Tag: M.W=250-300

Crook, James W. published the artcileBehavior of halogen-containing phosphates and phosphonates in urethane foam, COA of Formula: C5H10Cl3O3P, the publication is Journal of Cellular Plastics (1969), 5(2), 119-22, database is CAplus.

(ClCH2CH2CH2O)3P:O (I) was as effective as (ClCH2CH2O)3P:O (II) as a flame-retardant in urethane foam, but had a lower chem. reactivity than II and thus caused less scorch. Foam was prepared from oxypropylated glycerol 100, II 10, (C7H15CO2)2Sn 0.5, triethylenediamine 0.1, H2O 3.5, siloxane-oxyalkylene copolymer 1.0, and tolylene diisocyanate 45.4 parts. Prior to aging, 90% phosphate could be removed by extraction with boiling C6H6. After aging 48 hrs. at 140°, only 1.7% of the original P content could be extracted by boiling C6H6. Extraction with boiling 1:1 aqueous EtOH removed 78% of the P, and the extract was strongly acidic. The strongly acidic products formed during foam making were responsible for scorch. Heating 220 g. II at 150° for 105 hrs. under N gave 3 g. ClCH2CH2Cl (III). When 57.1 g. II and 15.9 g. N,N’-diphenylurea (IV) were heated at 150° under N for 48 hrs., the products isolated were III 17.6, 1,3-diphenyl-2-imidazolidone (m. 211-13°) 3.6, and N,N’-diphenylpiperazine (m. 165.5-7.6°) 5.4 g. The mechanism of the reaction rates of (BrCH2CH2CH2O)3P:O, I, Cl3CP(O)(OEt)2 (Kosolapoff, 1947), BrCH2CH2CH2P(O)(OEt)2 (prepared according to Eberhard, 1965), (ClCH2CHClCH2O)3P:O, and (BrCH2CHBrCH2O)3P:O with IV were compared. I was the least reactive. I showed greater hydrolytic stability than II and was less reactive toward bases. Foams were prepared using Daltocel SF polyester containing I or II and the fire-retardancy was similar according to ASTM D 1692-59T.

Journal of Cellular Plastics 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

Mekala, Shekar published the artcileA Scalable, Nonenzymatic Synthesis of Highly Stereopure Difunctional C₄ Secondary Methyl Linchpin Synthons, Synthetic Route of 21286-54-4, the publication is Journal of Organic Chemistry (2015), 80(3), 1610-1617, database is CAplus and MEDLINE.

In response to the continuing widespread use of heterodifunctional C₄ secondary Me building blocks in asym. synthesis, we have developed a mole-scale, two-step synthesis of a 1:1 mixture of the diastereomers of 3-bromo-2-methyl-1-Pr camphorsulfonate (casylate). One isomer I has been crystallized to >99:1 dr in âˆ?5% yield. Equilibration of the mother liquor (enriched in the other isomer) to a 1:1 mixture and recrystallization significantly raises the overall yield of I. Applications of I include chemoselective Grignard coupling, enabling the very short synthesis of highly stereopure long-chain natural products containing remote, methyl-bearing stereogenic centers [e.g., (R)-tuberculostearic acid (II)], with complete control of configuration. Also, Ag-mediated, completely chemoselective Br displacement from I leads to a range of >99:1 er difunctional synthons. Both applications incorporate concurrent recovery of CasO. The enantiomer of I can be made from com. (1R)-10-CasOH.

Journal of Organic 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, Synthetic Route of 21286-54-4.

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

Buendia, Julien published the artcileThe Multiple Facets of Iodine(III) Compounds in an Unprecedented Catalytic Auto-amination for Chiral Amine Synthesis, Application In Synthesis of 866-23-9, the publication is Angewandte Chemie, International Edition (2016), 55(26), 7530-7533, database is CAplus and MEDLINE.

Iodine(III) reagents are used in catalytic one-pot reactions, first as both oxidants and substrates, then as cross-coupling partners, to afford chiral polyfunctionalized amines. The strategy relies on an initial catalytic auto C(sp³)-H amination of the iodine(III) oxidant, which delivers an amine-derived iodine(I) product that is subsequently used in palladium-catalyzed cross-couplings to afford a variety of useful building blocks with high yields and excellent stereoselectivities. This study demonstrates the concept of self-amination of the hypervalent iodine reagents, which increases the value of the aryl moiety.

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, Application In Synthesis of 866-23-9.

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

Sweetman, Brian A. published the artcileAxially chiral tridentate isoquinoline derived ligands for diethylzinc addition to aldehydes, HPLC of Formula: 21286-54-4, the publication is Tetrahedron (2018), 74(38), 5567-5581, database is CAplus.

The synthesis and resolution of new tridentate isoquinoline-derived ligands was developed. The key steps in the synthetic sequence included successive, chemo-selective Suzuki-Miyaura cross-couplings of 1,3-dichloroisoquinoline with suitable arylboronic acids. The new ligands prepared in this manner were resolved either via mol. complexation with N-benzylcinchonidinium chloride as with 1-[3-(2-hydroxyphenyl)isoquinolin-1-yl]naphthalen-2-ol or via chromatog. separation of its epimeric camphorsulfonates as for 1,3-bis-(2-hydroxynaphthalen-1-yl)isoquinoline. 4-tert-Butyl-2-chloro-6-[1-(2-hydroxymethylnaphthalen-1-yl)isoquinolin-3-yl]phenol was resolved by chiral semi-preparative HPLC. The application of these ligands in the diethylzinc addition to aldehydes was investigated. In certain cases, the desired secondary alcs. were obtained in high yield with excellent enantiomeric excess (ee > 99%) at low catalyst loading (1 mol%).

Tetrahedron 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 C20H21ClN4O4, HPLC of Formula: 21286-54-4.

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

Sureshkumar, Devarajulu published the artcileTandem aziridine ring opening-disulfide formation-reduction-Michael addition in one-pot mediated by tetrathiomolybdate, SDS of cas: 7080-50-4, the publication is Tetrahedron (2015), 71(39), 7267-7281, database is CAplus.

A detailed study of tetrathiomolybdate mediated tandem regio- and stereoselective ring opening of aziridine, disulfide formation, reduction of disulfide bond and Michael reaction in a one-pot operation is reported. This constitutes four reactions that take place in one-pot operation. In the reaction of [BnEt₃N]₄MoS₄ with an aziridine derived from cyclohexene and in the absence of Michael acceptor intermediates sulfonamidodisulfide and sulfonamidothiol were isolated and fully characterized. It has also been shown that it is possible to carry out selective opening of the aziridine ring in the presence of an epoxide. By incorporating a suitable Michael acceptor as part of the substrate, intramol. 1,4-addition could be performed, to achieve the synthesis of sulfur containing acyclic, cyclic amino acid ester derivatives and thia-bicyclo[3.3.1]nonane derivatives in good yields.

Tetrahedron published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C4H11NO, SDS of cas: 7080-50-4.

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

Kallepalli, Venkata A. published the artcileHarnessing C-H Borylation/Deborylation for Selective Deuteration, Synthesis of Boronate Esters, and Late Stage Functionalization, Name: 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Journal of Organic Chemistry (2015), 80(16), 8341-8353, database is CAplus and MEDLINE.

In the presence of iridium catalysts such as [Ir(cod)OMe]₂, aryl and heteroaryl mono- and di(pinacolboronates) underwent regioselective deborylation; reaction of aryl- and heteroaryl mono(pinacolboronates) using D₂O yielded regioselectively deuterated arenes, while deborylation of di(pinacolboronates) yielded mono(pinacolboronates) with different and complementary regioselectivity from a direct monoborylation. Di(pinacolboronates) were prepared using iridium-catalyzed borylation; diborylation and chemoselective deborylation reactions were performed in one pot in some instances. The iridium-catalyzed borylations were compared to palladium-catalyzed deborylations of diborylated indoles described by Movassaghi; for a 3-methylindole-derived diboronate and for three thiophenediboronates, the iridium-catalyzed conditions were more effective. Nonracemic clopidogrel was regioselectively deuterated and monoborylated using iridium-catalyzed mono- and diborylation and deborylation reactions.

Journal of Organic Chemistry published new progress about 929626-16-4. 929626-16-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronate Esters, name is 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BClO3, Name: 2-(3-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

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

Craig, Donald published the artcileTransannular, decarboxylative Claisen rearrangement reactions for the synthesis of sulfur-substituted vinylcyclopropanes, Application In Synthesis of 7080-50-4, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(27), 4991-4993, database is CAplus and MEDLINE.

Unsaturated ε-lactones, e.g., I, bearing an α-arylsulfonyl or α-arylsulfoximinyl substituent undergo stereoselective transannular, decarboxylative Claisen rearrangement to give substituted vinylcyclopropanes, e.g., II.

Chemical Communications (Cambridge, United Kingdom) published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C7H13ClNNaO5S, Application In Synthesis of 7080-50-4.

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

Toja, E. published the artcileAmnesia-reversal activity of a series of 5-alkoxy-1-arylsulfonyl-2-pyrrolidinones, Application In Synthesis of 32333-53-2, the publication is European Journal of Medicinal Chemistry (1991), 26(4), 403-13, database is CAplus.

A series of 5-alkoxy-1-arylsulfonyl-2-pyrrolidinones were prepared by condensation of arylsulfonyl chlorides with 5-alkoxy-2-pyrrolidinones. Most compounds reversed electroconvulsive shock-induced amnesia in mice, showing the typical inverted U-shaped dose-response curve. The results for 58 compounds indicate that the potency is maximum when there is a 5-ethoxy group and progressively declines as the ether alkyl chain is either elongated or shortened. Substitution on the Ph ring or its replacement with heterocyclic rings or its hydrogenation decreases the activity. The most promising compounds, with anti-amnesic properties superior in many respects (greater potency, greater efficacy and broader active dose-range) to those of piracetam and antiracetam were further evaluated for reversing scopolamine-induced amnesia and for their antihypoxic activity. 5-Ethoxy-1-phenylsulfonyl-2-pyrrolidinone and 5-(1-methylethoxy)-1-[3-(trifluoromethyl)phenylsulfonyl]-2-pyrrolidinone were selected for further evaluation because of their potent anti-amnesic and/or antihypoxic activity.

European Journal of Medicinal Chemistry published new progress about 32333-53-2. 32333-53-2 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Sulfonyl chlorides,Benzene, name is 4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride, and the molecular formula is C9H7NO2, Application In Synthesis of 32333-53-2.

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

Braunstein, Pierre published the artcileCarbonyl clusters with a capping methylidyne phosphonate ligand. Crystal structure of [Co₃(CO)₉{η¹-μ₃-[CP(O)(OEt)₂]}], Application In Synthesis of 866-23-9, the publication is Journal of Organometallic Chemistry (1997), 541(1-2), 417-422, database is CAplus.

The bridging methylidyne clusters [Co₃(CO)₉{η¹-μ₃-[CP(O)(OR)₂]}] (1, R = Et; 3, R = SiMe₃) with α-phosphoryl substituents were synthesized by reaction of Cl₃CP(O)(OR)₂ with Co₂(CO)₈, followed by protonation. Cluster 3 was also obtained by the reaction of 1 with Me₃SiBr. The structure of 1 was determined by x-ray crystallog. The donor properties of the P:O function toward Lewis acids such as [Cp₂MCl]⁺ (M = Ti, Zr) were used to assemble early-late metal systems.

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 C5H10Cl3O3P, Application In Synthesis of 866-23-9.

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

Aksnes, Gunnar published the artcileIntermolecular hydrogen bond association between phenol and organophosphorus compounds, Synthetic Route of 866-23-9, the publication is Acta Chemica Scandinavica (1960), 1485-94, database is CAplus.

The intermol. H-bond association constants between phenol and 18 organophosphorus compounds were determined at 20° and 50°. The ΔF, ΔH, and ΔS values of the equilibrium reactions vary linearly with the H-bond shift in such a way that an increase in enthalpy is counteracted by a decrease in entropy. The strong influence of the substituents in organophosphorus compounds on the H-bond association constants is discussed in terms of the electronic properties of the P atom and the substituents. The connection between H-bond formation and the proton-transfer reaction is commented on.

Acta Chemica Scandinavica 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