Category: 866-23-9

Cordes, Jens published the artcilemeta-selective aromatic borylation as key step in the synthesis of poipuol, Recommanded Product: Diethyltrichloromethylphosphonate, the publication is Synthesis (2008), 2217-2220, database is CAplus.

A synthesis of the marine natural product poipuol is reported. The key reaction sequence consists of an iridium-catalyzed meta-selective CH-borylation followed by the conversion of the resulting arylboronic ester into an aryl chloride.

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, Recommanded Product: Diethyltrichloromethylphosphonate.

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

Carran, John published the artcileAn improved synthesis of dichloroalkylphosphonates, chloro alkynes, and terminal alkynes via diethyl dichloromethylphosphonate, SDS of cas: 866-23-9, the publication is Synthesis (1996), 1494-1498, database is CAplus.

(EtO)₂P(O)CHCl₂ was synthesized in good yield by reduction of (EtO)₂P(O)CHCl₃ with Me₂CHMgCl and subsequent hydrolysis. The reactivity of (EtO)₂P(O)CHCl₂ towards α-alkylation and its utility in the synthesis of chloro alkynes and terminal alkynes was investigated.

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, SDS of cas: 866-23-9.

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

Wang, Qiuzhu published the artcileSynthesis of β-Polychlorinated Alkynes Enabled by Copper-Catalyzed Multicomponent Reaction, Formula: C5H10Cl3O3P, the publication is Organic Letters (2022), 24(26), 4772-4777, database is CAplus and MEDLINE.

Functional mols. bearing polychlorinated moieties usually play versatile roles in organic synthesis and biochem. A copper-catalyzed multicomponent polychloro-carboalkynylation of alkenes presents an efficient and operationally simple approach for the synthesis of β-polychlorinated alkynes. Mechanistic experiments were conducted demonstrating that an in situ generated copper acetylide complex was the real catalyst and reactive intermediate during the copper-catalytic cycle. And enantioselective exploration demonstrated potential application for the synthesis of chiral β-polychlorinated alkynes.

Organic 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 C13H11NO, Formula: C5H10Cl3O3P.

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

Myannik, A. O. published the artcileSynthesis and properties of some esters of phosphoric, thiophosphoric, and phosphonic acids, Application In Synthesis of 866-23-9, the publication is Neftekhimiya (1964), 4(6), 899-905, database is CAplus.

The influence of the trichloromethyl group in different esters of phosphoric, thiophosphoric, and alkylphosphorous esters on their antiabrasive properties were studied. The following compounds prepared by known methods [b.p. (mm.), d₂₀, n²⁰_D), and MR_D given]: iso-AmOP(O)(OEt)₂, 85-8°(3), 1.0164, 1.4150, 55.21; CCl₃CH₂OP(O)(OEt)₂, 119-20°(4), 1.3473, 1.4490, 56.85; CCl₃CH₂OP(O)(OBu)₂, 126-7°(2), 1.2097, 1.4480, 75.48; CCl₃(CH₂)₄OP(O)(OEt)₂, 155-6°(2), 1.2685, 1.4850, 70.48; CCl₃(CH₂)₄OP(O)(OBu)₂, 196-7°(2), 1.1637, 1.4550, 89.39; AmSP(O)(OEt)₂, 145-6°(6), 1.0434, 1.4575, 62.73; Me(CH₂)₈SP(O)(OEt)₂, 177-8°(2), 0.9985, 1.4600, 81.19; CCl₃(CH₂)₄SP(O)(OEt)₂, 165-7°(2), 1.2892, 1.4940, 77.40; CCl₃(CH₂)₄SP(O)(OPr)₂, 186-7°(2), 1.2226, 1.4890, 87.45; CCl₃(CH₂)₄SP(O)(OBu-iso)₂, 183-4°(2), 1.1875, 1.4850, 96.42; CCl₃(CH₂)₈SP(O)(OEt)₂, 217- 18°(2), 1.1900, 1.4885, 96.80; EtOP(S)(OEt)₂, 88-9°(8), 1.0746, 1.4480, 49.33; BuOP(S)(OEt)₂, 120-1°(5), 1.0412, 1.4505, 58.40; CCl₃CH₂OP(S)(OEt)₂, 130-1°(3), 1.3414, 1.4840, 64.32; CCl₃(CH₂)₄OP(S)(OEt)₂, 153-4°(4), 1.2647, 1.4873, 78.14; MeP(O)(OEt)₂, 74-5°(10), 1.0685, 1.4140, 35.53; MeP(O)(OAm)₂, 98-9°(2), 0.9618, 1.4307, 63.33; CCl₃P(O)(OEt)₂, 88-9°(2), 1.3738, 1.4645, 51.30; CCl₃P(O)(OAm)₂, 123-4°(1), 1.1745, 1.4601, 79.01; MeP(O)OCH₂CCl₃)₂, –(m. 63-3.5°), –, –, –; MeP(O)[O(CH₂)₄CCl₃₂, 177-8°(1), 1.3838, 1.4941, 92.91; CCl₃P(O)(OCH₂CCl₃)₂ –(m. 94-94.5°),–, –, –.

