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:
Molecular Weight:
132.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
213-224-0
Beilstein/REAXYS Number:
3597302
MDL number:
Assay:
90%
Form:
powder
grade
technical grade
Quality Level
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
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-.
signalword
Danger
hcodes
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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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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 418293-50G | 04061832091105 |
| 418293-10G | 04061832091099 |