5930-71-2

Usage

Uses

Used in Organic Synthesis:
TTP is used as an oxidizing agent in organic synthesis for [application reason].
Used in Pesticide and Insecticide Production:
TTP is used as a key component in the production of pesticides and insecticides for [application reason], due to its ability to disrupt the metabolism of insects.
However, it is important to note that TTP is toxic and poses a risk to human health. Exposure to tetramethyl thioperoxydiphosphate can cause skin and eye irritation, respiratory issues, and potential long-term health effects. Therefore, proper handling and safety precautions are necessary when working with tetramethyl thioperoxydiphosphate.

InChI:InChI=1/C4H12O4P2S4/c1-5-9(11,6-2)13-14-10(12,7-3)8-4/h1-4H3

Upstream product

• 18135-34-7 O,O-dimethyl dithiophosphoric acid S-trimethylsilyl ester 
• 44515-43-7 dithiophosphoric acid O,O'-dimethyl ester; deprotonated form 
• 4685-14-7 Paraquat 
• 16001-68-6 potassium O,O-dimethyldithiophosphate 
• 26377-29-7 sodium O,O-dimethyl phosphorodithioate 
• 756-80-9 O,O-dimethyl phosphorodithioic acid 

Downstream Products

• 69078-99-5 cis-Propenyl O,O'-Dimethyl Dithiophosphate 

Relevant academic research and scientific papers

Effect of solute-co-ordinating solvent interactions and temperature on the EPR and electronic spectra of bis(dithiophosphato)copper(II)

The self-redox reaction proceeding between two molecules of the complex bis(disubstituted-dithiophosphato)copper(II), CuII(R2-dtp)2, is studied by EPR and UV-VIS spectroscopy in DMFA, DMSO and pyridine. The effect of temperature and disulphide concentration in the solutions is also evaluated. The EPR spectra show that the g-values of CuII(R2-dtp)2 increase when it is dissolved in co-ordinating solvents, whereas the copper hyperfine splitting decreases compared to the corresponding values in non-co-ordinating solvents. Under the same conditions, a hypsochromic shift is observed in the maximal absorption at 420 nm of the electronic spectra which corresponds to the ligand-to-metal charge-transfer (LMCT) transition of the complex. The results are explained with the formation of axial or equatorial adducts between CuII(R2-dtp)2 and the co-ordinating solvents used. On the other hand, the molar absorptivity of the LMCT band and the intensity of the EPR spectrum increase strongly with the nature of the used co-ordinating solvent, the time after dissolution and the quantity of added disulphide. Both also depend on the size and shape of remote ligand substituents and they increase in the order Me2P(S)S-S(S)P(RO)2] to the CuII(R2-dtp)2 solution. As a result, the molar absorptivity value at the maximum of the LMCT band of Cu[(i-PrO)2-dtp]2 increases from 7.9×103 m-1dm3cm-1 immediately after dissolution to 2.9×104 m-1dm3cm-1. In DMSO and pyridine, the intensity of both the EPR signal and LMCT band of CuII(R2-dtp)2 continuously decrease after the preparation of the solutions. A small increase is only observed immediately after the addition of the corresponding disulphide of dithiophosphate. While DMFA forms stable adducts with Cu[(i-PrO)2-dtp]2, adduct formation with DMSO and pyridine destroys the initial complex.

13C and 31P Solid-State NMR Studies of Bis(dialkoxythiophosphoryl) Disulfides

The principal elements of the chemical shift tensors for the phosphorus atoms in three bis(dialkoxythiophosphoryl) disulfides were determined from both static and magic angle spinning NMR spectra, using the intensities of the peak in the spinning sidebands relative to those of the central band in the latter method.These studies show that it is possible to deduce a mode of molecular motion in the solid state by analysis of the shielding parameters.Variable-temperature 13C and 31P CP MAS NMR of these samples from 190 to 320 K revealed a peculiar motion of the methoxy group and a rigid P-S-S-P backbone for bis(dimethoxythiophosphoryl) disulf ide.In addition, these studies confirmed that it is possible to distinguish the different x-ray crystal structures from the solid-state NMR experiments.

A PHOTO-INDUCED REACTION BY VISIBLE LIGHT VIA A CHARGE TRANSFER COMPLEX

The reduction of tropylium cation (Tr+) with concomitant oxidation of O,O'-dialkyldithiophosphate anions (dtp-) have been achived by visible irradiation of their acetonitrile solution in presence of a bipyridium dication; the later via its charge transfer complex with dtp- acts as a light-harvest and as an electron relay.

REDOX REACTIONS OF ANTIMONY(III) O,O-DISUBSTITUTED PHOSPHORODITHIOATES WITH FERRIC CHLORIDE

The reaction of antimony(III) tris-(O,O-diethylphosphorodithioate) with three equivalents of ferric chloride in ether solution has been found to give ferrous chloride, bis-(O,O-diethylthiophosphoryl) disulfide and dichloroantimony O,O-diethyl phosphorodithioate as the major products.However, a relatively low yield of bis-(O,O-diethylthiophosphoryl) trisulfide was also obtained.The structures of these products were established by independent syntheses.Several additional antimony(III) tris-(O,O-disubstituted phosphorodithioates) were prepared, and the major organic product obtained by reaction of each of these compounds with three equiva lents of ferric chloride was the corresponding bis-(O,O-disubstituted thiophosphoryl) disulfide.A mechanism for this reaction has been suggested, and evidence in support of the mechanism has been presented.The various antimony(III) tris-(O,O-dialkyl phosphorodithioates) are passivating agents in petroleum refining.The results reported in this and in our previous papers indicate that such compounds undergo a variety of reactions with components of crude petroleum prior to the ultimate pyrolysis reactions which occur in the fluid catalytic cracking process.

Photoreduction of the Paraquat Dication (1,1'-Dimethyl-4,4'-bipyridinium) by Visible Light via its Charge Transfer Complex with a Dithioanion

Photoproduction by visible light of the mild reductant 1,1'-dimethyl-4,4'-bipyridinium (PQ.+) occurs to an appreciable extent in acetonitrile via irradiation of the charge-transfer complex of PQ2+ with a dithioanion.

Transformation of DAEP under Various Oxidative Conditions

14C-DAEP was subjected to four different oxidative conditions, and the products were identified.On peracid oxidation in dichloromethane, DAEP gave the oxon (1) predominantly, and 2-acetylaminoethyl dimethoxyphosphinyl disulphide (3), N-acetylcysteamine (10), its oxidized dimer (11) and a further oxidation product of compound (11).This indicates that an unstable phosphorus oxythionate was initially formed, which lost sulfur, was rearranged, and hydrolyzed to give these products.Under other conditions, phosphinyl disulfide 3 was not found.DAEP was metabolized in vitro with a rat liver microsome-NADPH system via oxydation.The aqueous reaction condition prevented the formation of compound 3 from the intermediate, which predominated as well as the oxon formation under anhydrous or close conditions.The formation of various products with sunlight irradiation on glass plates or on bean leaves could be interpreted by oxidation at P=S, C1 and C2 positions, demethylation, and deacetylation, followed by further transformation.The initial formation of phosphorus oxythionate seems to play an important role in the oxidation of the organothionophosphorus compound.