All Photos(1)
Synonym(s):
Bis(phenylacetyl) disulfide, Di(phenylacetyl) disulfide
Linear Formula:
(C6H5CH2COS)2
CAS Number:
Molecular Weight:
302.41
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
96%
form
solid
mp
59-63 °C (lit.)
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.
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
"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)
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)
Honglu Zhang et al.
Journal of the American Chemical Society, 128(51), 16464-16465 (2006-12-21)
The activation of phosphatidylinositol 3-kinase (PI 3-K) and subsequent production of PtdIns(3,4,5)P3 launches a signal transduction cascade that impinges on a plethora of downstream effects on cell physiology. Control of PI 3-K and PtdIns(3,4,5)P3 levels is an important therapeutic target
Use of phenylacetyl disulfide (PADS) in the synthesis of oligodeoxyribonucleotide phosphorothioates.
Cheruvallath ZS, et al.
Nucleosides, nucleotides & nucleic acids, 18(3), 485-492 (1999)
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
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service