Category: 866-23-9

Tue Bi, Balo published the artcileElectrochemical preparation of diethyl chloromethyl- and dichloromethylphosphonates, Recommanded Product: Diethyltrichloromethylphosphonate, the publication is Tetrahedron Letters (1987), 28(33), 3799-800, database is CAplus.

Electrochem. reduction of (EtO)₂P(O)CCl₃ in alc. acetate solutions at a graphite electrode under galvanostatic conditions gave (EtO)₂P(O)CHCl₂ and (EtO)₂P(O)CH₂Cl in 80% isolated yields.

Tetrahedron Letters published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C8H17Br, Recommanded Product: Diethyltrichloromethylphosphonate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Buendia, Julien published the artcileTandem catalytic C(sp³)-H amination/sila-Sonogashira-Hagihara coupling reactions with iodine reagents, HPLC of Formula: 866-23-9, the publication is Angewandte Chemie, International Edition (2015), 54(19), 5697-5701, database is CAplus and MEDLINE.

A new tandem C-N and C-C bond-forming reaction has been achieved through Rh^II/Pd⁰ catalysis. The sequence combines a catalytic C(sp³)-H nitrene insertion with a palladium-catalyzed C-C cross-coupling to afford complex nitrogenous mols., e.g., I, with very good yields and complete stereoselectivity. The sequence first involves an iodine(III) oxidant, then the in situ generated iodine(I) byproduct is used as a coupling partner. The synthetic value of iodoarenes produced in trivalent iodine reagent mediated oxidations has been demonstrated.

Angewandte Chemie, International Edition published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, HPLC of Formula: 866-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Grandin, Catherine published the artcileA practical synthesis of cycloalkylphosphonates from trichloromethylphosphonates, Application In Synthesis of 866-23-9, the publication is Synthesis (1995), 239-41, database is CAplus.

Cycloalkylophosphonates I (R = Et, CHMe₂, n = 1,2,3,4, X = H) with ring size varying from 4 to 6 were synthesized in good overall yields, in two steps from trichloromethylphosphonates and ω-dibromalkanes, via the corresponding α-trimethylsilyl cycloalkylphosphonates I (X = SiMe₃, R and n = same).

Synthesis published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Application In Synthesis of 866-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Vilceanu, R. published the artcileStructure-activity correlations for the toxicity of organic phosphorus compounds of the Schrader type, Quality Control of 866-23-9, the publication is Analele Universitatii din Timisoara, Stiinte Fizice-Chimice (1977), 15(1), 61-77, database is CAplus.

The toxicity in mice of 71 phosphororg. compounds of the Schrader type, R¹R²PO₂R³, was correlated with parameters for intermol. forces [number of atoms with lone electron pairs (HA), molar refractions (R), Hammett constants of the R³ groups (H), number of aromatic cycles (AR), electron attracting character in charge transfer (CT)] and minimal steric difference (MSD), with respect to acetylcholine. The best linear correlational equation obtained (71 compounds, 6 parameters) was: A = 0.555 + 0.476(HA)-0.017(R) + 0.343(H)-0.402(AR) + 0.611(CT)-0.063(MSD), where A = -lgLD₅₀. This correlation was obtained for a very wide range of chem. structures with the R¹, R² and R³ groups.

Analele Universitatii din Timisoara, Stiinte Fizice-Chimice published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C3H6O2, Quality Control of 866-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Froneman, M. published the artcileDialkylamino group transfer from titanium(IV) to a phosphoryl center. Structure-reactivity studies, Recommanded Product: Diethyltrichloromethylphosphonate, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (1990), 47(3-4), 273-81, database is CAplus.

Reaction between phosphoryl substrates (EtO)₂P(O)R (R = H, Me, OEt) and Ti(NR₂)_nCl_4-n (R¹ = Me, Et, n = 2, 3, 4) and Mn(NEt₂)₂ leads to the exchange of one or both EtO groups for the NR₂ substituent. The reactivity of the system depends on electronic as well as steric effects of both substrates, and approx. correlates with Lewis acid-base interactions between the substrates.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Recommanded Product: Diethyltrichloromethylphosphonate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ashkenazi, Nissan published the artcileNucleophilic Displacements in Alkylphosphonates: P-O Versus P-C Bond Cleavage. A Combined DFT and Experimental Study, Quality Control of 866-23-9, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2013), 188(1-3), 106-110, database is CAplus.

Potential energy surfaces for the nucleophilic displacements at P in di-Me Me, chloromethyl, dichloromethyl, and trichloromethyl phosphonates were computed by DFT methods. Sequential introduction of Cl substituents at the Me group in Me phosphonates increases the stability of transition states and intermediates, which facilitates P-C bond cleavage. While nonsubstituted di-Me methylphosphonate may undergo exclusive P-O bond cleavage, the trichlorinated analog reacts exclusively via P-C bond dissociation to form dichlorocarbene, which was trapped by various olefins to form the corresponding gem-dichlorocyclopropanes.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Quality Control of 866-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Waschbusch, Rachel published the artcileA new route to α-fluorovinylphosphonates utilizing Peterson olefination methodology, Formula: C5H10Cl3O3P, the publication is Tetrahedron (1996), 52(45), 14199-14216, database is CAplus.

