Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Sodium thiocyanate

From Wikipedia, the free encyclopedia
Sodium thiocyanate
The sodium cation
The sodium cation
The thiocyanate anion (space-filling model)
The thiocyanate anion (space-filling model)
Names
IUPAC name
Sodium thiocyanate
Other names
Sodium rhodanide
Sodium sulfocyanate
Sodium rhodanate
Thiocyanic acid, sodium salt
Identifiers
3D model (JSmol)
3594965
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.007.960Edit this at Wikidata
EC Number
  • 208-754-4
1249825
RTECS number
  • XL2275000
UNII
  • InChI=1S/CHNS.Na/c2-1-3;/h3H;/q;+1/p-1 checkY
    Key: VGTPCRGMBIAPIM-UHFFFAOYSA-M checkY
  • InChI=1S/CHNS.Na/c2-1-3;/h3H;/q;+1/p-1
    Key: VGTPCRGMBIAPIM-REWHXWOFAB
  • Key: VGTPCRGMBIAPIM-UHFFFAOYSA-M
  • [Na+].[S-]C#N
Properties
NaSCN
Molar mass81.072 g/mol
Appearancedeliquescent colorless crystals
Density1.735 g/cm3
Melting point287 °C (549 °F; 560 K)
Boiling point307 °C (585 °F; 580 K) decomposes
139 g/100 mL (21 °C)
225 g/100 mL (100 °C)
Solubilitysoluble inacetone,alcohols,ammonia,SO2
Acidity (pKa)−1.28
1.545
Structure
orthorhombic
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H302,H312,H332,H412
P261,P264,P270,P271,P273,P280,P301+P312,P302+P352,P304+P312,P304+P340,P305+P351+P338,P310,P312,P322,P330,P337+P313,P363,P501
NFPA 704 (fire diamond)
Lethal dose or concentration (LD, LC):
764 mg/kg (oral, rat)[1]
Safety data sheet (SDS)ICSC 0675
Related compounds
Otheranions
Sodium cyanate
Sodium cyanide
Othercations
Lithium thiocyanate
Potassium thiocyanate
Ammonium thiocyanate
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Sodium thiocyanate (sometimes calledsodium sulphocyanide) is thechemical compound with the formula NaSCN. This colorlessdeliquescentsalt is one of the main sources of thethiocyanateanion. As such, it is used as a precursor for thesynthesis of pharmaceuticals and otherspecialty chemicals.[2] Thiocyanate salts are typically prepared by the reaction ofcyanide with elementalsulfur:

8 NaCN + S8 → 8 NaSCN

Sodium thiocyanate crystallizes in anorthorhombic cell. Each Na+ center is surrounded by three sulfur and three nitrogen ligands provided by the triatomic thiocyanate anion.[3] It is commonly used in thelaboratory as atest for the presence ofFe3+ ions.

Applications in chemical synthesis

[edit]

Sodium thiocyanate is employed to convertalkyl halides into the corresponding alkylthiocyanates. Treatment ofisopropyl bromide with sodium thiocyanate in a hot ethanolic solution affords isopropyl thiocyanate.[4] Protonation of sodium thiocyanate affordsisothiocyanic acid, S=C=NH (pKa = −1.28).[5] Isothiocyanic acid, typically generated in situ from sodium thiocyanate, adds toanilines to afford2-aminobenzothiazoles.[6]

Related compounds

[edit]

Closely related reagents includeammonium thiocyanate andpotassium thiocyanate, which has twice the solubility in water.Silver thiocyanate may be used as well; the precipitation of insoluble silver halides help simplifyworkup.

References

[edit]
  1. ^Sodium thiocyanate, chemicalland21.com
  2. ^Schwan, A. L. (2001).Encyclopedia of Reagents for Organic Synthesis. New York: John Wiley & Sons.doi:10.1002/047084289X.rs109.
  3. ^van Rooyen, P. H.;Boeyens, J. C. A. (1975)."Sodium thiocyanate".Acta Crystallographica.B31 (12):2933–2934.Bibcode:1975AcCrB..31.2933V.doi:10.1107/S0567740875009326.
  4. ^R. L. Shriner (1931). "Isopropyl Thiocyanate".Organic Syntheses.11: 92.doi:10.15227/orgsyn.011.0092.
  5. ^Chiang, Y.; Kresge, A. J. (2000). "Determination of the Acidity Constant of Isothiocyanic Acid in Aqueous Solution".Canadian Journal of Chemistry.78 (12):1627–1628.doi:10.1139/cjc-78-12-1627.
  6. ^Allen, C. F. H.; VanAllan, J. (1942). "2-Amino-6-Methylbenzothiazole".Organic Syntheses.22: 16.doi:10.15227/orgsyn.022.0016{{cite journal}}: CS1 maint: multiple names: authors list (link).
Inorganic
Halides
Chalcogenides
Pnictogenides
Oxyhalides
Oxychalcogenides
Oxypnictogenides
Metalates
Others
Organic
Salts and covalent derivatives of thethiocyanate ion
Retrieved from "https://en.wikipedia.org/w/index.php?title=Sodium_thiocyanate&oldid=1305720356"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2026 Movatter.jp