Neftekhimiya 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

Myannik, A. O. published the artcileThe effect of composition of some esters of phosphoric and phosphonic acids on their activity as mixtures, in decreasing friction wear, SDS of cas: 866-23-9, the publication is Teoriya Smazochnogo Deistviya i Novye Materialy (1965), 63-7, database is CAplus.

H₃PO₄ esters were synthesized from dialkylphosphoric acid chlorides and of alcs. Almost all the esters are liquids soluble in hydrocarbons and lubricating oils. The experiment was carried by adding 6 millimoles of ester to 100 g. oil (1.4-2.2%). Wear-load curves were constructed. H₃PO₄ esters considerably increase the critical load (80 kg.) for pure lubricating oil to 150 kg., after addition of diethyl isoamyl phosphate, and to 227 kg. after addition of diethyl trichloropentyl phosphate. Increasing wear resistance is seen after addition of compounds containing (RO₂)P(:S) S < (RO)₂P(:S)O < (RO)₂P(:O)S < (RO)₂P(:O)O groups. The addition of methyl- and trichloromethyl phosphonic acids increases the load to 300 kg.

Teoriya Smazochnogo Deistviya i Novye Materialy 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, SDS of cas: 866-23-9.

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

Sanin, P. I. published the artcileEffect of lubricating oil additives on wear under friction, Related Products of chlorides-buliding-blocks, the publication is Wear (1960), 200-18, database is CAplus.

Additives in an oil with a viscosity of 20.8 centistokes at 50° were tested in a modified 4-ball machine for reduction of wear and load-carrying capacity. Chlorinated compounds, such as methyl dichlorostearate, tetrachloronaphthalene, and chlorinated wax fractions increase the critical load and lower frictional wear by chem. reaction at high temperature Optimum results were obtained with >7% of chlorinated fractions containing >40% Cl. Tests on organic S-P compounds indicated that the activity of organic phosphites depends on the structure of the hydrocarbon radical; e.g., the critical load for an oil containing tripropyl trithiophosphite is 110 kg., almost twice that of the base oil or of the oil containing tri-noctadecyl trithiophosphite. Only lower trialkyl trithiophosphites with C₃-C₅ alkyls, are potential additives for increasing the lubricating properties of oils; trialkylthiophosphates are less active. Butyl esters of phosphorous, phosphoric, thiophosphorous, and thiophosphoric acids are active additives. Increasing the S content of phosphites, and particularly of phosphates, resulted in a reduction of the critical load but reduced wear above the critical load by formation of a sulfide film on the frictional surfaces under heavy load and at high temperature P in the mol. increased the critical load and S improved frictional behavior. Cl reduced wear even more than S. Phosphonic compounds were more active than compounds containing alkoxy groups, e.g., trichloromethyl phosphonates (I) and dichloroethyl chloroethylphosphonate increased the critical load from 68 to 140-50 kg. and reduced wear at loads higher than the critical load. Tetrachloroalkanes increased the critical load and reduced wear above the critical load but compounds containing the CCl₃ group and P, such as I, are markedly more active owing to action of the trichloromethyl group and of P from additive decomposition Increasing the number of CCl₃ groups in the mol. of organic P compounds enabled an oil containing such an additive to carry enormous loads without seizure, e.g., tri(trichloroethyl)phosphite and tri(trichloro-tert-butyl)phosphite reduced wear to lower than 0.8 mm. at 300 kg. loads. 21 references.

Wear 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, Related Products of chlorides-buliding-blocks.

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

Kodolov, V. I. published the artcilePossibilities for calculating stretching vibrational frequencies of the phosphorus=oxygen-group for some alkyl(aryl) phosphonates and aryl phosphates, Name: Diethyltrichloromethylphosphonate, the publication is Zhurnal Prikladnoi Spektroskopii (1967), 7(3), 382-6, database is CAplus.

