1538-62-1

Basic information

• Product Name: TRIPHENYLANTIMONY DIACETATE
• Synonyms: BIS(ACETATO-O)TRIPHENYLANTIMONY;TRIPHENYLSTIBINE DIACETATE;TRIPHENYLANTIMONY DIACETATE;triphenylantimony(v) diacetate;Bis(acetyloxy)triphenylantimony;Diacetic acid triphenylantimony(V) salt;Diacetoxytriphenylantimony(V);Diacetoxytriphenylstibine
• CAS NO: 1538-62-1
• Molecular Formula: C₂₂H₂₁O₄Sb
• Molecular Weight: 471.16
• EINECS: 216-262-6
• Product Categories: Classes of Metal Compounds;Sb (Antimony) Compounds;Semimetal Compounds;Antimony;Catalysis and Inorganic Chemistry;Chemical Synthesis
• Mol File: 1538-62-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 217-221 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: TRIPHENYLANTIMONY DIACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIPHENYLANTIMONY DIACETATE(1538-62-1)
• EPA Substance Registry System: TRIPHENYLANTIMONY DIACETATE(1538-62-1)

Safety Data

• Hazard Codes: Xn,N
• Statements: 20/22-51/53
• Safety Statements: 61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 1538-62-1(Hazardous Substances Data)

Usage

General Description

Triphenylantimony diacetate is a chemical compound with the formula (C6H5)3Sb(O2CCH3)2. It is a white to cream-colored, odorless solid that is insoluble in water but soluble in organic solvents. TRIPHENYLANTIMONY DIACETATE is primarily used as a flame retardant in various plastics, including polystyrene, polyurethane, and polypropylene. It works by releasing antimony oxide, which forms a protective layer on the surface of the material, reducing the risk of ignition and slowing down the spread of fire. Triphenylantimony diacetate has also been used as a catalyst in organic synthesis, particularly in the formation of carbon-carbon bonds. However, it is important to handle this compound with care, as it is toxic and can cause skin irritation, respiratory tract irritation, and eye damage if not properly handled.

InChI:InChI=1/3C6H5.2C2H4O2.Sb/c3*1-2-4-6-5-3-1;2*1-2(3)4;/h3*1-5H;2*1H3,(H,3,4);/rC18H15Sb.2C2H4O2/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;2*1-2(3)4/h1-15H;2*1H3,(H,3,4)

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 603-36-1 triphenylantimony 
• 64-19-7 acetic acid 
• 86590-42-3 CH₃Pb(OOCCH₃)3 
• 167764-53-6 (diacetoxyiodo)benzene diacetate 
• 546-89-4 lithium acetate 
• 5613-52-5 diphenylantimony(III) acetate 
• 34885-34-2 phenyldiazonium acetate 
• 108-24-7 acetic anhydride 

Downstream Products

• 4192-77-2 ethyl cinnamate 
• 92-52-4 biphenyl 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 
• 644-08-6 4-Methylbiphenyl 
• 613-37-6 4-methoxylbiphenyl 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 2050-68-2 4,4'-dichlorobiphenyl 
• 2051-62-9 4'-biphenyl chloride 
• 603-36-1 triphenylantimony 
• 2550-26-7 4-Phenyl-2-butanone 
• 1896-62-4 (E)-benzalacetone 
• 15185-05-4 4-phenylcoumarin 
• 1132-39-4 diphenylselenide 
• 2240-41-7 dimethyl phenylphosphonate 

Relevant articles and documents

Novel mixed metal Ag(I)-Sb(III)-metallotherapeutics of the NSAIDs, aspirin and salicylic acid: Enhancement of their solubility and bioactivity by using the surfactant CTAB

The already known Ag(I)-Sb(III) compound of the formula {Ag(Ph3Sb)3(NO3)} (1) and two novel mixed metal Ag(I)-Sb(III) metallotherapeutics of the formulae {Ag(Ph3Sb)3(SalH)}(2) and {Ag(Ph3Sb)3(Asp)}(3) (SalH2 = salicylic acid, AspH = aspirin or 2-acetylsalicylic acid and Ph3Sb = triphenyl antimony(III)) have been synthesised and characterised by m.p., vibrational spectroscopy (mid-FT-IR), 13C-,1H-NMR, UV-visible (UV-vis) spectroscopic techniques, high resolution mass spectroscopy (HRMS) and X-ray crystallography. Compounds 1,- 3 were treated with the surfactant cetyltrimethylammonium bromide (CTAB) in order to enhance their solubility and as a consequence their bioactivity. The resulting micelles a-c were characterised with X-ray powder diffraction (XRPD) analysis, X-ray fluorescence (XRF) spectroscopy, Energy-dispersive X-ray spectroscopy (EDX), conductivity, Thermal gravimetry-differential thermal analysis (TG-DTA), and atomic absorption. Compounds 1-3 and the relevant micelles a-c were evaluated for their in vitro cytotoxic activity against human cancer cell lines: MCF-7 (breast, estrogen receptor (ER) positive), MDA-MB-231 (breast, ER negative) and MRC-5 (normal human fetal lung fibroblast cells) with sulforhodamine B (SRB) colorimetric assay. The results show significant increase in the activity of micelles compared to that of the initial compounds. Moreover, micelles exhibited lower activity against normal cells than tumor cells. The binding affinity of a-c towards the calf thymus (CT)-DNA, lipoxygenase (LOX) and glutathione (GSH) was studied by the fluorescent emission light and UV-vis spectroscopy.

Pd-catalyzed C-arylation of unsaturated compounds with pentavalent triarylantimony dicarboxylates

Triarylantimony (V) derivatives Ar3SbX2 (X = Hal or acyloxy) were prepared by reaction of Ar3Sb with equimolar amounts of a peroxide ROOH (R = t-Bu, H) in the presence of an acid or an anhydride in good to excellent yields. Ar3Sb(O2CR)2 are mild and efficient C-arylation reagents of unsaturated compounds (methyl acrylate, styrene, 2-phenylpropene and acrylonitrile) under palladium catalysis at 50 °C, with PdCl2 being the most effective catalyst. Ar3SbHal2 do not react under these conditions.

Preparation of triarylantimony(V) diacetates and palladium-catalyzed cross-coupling and carbonylative cross-coupling of triarylantimony(V) diacetates and dichlorides with organostannanes

Triarylstibines react with iodobenzene diacetate in dichloromethane to afford triarylantimony(V) diacetates. The cross-coupling and carbonylative cross-coupling of triarylantimony(V) diacetates and dichlorides with organostannanes was accomplished in the presence of PdCl2 (5 mol%) in CH3CN at room temperature.