554324
Phenylacetyl disulfide
96%
Synonym(s):
Bis(phenylacetyl) disulfide, Di(phenylacetyl) disulfide
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About This Item
Linear Formula:
(C6H5CH2COS)2
CAS Number:
Molecular Weight:
302.41
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
96%
Form:
solid
Quality Level
assay
96%
form
solid
mp
59-63 °C (lit.)
functional group
disulfide, phenyl
SMILES string
O=C(Cc1ccccc1)SSC(=O)Cc2ccccc2
InChI
1S/C16H14O2S2/c17-15(11-13-7-3-1-4-8-13)19-20-16(18)12-14-9-5-2-6-10-14/h1-10H,11-12H2
InChI key
IXGZXXBJSZISOO-UHFFFAOYSA-N
General description
Phenylacetyl disulphide serves as a sulfurization reagent during the preparation of phosphates.Phenyl acetyl disulfide can be synthesized by the reaction of phenyl benzenethiolsulfonate with thioacetic acid in the presence of triethylamine.
Application
Phenylacetyl disulfide (PADS) may be used as a sulphur transfer agent during the synthesis of phosphorothioate oligodeoxyribonucleotides.
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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A study on the use of phenylacetyl disulfide in the solid-phase synthesis of oligodeoxynucleoside phosphorothioates.
Roelen HCPF, et al.
J. R. Neth. Chem. Soc., 110(7-8), 325-331 (1991)
"Organic disulfides and related substances. XXIII. Unsymmetrical carbonyl disulfides and cognate compounds"
Fiel L and Buckman DJ
The Journal of Organic Chemistry, 32(11), 3467-3470 (1967)
Caged O-phosphorothioyl amino acids as building blocks for Fmoc-based solid phase peptide synthesis.
Andreas Aemissegger et al.
Tetrahedron, 63(27), 6185-6190 (2007-07-02)
The synthesis of 1-(2-nitrophenylethyl) caged O-phosphorothioylserine, -threonine and -tyrosine derivatives is reported. These amino acid building blocks can be directly incorporated into peptides by Fmoc-based solid phase synthesis as their pentafluorophenyl esters or as symmetric anhydrides. Upon irradiation with UV
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 554324-25G | 04061832419756 |