16523-57-2

Basic information

• Product Name: 1-(Diphenylphosphinothioyl)thiourea
• Synonyms: 1-(Diphenylphosphinothioyl)thiourea
• CAS NO: 16523-57-2
• Molecular Formula: C₁₃H₁₃N₂PS₂
• Molecular Weight: 292.36
• Mol File: 16523-57-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 439.6±28.0 °C(Predicted)
• Appearance: /
• Density: 1.34±0.1 g/cm3(Predicted)
• PKA: 11.81±0.70(Predicted)
• CAS DataBase Reference: 1-(Diphenylphosphinothioyl)thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(Diphenylphosphinothioyl)thiourea(16523-57-2)
• EPA Substance Registry System: 1-(Diphenylphosphinothioyl)thiourea(16523-57-2)

Safety Data

• Hazardous Substances Data: 16523-57-2(Hazardous Substances Data)

Usage

Type of Compound

Thiourea derivative

Structural Feature

Contains a diphenylphosphinothioyl group

Application in Coordination Chemistry

Commonly used as a ligand

Ability

Forms stable complexes with a variety of metal ions

Use in Organic Synthesis

Acts as a catalyst

Role in Preparation

Used as a reagent in the preparation of certain organic compounds

Potential Properties

Studied for anti-cancer and anti-inflammatory properties

Additional Research

Investigated for its role in modifying the properties of various polymers

Versatility

Has a range of potential applications in research and industrial settings

Upstream product

• 1015-37-8 diphenylthiophosphinoyl chloride 
• 1079-66-9 chloro-diphenylphosphine 
• 234430-11-6 H₂NC(S)NHP(C₆H₅)2 
• 16523-56-1 diphenyl isothiocyanide 

Downstream Products

• 112011-47-9 Cu((C₆H₅)2P(S)NC(S)NH₂) 
• 16528-29-3 Ni((C₆H₅)2P(S)NC(S)NH₂)2 

Relevant articles and documents

New inorganic metallacycles and the first six-membered covalent 'true' heterocycle - Oxidation of RC(E)NHPPh2 (E = O or S; R = H2N, Ph, or Py) with O, S, or Se to give RC(E)NHP(E')Ph2 (E' = O, S, Se) and their coordination chemistry

Direct oxidation of PhC(O)NHPPh2, H2NC(S)NHPPh2, (C5H4N)C(S)NHPPh2 with O2, S8, or Se gives [PhC(O)NHP(O)Ph2] (1), [H2NC(S)NHP(S)Ph2] (2), [H2NC(O)NHP(S)Ph2] (3), [PhC(O)NHP(S)Ph2] (4), [(C5H4N)C(S)NHP(S)Ph2] (5), and [H2NC(S)NHP(Se)Ph2] (6). Deprotonation of 1, 2, 4-6 with potassium tert-butoxide gives K[PhC(O)NP(O)Ph2] (7), K[H2NC(S)NP(S)Ph2] (8), K[PhC(O)NP(S)Ph2] (9), K[(C5H4N)C(S)NP(S)Ph2] (10), and K[H2NC(S)NP(Se)Ph2] (11). Reaction of 4 with KOBu and [Cu(Ph3P)2][NO3] gives [Cu(Ph3P)(PhC(O)NP(S)Ph2)] (12) which is the first crystallographically characterised example of a non-ionic six-membered 'true' heterocycle (i.e. a ring in which every heteroatom is different) 9 and 10 were treated with [PdCl2(COD)] to give [Pd{PhC(O)NP(S)Ph2}2] (13) and [Pd{(C5H4N)C(O)NP(S)Ph2}2] (14), respectively The anion of 8 coordinates to zinc forming [Zn{H2NC(S)NP(S)Ph2}2] (15). Treatment of 2 or 8 with [PtCl2(COD)] gives [Pt{H2NC(S)NP(S)Ph2}{H2NC(S)NHP(S)Ph2}]+Cl- (16) and [Pt{H2NC(S)NP(S)Ph2}2] (17), respectively. The X-ray structures of 12, 15-17 are reported.