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ChemicalBook > Product Catalog >Organic Chemistry >Organometallic compounds >Organosodium >SODIUM THIOPHENOXIDE

SODIUM THIOPHENOXIDE

SODIUM THIOPHENOXIDE Basic information
Preparation
Product Name:SODIUM THIOPHENOXIDE
Synonyms:BENZENETHIOL, SODIUM SALT, TECH., 90%;sodiumthiophenate;sodiumthiophenylate;Sodium benzenethiol salt;Benzenethiol sodium salt, Sodium thiophenoxide, Thiophenol sodium salt;(Phenylthio) sodium;Phenylthiosodium;Sodiothiobenzene
CAS:930-69-8
MF:C6H7NaS
MW:134.17
EINECS:213-224-0
Product Categories:
Mol File:930-69-8.mol
SODIUM THIOPHENOXIDE Structure
SODIUM THIOPHENOXIDE Chemical Properties
Melting point >300 °C (lit.)
solubility DMSO (Slightly), Methanol (Slightly, Sonicated)
form Powder
color Off-white to yellow to beige
Hydrolytic Sensitivity0: forms stable aqueous solutions
BRN 3597302
Stability:Hygroscopic
EPA Substance Registry SystemBenzenethiol, sodium salt (930-69-8)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 1759 8/PG 3
WGK Germany 3
F 1-10-13
TSCA No
HazardClass 6.1(b)
PackingGroup III
HS Code 29309090
Hazardous Substances Data930-69-8(Hazardous Substances Data)
MSDS Information
ProviderLanguage
SigmaAldrich English
SODIUM THIOPHENOXIDE Usage And Synthesis
PreparationSodium thiophenolate is prepared by the following steps:A solution of (11) ( 1.0 g, 2.8 mmol), phenylthiol (0.33 g, 3.0 mmol), acetonitrile  (5 cm3) and sodium carbonate (0.3 g) was stirred under reflux for 19 h. Water (20 cm3)  was added, then the mixture extracted into DCM. The DCM solution was dried (MgS04)  and evaporated to dryness. Chromatography on silica gel with DCM - hexane (30 : 70) as  the eluent yielded 2,6-dibromo-3,5-difluoro-4-thiophenoxypyridine (0.9 g, 85%), m.p.65.5-66.5 OC (Found: C, 34.45; H, 1.3; N, 3.2. C11H5Bf2F2NS requires C, 34.7; H,  1.3; N, 3.7%); IR spectrum no. 16; mass spectrum no. 19; nmr spectrum no. 16.
UsesSodium thiophenolate has been used for the synthesis of MCoTI-I and MCoTI-II cyclotides, which are naturally-occurring cyclic cystine-knot microprotein trypsin inhibitors. It may be employed in the following studies:
  • As probe for the immunoassay and for the detection of label-free protein by surface-enhanced Raman scattering (SERS).
  • Preparation of new cyclometalated 6-phenyl-4-(p-R-phenyl)-2,2′-bipyridyl (C--N--N)Pt(II) thiophenolate complexes.
  • Synthesis of 1,3,5,7,9-pentakis(4-methoxyphenylthio)corannulene, 1,3,5,7,9-pentakis(2-naphthylthio)corannulene and 1,3,6,8-tetrakis(4-methoxyphenylthio)corannulene.
  • Synthesis of Et4N+ salts of homoleptic arylthiolate Ti(IV) complex, [Ti(SPh)6]2-.
General DescriptionSodium thiophenolate can be prepared from the reaction of sodium and thiophenol in diethyl ether.
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