Spectra of alkyl and aryl phosphates and of arylphosphates were measured in the liquid phase and in Nujol in the region 900-1900 cm.-1 The exptl. P:O group frequencies γPO were compared with values obtained by the calculation of γPO from Griffin (γPO = 1198 + 16.8 Σπ) and Thomas (γPO = 930 + 40 Σσ*) equations, where σ* = Taft constant and π = the electronegativity of the substituent. The comparison of exptl. and calculated γPO showed in phosphonates a better agreement if the Thomas equation were applied. The lower difference is explained by higher accuracy owing to π value application. The σ* is not precise because the interaction mass substituent is not taken into account. Tables give the charges, bond lengths and angles, electrostatic forces, and σk values for H, Me, CCl3, CHCl2, CH2Cl, Et, and Ph substituents. The differences between exptl. and calculated γPO were the same by the application of both equations in arylphosphates because only an insignificant effect of substituent polarity can occur in the neighborhood of the phosphate group.

Zhurnal Prikladnoi Spektroskopii 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, Name: Diethyltrichloromethylphosphonate.

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

Kodolov, V. I. published the artcileFrequency shift of the phosphorus:oxygen bond in organophosphorus compounds, Recommanded Product: Diethyltrichloromethylphosphonate, the publication is Trudy Instituta Khimii, Akademiya Nauk SSSR, Ural’skii Filial (1966), 99-101, database is CAplus.

Ir spectra were examined in the 1150-1350-cm.-1 region for (EtO)2PHO, MeP(O)(OEt)2, CH2:CHCH2P(O)(OEt)2, PhP(O)(OEt)2, CCl3P(O)(OEt)2, and PhPOCl2. The exptl. found values of vibrational frequencies of the P(O) bond agreed better with the values calculated by the L. C. Thomas equation (1964) than those calculated according to Griffin (1960).

Trudy Instituta Khimii, Akademiya Nauk SSSR, Ural’skii Filial 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

Le Menn, J. Christophe published the artcileElectrochemical synthesis of diethyl 1,1-dichloroalkylphosphonates, Related Products of chlorides-buliding-blocks, the publication is Journal of Chemical Research, Synopses (1989), 26-7, database is CAplus.

The electrochem. reduction of diethyl(trichloromethyl)phosphonate in aprotic medium containing alkyl halides forms diethyl-1,1-dichloroalkylphosphonates in good yields. Thus, in a 2-compartment cell a mixture of trichloromethylphosphonate and alkylating agent in DMF containing Bu₄NBF₄ was electrolyzed using a Hg pool cathode. The product was isolated and distilled under reduced pressure.

Journal of Chemical Research, Synopses 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, Related Products of chlorides-buliding-blocks.

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

Le Menn, Jean Christophe published the artcileElectrochemically generated phosphonate carbanions: formation and reactivity towards aldehydes, Application of Diethyltrichloromethylphosphonate, the publication is Canadian Journal of Chemistry (1989), 67(8), 1332-43, database is CAplus.

Reactivity towards p-methoxybenzaldehyde (ArCHO) of electrochem. generated phosphonate carbanions was investigated. Electrolysis were carried out at a Hg cathode in DMF and two routes to the desired carbanion were compared: (i) deprotonation of phosphonates of general formula (EtO)₂P(O)CHYW (Y = W = Cl; Y = H, W = Cl; Y = Cl, W = CO₂Et; Y = H, W = CO₂Et; Y = CH₃, W = CO₂Et; Y = Cl, W = CH₃), by the bases resulting from the electroreduction of azobenzene; addition of the carbanion formed onto the carbonyl group takes place and leads to the adduct (EtO)₂P(O)CYW(Ar)O^–. (Ii) Two-electron reduction of halophosphonates (EtO)₂P(O)CXYZ (X = Cl, Y and W as above; X = Br, W = CO₂Et, Y = Cl, Br, or CH₃); when no H atoms is present on the carbon bearing the phosphonate group (Y and W ≠ H), the same evolution leading to the above adduct is observed; on the contrary, when Y = H, the electrogenerated carbanion deprotonates the substrate and the resulting carbanion (EtO)₂P(O)CXW^– reacts with the aldehyde, giving the adduct (EtO)₂P(O)CXW(Ar)O^–. Evolution of the intermediate adduct depends on the substituents Y (or X) and W: when W = CO₂Et, whatever the nature of Y (or X), di-Et phosphate is eliminated with formation of the ethylenic ArCH = CWY (or X) (Wittig-Horner reaction); the same evolution is observed when Y = W = Cl. When W = Cl and Y = H or CH₃, the final product is the phosphonate epoxide resulting from chloride elimination (Darzens reaction). Chemo- and stereoselectivity depends only on the nature of Y and W but are independent of the mode of generation of the carbanion. Yields are limited by side-protonation reactions, which are related to the basicity of the phosphonate carbanions. Anal. of the results permits selection of the optimal electrolysis conditions for purposes of synthesis.

Canadian Journal of 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