at 20℃; for 1h; Stage #2: ethyl benzenesulfenate; cyclohexene In chloroform | 99% |
Conditions | Yield |
---|---|
In dichloromethane for 17h; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With N-chloro-succinimide In ethanol at 0 - 20℃; for 0.5h; | 99% |
With N-chloro-succinimide In ethanol at 20℃; | 94% |
With oxygen In tetrahydrofuran at 25℃; under 750.075 Torr; for 7h; Irradiation; | 50% |
With air; Ag/TiO2 nanotubes In tetrahydrofuran at 20℃; for 18h; Irradiation; Green chemistry; | 38% |
Conditions | Yield |
---|---|
In dichloromethane for 24h; Inert atmosphere; | 99% |
sodium thiocyanide
Conditions | Yield |
---|---|
With Sodium thiosulfate pentahydrate In acetonitrile at 20℃; for 12h; | 99% |
sodium thiocyanide
Conditions | Yield |
---|---|
In methanol; water at 80℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In acetone at 20℃; for 24h; | 99% |
1-(4-chlorophenyl)sulfonyl-2-phenyl aziridine
sodium thiocyanide
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water at 20℃; for 16h; | 98.5% |
Molecular Structure:
Molecular Formula: CNNaS
Molecular Weight: 81.0722
IUPAC Name: Sodium thiocyanate
Synonyms of Sodium thiocyanate (CAS NO.540-72-7): CCRIS 3967 ; Caswell No. 796A ; EINECS 208-754-4 ; EPA Pesticide Chemical Code 068202 ; Haimased ; Natrium rhodanatum ; Natrium thiocyanat ; Natriumrhodanid ; Natriumrhodanid [German] ; Scyan ; Sodium isothiocyanate ; Sodium rhodanate ; Sodium rhodanide ; Sodium sulfocyanate ; Sodium sulfocyanide ; Sodium thiocyanide ; Thiocyanate sodium ; USAF EK-T-434 ; Thiocyanic acid, sodium salt (1:1) ; Sodium thiocyanate solution (56% or less)
CAS NO: 540-72-7
Classification Code: Agricultural Chemical ; Drug / Therapeutic Agent ; Herbicide
Melting point: 287 °C
Flash Point: 42.1 °C
Enthalpy of Vaporization: 38.3 kJ/mol
Boiling Point: 146 °C at 760 mmHg
Vapour Pressure: 4.73 mmHg at 25°C
Sodium thiocyanate (CAS NO.540-72-7) is used as a precursor for the synthesis of pharmaceuticals and other specialty chemicals. Thiocyanate salts are typically prepared by the reaction of cyanide with elemental sulfur:
NaCN + 1/8 S8 → NaSCN
NaSCN crystallises in an orthorhombic cell. Each Na+ center is surrounded by three sulfur and three nitrogen ligands provided by the triatomic thiocyanate anion. It is commonly used in the laboratory as a test for the presence of Fe3+ ions.NaSCN is employed to convert alkyl halides into the corresponding alkylthiocyanates. Closely related reagents include ammonium thiocyanate and potassium thiocyanate, which has twice the solubility in water. Silver thiocyanate may be used as well; the precipitation of insoluble silver halides help simplify workup. Treatment of isopropyl bromide with NaSCN in hot ethanolic solution affords isopropyl thiocyanate. Protonation of NaSCN affords isothiocyanic acid, S=C=NH (pKa = -1.28).
This species is generated in situ from NaSCN; it adds to organic amines to afford derivatives of thiourea
Sodium thiocyanate (CAS NO.540-72-7) is one of the main sources of the thiocyanate anion
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LDLo | intravenous | 100mg/kg (100mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 169, Pg. 429, 1933. |
guinea pig | LDLo | intraperitoneal | 500mg/kg (500mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: EXCITEMENT | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 169, Pg. 429, 1933. |
guinea pig | LDLo | oral | 600mg/kg (600mg/kg) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 152, 1940. | |
guinea pig | LDLo | subcutaneous | 500mg/kg (500mg/kg) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 152, 1940. | |
mouse | LD50 | intraperitoneal | 500mg/kg (500mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Japanese Journal of Pharmacology. Vol. 3, Pg. 99, 1954. |
mouse | LD50 | intravenous | 484mg/kg (484mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 152, 1940. |
mouse | LD50 | oral | 362mg/kg (362mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 106, 1982. | |
mouse | LDLo | subcutaneous | 400mg/kg (400mg/kg) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 152, 1940. | |
rabbit | LDLo | intravenous | 100mg/kg (100mg/kg) | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 169, Pg. 429, 1933. | |
rabbit | LDLo | oral | 750mg/kg (750mg/kg) | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 169, Pg. 429, 1933. | |
rabbit | LDLo | subcutaneous | 200mg/kg (200mg/kg) | AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: FOOD INTAKE (ANIMAL) | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 152, Pg. 250, 1930. |
rat | LD50 | intraperitoneal | 540mg/kg (540mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT | Journal of Pharmacology and Experimental Therapeutics. Vol. 96, Pg. 416, 1949. |
rat | LD50 | intratracheal | 232mg/kg (232mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 106, 1982. | |
rat | LD50 | oral | 764mg/kg (764mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 152, 1940. |
Hazard Codes of Sodium thiocyanate (CAS NO.540-72-7): Xn
Risk Statements: 32-52/53-20/21/22
R32: Contact with acid liberates very toxic gas.
R52/53: Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36/37-61-13
S36/37: Wear suitable protective clothing and gloves.
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
S13: Keep away from food, drink and animal foodstuffs.
WGK Germany :1
RTECS: XL2275000
F: 3
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