Several α-fluorovinylphosphonates were synthesized from the Peterson olefination reaction applied to both aldehydes and ketones in conjunction with α-lithiated-α-fluoro-α-trimethylsilymethylphosphonate. The reaction with aldehydes gives mainly the E-isomer whereas reaction with ketones gives mainly the Z-isomer. The authors propose a closed transition state to explain the results.

Tetrahedron published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C15H18BF3O2, Formula: C5H10Cl3O3P.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Flynn, Richard M. published the artcileSynthetic and mechanistic aspects of halo-F-methylphosphonates, Application of Diethyltrichloromethylphosphonate, the publication is Journal of Fluorine Chemistry (2011), 132(10), 815-828, database is CAplus.

The synthesis of a variety of new halo-F-methylphosphonates has been achieved by a Michaelis-Arbuzov type reaction between a halo-F-methane and a trialkyl phosphite. This synthesis has proved to be of wide scope and utility for the high yield preparation of a number of heretofore unknown compounds The ¹H, ¹⁹F, ¹³C and ³¹P NMR spectroscopic properties are reported in detail. The mechanism for the formation of bromodifluoromethylphosphonates has been shown to proceed through the intermediacy of difluorocarbene :CF₂. The phosphonate products have been shown to react with a wide variety of reagents. Fluoride and alkoxide ions react by attack at phosphorus with cleavage of the carbon-phosphorus bond and formation of [:CF₂] from the bromodifluoromethylphosphonates and the CFBr₂ ^– anion from the dibromofluoromethylphosphonates. Iodide ion and tertiary phosphines react by attack at the ester carbon to give stable phosphonate salts. Hydrolysis of the phosphonate esters with 50% aqueous HCl gives the expected phosphonic acids. Trimethylsilyl bromide attacks phosphoryl oxygen to afford the bis(trimethylsilyl) esters.

Journal of Fluorine Chemistry published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Application of Diethyltrichloromethylphosphonate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Shames, Spencer L. published the artcileAcyl substituent effects on rates of acyl transfer to thiolate, hydroxide, and oxy dianions, Product Details of C5H10Cl3O3P, the publication is Journal of the American Chemical Society (1981), 103(20), 6170-7, database is CAplus.

The rates of transfer of polar aliphatic acyl groups (with σ^* -0.3 to +1.05) from aqueous p-nitrophenol to OH^–, the thiol anion of N-acetyl-L-cysteine, or phosphonate dianions are determined The rate constants for the saponification of ten p-O₂NC₆H₄O₂CR (I; R = alkyl) aretreated via an LFER with ρ^* 2.9. The ρ^* value for the thiolysis reaction is only slightly larger (16 ± 13%) than that for saponification These kinetic ρ^* values are essentially identical with the equilibrium ρ^* for OH^– or thiolate addition to aldehydes. To the extent that gem diolate and thiohemiacetalate formation are appropriate model reactions for the formation of the anionic tetrahedral intermediates in the corresponding acyl transfer reactions, the magnitude of the kinetic ρ^* values suggests that the transition states for the saponification and for the thiolysis reactions are similar, in geometry and charge distribution, to the tetrahedral intermediates. Acyl transfer from p-nitrophenol to phosphonate dianions involves an uncatalyzed nucleophilic displacement by the oxy dianion. The ρ^* for the reaction of ClCH₂PO₃^2- with I is 2.4. The second-order rate constants for the reactions between the phosphonates and I (R = Me, ClCH₂) and p-O₂NC₆H₄OAc show a small sensitivity to the basicity of the nucleophile (β_nuc ∼0.3). An explanation of the magnitudes of the ρ^* and β_nuc values, and of the anomalously low reaction rates (relative to oxy monoanions and amines of comparable basicities) for acyl transfer to the phosphates, is that electrostatic interactions and desolvation of the oxy dianion make substantial contributions to the activation energy barrier for nucleophilic attack.

Journal of the American Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C42H63O3P, Product Details of C5H10Cl3O3P.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Bunyan, P. J. published the artcileReactivity of organophosphorus compounds. XIII. Radical-chain transfer reactions of triethyl phosphite: a new phosphorothiolate synthesis, Product Details of C5H10Cl3O3P, the publication is Journal of the Chemical Society (1962), 2953-8, database is CAplus.

cf. CA 57, 4577c. Reinvestigation of the reaction between BrCCl₃ and tri-Et phosphite has revealed the formation of CCl₄ as a main product; reaction in the presence of BuSH gave S-Bu di-Et phosphorothioate in excellent yield. These and related reactions are discussed in terms of a radical-chain mechanism.

Journal of the Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Product Details of C5H10Cl3O3P.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics