Tag: M.W=250-300

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

Villemin, Didier published the artcileAddition of diethyl trichloromethylphosphonate to olefins catalyzed by copper complexes, SDS of cas: 866-23-9, the publication is Tetrahedron Letters (1994), 35(21), 3537-8, database is CAplus.

R¹R²CClCH₂CCl₂P(O)(OEt)₂ (e.g., R¹ = CO₂Et, R² = H) were prepared in 31-65% yields by treating R¹R²C:CH₂ with Cl₃CP(O)(OEt)₂ catalyzed by Cu amine complexes.

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 C7H8BFO2, SDS of cas: 866-23-9.

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

Diziere, Rachel published the artcileA new simple method for the synthesis of 1-alkynylphosphonates using (EtO)₂P(O)CCl₃ as precursor, Recommanded Product: Diethyltrichloromethylphosphonate, the publication is Tetrahedron Letters (1996), 37(11), 1863-6, database is CAplus.

1-Alkynylphosphonates, (EtO)₂P(O)CCR (R = Ph, 4-Me₂NC₆H₄, 2-pyridyl, 2-thienyl, etc.), were obtained from (EtO)₂P(O)CCl₃ and aldehydes in a 1-pot procedure. It involves the formation of α-chlorovinyl phosphonate intermediates (E- and Z-isomers), (EtO)₂P(O)CHCl:CHR, by a Peterson olefination reaction followed by dehydrochlorination with LiHMDS.

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 C5H10Cl3O3P, Recommanded Product: Diethyltrichloromethylphosphonate.

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

Teulade, Marie Paule published the artcileα-Lithiated O,O-diethyl [chloro(trimethylsilyl)methyl]phosphonate. I. Preparation and properties, Recommanded Product: Diethyltrichloromethylphosphonate, the publication is Journal of Organometallic Chemistry (1988), 338(3), 295-303, database is CAplus.

Silylation of either (EtO)₂P(O)CH₂Cl or (EtO)₂P(O)CCl₃ in the presence of excess BuLi leads to the quant. generation of (EtO)₂P(O)CClLiSiMe₃. This stable type of anion can be protonated, deuterated, or alkylated. Compounds thus obtained can be desilylated in basic medium, or used for the preparation of α-bromo and α-iodo phosphonates after halogen-metal exchange. E.g., treating (EtO)₂P(O)CRClSiMe₃ (R = Me, Et, Pr, allyl) with BuLi, then 1,2-diiodoethane or 1,2-dibromoethane gave (EtO)₂P(O)CRXSiMe₃ (X = iodo, Br, resp.). Condensation with aliphatic and aromatic aldehydes gives vinylphosphonates without stereochem. control.

Journal of Organometallic 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 C9H9BrO2, Recommanded Product: Diethyltrichloromethylphosphonate.

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

Karrenbrock, Friedhelm published the artcileCathodic formation of olefins from phosphonates, COA of Formula: C5H10Cl3O3P, the publication is Tetrahedron Letters (1979), 2915-16, database is CAplus.

Cathodic reduction of Cl₃CP(O)(OEt)₂ in the presence of RR¹CO [R = 4-MeOC₆H₄, CH₂:CMe, Me(CH₂)₄, R¹ = H; R = Et, R¹ = Me; R = R¹ = Bu; RR¹ = (CH₂)₄] gave 24-52% RCR¹:CCl₂. Similar reduction of (EtO)₂P(O)CCl₂CO₂Et in the presence of PhCHO or cyclohexanone gave 55% of a 40:60 mixture of E– and Z-PhCH:CClCO₂Et and 43% Et chlorocyclohexylideneacetate, resp.

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 C5H10Cl3O3P, COA of Formula: C5H10Cl3O3P.

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

Kamenova-Nacheva, Mariana published the artcileSynthesis of ferrocenylmethylidene and arylidene substituted camphane based compounds as potential anticancer agents, HPLC of Formula: 21286-54-4, the publication is New Journal of Chemistry (2017), 41(17), 9103-9112, database is CAplus.

Herein is described the synthesis of (+)-camphor derivatives containing sulfonamide groups, ferrocenylmethylidene or arylidene moieties. The obtained derivatives were tested against seven human cancer cells lines, namely BV-173, K-256a, NB-4, A549, H1299, MCF-7, and MDA-MB231, and two normal human cell lines, HEK293 and HUVEC, to determine their activity against malignant cells. Some of them exhibit IC₅₀ values below 10 μM in at least one of the cancer cell lines. Ferrocenylmethylidene ketone 16 (1-((1S,4S)-3-((E)-ferrocenylmethylidene)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)-N-(tert-butyl)methanesulfonamide) can be outlined as the most potent and selective in the current study (IC₅₀ for cancer cells – up to 4.0 μM; IC₅₀ for HEK293 and HUVEC – 68 and 69 μM, resp.). There is a clear trend showing that the presence of a conjugated ferrocenylmethylidene group is essential for the cytotoxicity, however different sulfonamide substituents and derivatization of the carbonyl group can modify the activity. Thus, this class of compounds could have good prospects for further structural optimization.

New Journal of Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, HPLC of Formula: 21286-54-4.

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

Ichikawa, Junji published the artcileHeck-type 5-endo–trig cyclizations promoted by vinylic fluorines: Ring-fluorinated indene and 3H-pyrrole syntheses from 1,1-difluoro 1-alkenes, Synthetic Route of 866-23-9, the publication is Journal of Fluorine Chemistry (2006), 127(4-5), 489-504, database is CAplus.

Arylpalladium or aminopalladium species bearing a 2,2-difluorovinyl group undergo an unusual 5-endo alkene insertion followed by β-fluorine elimination. These processes provide a facile access to ring-fluorinated 5-membered carbocyclic and heterocyclic compounds starting from an 2-(3,3-difluoroallyl)phenyl trifluoromethanesulfonate and 3,3-difluoroallyl ketone O-pentafluorobenzoyl oximes. In both systems, the two vinylic F atoms are essential for Heck-type 5-endo–trig cyclizations. The crystal structure of F₂C:CHCMe₂CPh:NOH is presented [monoclinic, space group P2₁/c, a 7.5652(18), b 6.3060(15), c 23.707(6) Å, V 1121.4(5) ų, Z 4].

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, Synthetic Route of 866-23-9.

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

Macsari, Istvan published the artcilePhenyl isoxazole voltage-gated sodium channel blockers: Structure and activity relationship, Computed Properties of 3919-74-2, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(13), 3871-3876, database is CAplus and MEDLINE.

Blocking of certain sodium channels is considered to be an attractive mechanism to treat chronic pain conditions. Ph isoxazole carbamate (I) was identified as a potent and selective Na_V1.7 blocker. Structural analogs of I, both carbamates, ureas and amides, were proven to be useful in establishing the structure-activity relation and improving ADME related properties. Amide II showed a good overall in vitro profile, that translated well to rat in vivo PK.

Bioorganic & Medicinal Chemistry Letters published new progress about 3919-74-2. 3919-74-2 belongs to chlorides-buliding-blocks, auxiliary class Isoxazole,Fluoride,Chloride,Carboxylic acid,Benzene, name is 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid, and the molecular formula is C11H7ClFNO3, Computed Properties of 3919-74-2.

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

Tarakhovskii, M. L. published the artcileAnticholinesterase activity and toxicity of some phosphonate esters containing a trichloromethyl group, Formula: C5H10Cl3O3P, the publication is Fiziologicheski Aktivnye Veshchestva (1976), 33-6, database is CAplus.

Of 11 phosphonic acid esters tested [ROP:O(OR1)R2], the 2 compds, where R = Et, R1 = (CH2)4CCl3, R2 = Me and where R = R1 = Et, R2 = CCl3 had the greatest anticholinesterase activity, inhibiting the enzyme 50% at 8.3 × 10-7 and 7.6 × 10-6 mol/L, resp. The compound where R = R1 = Et, R2 = Me had no anticholinesterase activity and the remaining compounds inhibited the enzyme at concentrations ranging from 5.75 × 10-5 to 6.5 × 10-1 mol/L. The i.p. LD50 values in mice ranged from 720 to 2240 mg/kg, the most active anticholinesterase having the greatest toxicity and the inactive compound having the least. These compounds were less toxic than some presently used in medical practice.

Fiziologicheski Aktivnye Veshchestva 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 C10H11NO4, Formula: C5H10Cl3O3P.

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