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418293

Sigma-Aldrich

Sodium thiophenolate

technical grade, 90%

Synonym(s):

Benzenethiol sodium salt, Sodium thiophenoxide, Thiophenol sodium salt

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About This Item

Linear Formula:
C6H5SNa
CAS Number:
930-69-8
Molecular Weight:
132.16
Beilstein:
3597302
EC Number:
213-224-0
MDL number:
MFCD00066460
UNSPSC Code:
12352100
PubChem Substance ID:
24866217
NACRES:
NA.22

grade

technical grade

Quality Level

200

Assay

90%

form

powder

mp

>300 °C (lit.)

SMILES string

[Na]Sc1ccccc1

InChI

1S/C6H6S.Na/c7-6-4-2-1-3-5-6;/h1-5,7H;/q;+1/p-1

InChI key

RZWQDAUIUBVCDD-UHFFFAOYSA-M

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General description

Sodium thiophenolate can be prepared from the reaction of sodium and thiophenol in diethyl ether.

Application

Sodium 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-.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

418293-50G:
418293-10G:
418293-VAR:
418293-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD8918
BCBV5938
BCBP9204V
BCBJ1832V
BCBH3717V

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Xuefang Gu et al.
Analytical and bioanalytical chemistry, 406(7), 1885-1894 (2014-03-01)
A simple and sensitive method, based on surface-enhanced Raman scattering (SERS), for immunoassay and label-free protein detection is reported. A series of bowl-shaped silver cavity arrays were fabricated by electrodeposition using a self-assembled polystyrene spheres template. The reflection spectra of
The synthesis and structural characterization of [Et4N]2 [Ti(SPh)6] and trimeric [Ti3O(SPh)3Cl4 (CH3 CN)5]?CH3 CN?(C2 H5)2O complexes.
Kim JT, et al.
Polyhedron, 19(9), 1139-1143 (2000)
Jacob Schneider et al.
Inorganic chemistry, 48(4), 1498-1506 (2009-01-15)
Three new cyclometalated 6-phenyl-4-(p-R-phenyl)-2,2'-bipyridyl (C--N--N) Pt(II) thiophenolate complexes (R = Me (2a), COOMe (2b), and P(O)(OEt)(2) (2c)) have been synthesized and studied. The new C--N--N ligands L2 (R = COOMe) and L3 (R = P(O)(OEt)(2)) undergo cyclometalation with a Pt(II)
Panumart Thongyoo et al.
Organic & biomolecular chemistry, 6(8), 1462-1470 (2008-04-04)
The naturally-occurring cyclic cystine-knot microprotein trypsin inhibitors MCoTI-I and MCoTI-II have been synthesised using both thia-zip native chemical ligation and a biomimetic strategy featuring chemoenzymatic cyclisation by an immobilised protease. Engineered analogues have been produced containing a range of substitutions
S Mizyed et al.
Journal of the American Chemical Society, 123(51), 12770-12774 (2001-12-26)
1,3,5,7,9-Pentakis(4-methoxyphenylthio)corannulene (3), 1,3,5,7,9-pentakis(2-naphthylthio)corannulene (4), and 1,3,6,8-tetrakis(4-methoxyphenylthio)corannulene (5b) have been synthesized by chlorination of corannulene with ICl in CH(2)Cl(2) at 25 degrees C and subsequent nucleophilic aromatic substitution with the appropriate sodium thiophenolate in DMEU at 25 degrees C. (1)H NMR
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