Triphenylphosphine Sulfide - ≥98%(HPLC) , CAS No.3878-45-3

CAS: 3878-45-3 Cat. No.: T140467 Molecular Weight: 294.35 Beilstein Registry Number: 645872 EC Number: 223-407-7 PubChem CID: 19758

GRADE & PURITY ≥98%(HPLC)

Synonyms

FT-0635044 | tri(phenyl)-sulfanylidenephosphorane | Phosphorane, triphenyl-, sulfide | UNII-Q68E5JRQ8V | BRN 0645872 | InChI=1/C18H15PS/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H | SY049490 | Triphenyl(thioxo)phosphine | triphenyl

Storage

Room temperature

Shipped In

Normal

Overview

Triphenylphosphine sulfide was used as internal standard in derivatization method for determination of trace levels of elemental sulphur in gasoline using flame ionization detection. It was also used for extraction of Pd(II) from hydrochloric acid solutions containing small amounts of SCN-.General descriptionTriphenylphosphine sulfide (TPPS) forms TPPS.3I2 adduct with I2 molecules.

application：

Triphenylphosphine sulfide involves in the , conversion of epoxides to episulfides (thiiranes) in presence of TFA of the same stereochemistry. It acts as a ligand for the Pd-catalyzed bisalkoxycarbonylation of olefins.

Specifications

Synonyms

FT-0635044 | tri(phenyl)-sulfanylidenephosphorane | Phosphorane, triphenyl-, sulfide | UNII-Q68E5JRQ8V | BRN 0645872 | InChI=1/C18H15PS/c20-19(16-10-4-1-5-11-16, 17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H | SY049490 | Triphenyl(thioxo)phosphine | triphenyl

Specifications & Purity

≥98%(HPLC)

Storage

Room temperature

Shipped In

Normal

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488182561
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182561
• Canonical Smiles: C1=CC=C(C=C1)P(=S)(C2=CC=CC=C2)C3=CC=CC=C3
• IUPAC Name: triphenyl(sulfanylidene)-λ5-phosphane
• InChIKey: VYNGFCUGSYEOOZ-UHFFFAOYSA-N
• INCHI: 1S/C18H15PS/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
• Isomeric SMILES: C1=CC=C(C=C1)P(=S)(C2=CC=CC=C2)C3=CC=CC=C3
• WGK Germany: 3
• RTECS: SZ2820000
• PubChem CID: 19758
• Molecular Weight: 294.35
• Beilstein: 645872
• Reaxy-Rn: 645872

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenylphosphines and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylphosphines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylphosphines and derivatives
• Alternative Parents: Organothiophosphorus compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Triphenylphosphine - Phenylphosphine - Organothiophosphorus compound - Organopnictogen compound - Hydrocarbon derivative - Organophosphorus compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylphosphines and derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: isooctane: soluble
• Melt Point(°C): 162.0-165.0°C
• Molecular Weight: 294.400 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 294.063 Da
• Monoisotopic Mass: 294.063 Da
• Topological Polar Surface Area: 32.100 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 281.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Mei Zhang, You Xu, Hugang Zhang, Zhongyao Duan, Tianlun Ren, Ziqiang Wang, Xiaonian Li, Liang Wang, Hongjing Wang.  (2021)  Synergistic coupling of P-doped Pd4S nanoparticles with P/S-co-doped reduced graphene oxide for enhanced alkaline oxygen reduction.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.132194]

2. Shuli Yin, You Xu, Songliang Liu, Hongjie Yu, Ziqiang Wang, Xiaonian Li, Liang Wang, Hongjing Wang.  (2020)  Binary nonmetal S and P-co-doping into mesoporous PtPd nanocages boosts oxygen reduction electrocatalysis.  Nanoscale,  12  (27): (14863-14869).  [PMID:32633743] [10.1039/D0NR02686G]

3. Yu Sun, Jia-Xiang Yang, Xu Zhang, Yun Liu.  (2024)  Anti-ultraviolet and semi-durable flame-retardant viscose fabrics fabricated by modified tea polyphenols.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39657877] [10.1016/j.ijbiomac.2024.138572]

4. Hongjing Wang, Yuqin Liang, Songliang Liu, Xu Mu, Hongjie Yu, Kai Deng, Ziqiang Wang, You Xu, Liang Wang.  (2023)  Electronic and active site engineering in Rh metallene via phosphorus and sulfur dual-doping for electrocatalytic sulfion recycling and hydrogen generation.  Inorganic Chemistry Frontiers,  10  (19): (5686-5693).  [PMID:] [10.1039/D3QI00994G]

5. Bin Yu, Songxue Bai, Zhenglin Jia, Haitao Tang, Yong Liu, Hailin Liu, Qianqian Lin.  (2024)  Flexible and Transparent Phosphonium-Based Metal Halide Glass Scintillators for High-Resolution X-ray Imaging.  CHEMISTRY OF MATERIALS,      [PMID:] [10.1021/acs.chemmater.4c01334]