Acetylphenyl persulfide

Base Information

• Chemical Name: Acetylphenyl persulfide
• CAS No.: 15088-78-5
• Molecular Formula: C16H14O2S2
• Molecular Weight: 302.418
• Hs Code.: 29309090
• DSSTox Substance ID: DTXSID401347582
• Nikkaji Number: J1.112.081D
• Mol file: 15088-78-5.mol

Synonyms:Acetylphenyl persulfide;acetyl phenyl disulfide;SCHEMBL200594;SS-phenyl ethane(dithioperoxoate);XGTWOXXBRMVJEQ-UHFFFAOYSA-N;DTXSID401347582;AKOS025294568

Chemical Property of Acetylphenyl persulfide

Chemical Property:

• Appearance/Colour: White crystal line powder
• Vapor Pressure: 2.05E-09mmHg at 25°C
• Melting Point: 59-63 °C
• Refractive Index: 1.638
• Boiling Point: 481.1 °C at 760 mmHg
• Flash Point: 210.1 °C
• PSA: 84.74000
• Density: 1.269 g/cm³
• LogP: 3.90640
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 184.00165722
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

95%,98%, ^*data from raw suppliers

Phenylacetyl disulfide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)SSC1=CC=CC=C1
• Uses: Bis(phenylacetyl)disulfide as sulfur substitution agent in preparation of RNA oligonucleotides. Phenylacetyl disulfide (PADS) may be used as a sulphur transfer agent during the synthesis of phosphorothioate oligodeoxyribonucleotides.

Technology Process of Acetylphenyl persulfide

There total 9 articles about Acetylphenyl persulfide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

phenylacetyl chloride (103-80-0) → 3-phenylethanoic dithioperoxyanhydride (15088-78-5)

Guidance literature:

With sodium disulfide; cetyltributylphosphonium bromide; In water; benzene; for 0.333333h; Ambient temperature;

DOI:10.1055/s-1981-29555

Reference yield: 55.0%

DL-2-phenylthioacetic acid (62167-00-4) → 3-phenylethanoic dithioperoxyanhydride (15088-78-5)

Guidance literature:

With iodine; In ethanol; at 20 ℃; for 12h;

DOI:10.1016/j.bmcl.2019.126903

Reference yield:

→ 3-phenylethanoic dithioperoxyanhydride (15088-78-5)

Guidance literature:

With water; iodine;

upstream raw materials:

ethanol

phenoxythiolacetic acid

phenylacetyl chloride

phenylthioacetic acid

Downstream raw materials:

butyl phenylacetate

O,O,O-trimethylthiophosphate

4-(hydroxymethyl)phenyl 2-phenylacetate

p-tolyl phenylacetate

Refernces

• 1、 Parent, Zoel,Wang, Yingying,Xian, Ming,Xu, Shi. "Diacyl disulfides as the precursors for hydrogen persulfide (H2S2)". . . Retrieved 2020.
• 2、 Jia, Xue-Shun,Liu, Xiao-Tao,Li, Qing,Huang, Qing,Kong, Ling-Long. "A facile method for the synthesis of diacyl disulfides". . p. 547 - 548. Retrieved 2007/10/03.