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Merck
CN

418293

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24866217
EC Number:
213-224-0
Beilstein/REAXYS Number:
3597302
MDL number:
MFCD00066460

Key Documents

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Product Name

Sodium thiophenolate, technical grade, 90%

InChI key

RZWQDAUIUBVCDD-UHFFFAOYSA-M

InChI

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

SMILES string

[Na]Sc1ccccc1

grade

technical grade

assay

90%

form

powder

mp

>300 °C (lit.)

Quality Level

200

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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-.

General description

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7458
BCCD8918
BCBV5938
BCBP9204V
BCBJ1832V

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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
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)
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
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
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)
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