Category: 66197-72-6

Coutrot, P. published the artcileDiethyl (chloromagnesio)methanephosphonate. A novel Grignard reagent and its use in organic synthesis, HPLC of Formula: 66197-72-6, the publication is Journal of Organometallic Chemistry (1986), 316(1-2), 13-18, database is CAplus.

(EtO)₂P(O)CH₂MgCl (I) was obtained by an exchange reaction between (EtO)₂P(O)CH₂I and Me₂CHMgCl in THF at -70°. Reactions of I with electrophiles are described, and compared with those of the analogous lithium or copper derivatives E.g. I reacted with PhCHO to give (EtO)₂P(O)CH₂CH(OH)Ph. I is especially reactive towards phenylselenium halides and halogens.

Journal of Organometallic Chemistry published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, HPLC of Formula: 66197-72-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Xu, Wei Ming published the artcilePolystyrene-supported benzyl selenide: An efficient reagent for highly stereo-controlled synthesis of substituted olefins, Application of Diethyl (bromomethyl)phosphonate, the publication is Chinese Chemical Letters (2003), 14(4), 335-337, database is CAplus.

Polystyrene-supported benzyl selenide has been prepared This novel reagent was treated with LDA to produce a selenium stabilized carbanion, which reacted with alkyl halide, followed by selenoxide syn-elimination, to give substituted olefins stereospecifically.

Chinese Chemical Letters published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C14H21BO3, Application of Diethyl (bromomethyl)phosphonate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Allan, Robin D. published the artcileFacile synthesis of B-phenylethylamine derivatives related to baclofen via aziridine ring opening, HPLC of Formula: 66197-72-6, the publication is Australian Journal of Chemistry (1990), 43(6), 1123-7, database is CAplus.

Nucleophilic ring opening of the protonated salt of 2-(4-chlorophenyl)aziridine with substituted thiols provides a very simple route to β-phenylethylamine derivatives which are analogs of the GAGA_B receptor agonist baclofen and its antagonists phaclofen and saclofen. The condensation-ring opening reaction of thiols with 2-(4-chlorophenyl)aziridine gave H₂NCH₂CH(C₆H₄Cl-4)S(CH₂)_nR (R = CO₂H, PO₃H₂, SO₃H; n = 1,2).

Australian Journal of Chemistry published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, HPLC of Formula: 66197-72-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Griffiths, W. Richard published the artcileThe mass spectra of phosphonyl compounds. Part 3. Dimethyl- and diethylalkane and substituted-methane phosphonates, Name: Diethyl (bromomethyl)phosphonate, the publication is Phosphorus and Sulfur and the Related Elements (1978), 5(1), 101-6, database is CAplus.

The electron impact spectra of 28 related phosphonates were determined Et, Me₂CH, and Me₃C groups which are bound directly to P, fragment to the corresponding alkenes; similar Me₂CH, Me₃C groups in the di-Me esters also fragment to ethylene and propene, resp., i.e., the P-alkyl rearranges with transfer of the elements of a Me group to the P ion. The di-Et alkenephosphonates undergo double H rearrangements of an ethoxy group to give dihydroxyphosphonium ions. The di- and trihydroxyphosphonium ions have a characteristic fragmentation which involves loss of water. This characteristic has been used as evidence for the rearrangement of a phosphacylium ion to a dihydroxyphosphonium ion.

Phosphorus and Sulfur and the Related Elements published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, Name: Diethyl (bromomethyl)phosphonate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Balczewski, Piotr published the artcilePhosphorus containing radicals. 1. Free radical reaction of α-haloalkylphosphonates with alkenes and alkynes: a new approach to modified phosphonates, Product Details of C5H12BrO3P, the publication is Synthesis (1995), 392-6, database is CAplus.

A new approach to the synthesis of phosphonates functionalized in the α- and γ-phosphonate positions by alkyl, ethoxy, butoxy, acetoxy, acetyl and cyanide groups and allylphosphonate is described. It is based on the radical reaction of α-halosubstituted phosphonates (EtO)₂P(O)CHR¹X (1, R¹ = H, Me, X = Cl, Br, I) with the terminally unsubstituted alkenes (1-heptene, ethoxyethene, butoxyethene, acetoxyethene, acrylonitrile, Me vinyl ketone) and alkyne (hept-1-yne). The reaction involving the tin hydride method (Bu₃SnH/AlBN) was more effective with alkenes than with alkynes (40-72% vs. 20-30%). With electron-rich alkenes, chloro- and bromomethylphosphonates 1 (X = Cl, Br) gave higher yields than iodomethylphosphonate 1 (X = I). Di-Et methylphosphonate, as a reduction product of 1, accompanied in the above reactions. The yield of di-Et methylphosphonate could be reduced by optimizing the reaction conditions.

Synthesis published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, Product Details of C5H12BrO3P.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Winum, Jean-Yves published the artcileStudy of the Michaelis-Arbuzov reaction during ultrasonic activation, HPLC of Formula: 66197-72-6, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (1997), 83-88, database is CAplus.

The use of ultrasonic activation in Michaelis-Arbuzov reaction promote a byproduct in the case of silyl derivatives and in the synthesis of XCH₂P(O)(OEt)₂ (X = I Br). A mechanism is proposed in which the phosphite undergoes a nucleophilic attack on the quasiphosphonium ion in place of the halide species.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C18H23N3O4S, HPLC of Formula: 66197-72-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Dumas, Stephane published the artcileHigh relaxivity magnetic resonance imaging contrast agents part 1: impact of single donor atom substitution on relaxivity of serum albumin-bound gadolinium complexes, Recommanded Product: Diethyl (bromomethyl)phosphonate, the publication is Investigative Radiology (2010), 45(10), 600-612, database is CAplus and MEDLINE.

Rationale and objectives: The donor atoms that bind to gadolinium in contrast agents influence inner-sphere water exchange and electronic relaxation, both of which determine observed relaxivity. The effect of these mol. parameters on relaxivity is greatest when the contrast agent is protein bound. We sought to determine an optimal donor atom set to yield high relaxivity compounds Methods: A total of 38 gadolinium-1,4,7,10-tetraazacyclo-dodecane-N,N’,N”,N”’-tetraacetato derivatives were prepared and relaxivity was determined in the presence and absence of human serum albumin as a function of temperature and magnetic field. Each compound had a common albumin-binding group and differed only by substitution of different donor groups at one of the macrocycle nitrogens. Oxygen-17 isotope relaxometry at 7.05 T was performed to estimate water exchange rates. Results: Changing a single donor atom resulted in changes in water exchange rates ranging across 3 orders of magnitude. Donor groups increased water exchange rate in the order: phosphonate ∼ phenolate > α-substituted acetate > acetate > hydroxamate ∼ sulfonamide > amide ∼ pyridyl ∼ imidazole. Relaxivites at 0.47 and 1.4 T, 37°C, ranged from 12.3 to 55.6 mMs and from 8.3 to 32.6 mMs resp. Optimal relaxivities were observed when the donor group was an α-substituted acetate. Electronic relaxation was slowest for the acetate derivatives as well. Conclusions: Water exchange dynamics and relaxivity can be predictably tuned by choice of donor atoms.

Investigative Radiology published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, Recommanded Product: Diethyl (bromomethyl)phosphonate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Chen, Wen-Bin published the artcileSynthesis and screening of novel inositol phosphonate derivatives for anticancer functions in vitro, Synthetic Route of 66197-72-6, the publication is Chinese Chemical Letters (2015), 26(3), 329-333, database is CAplus.

Phosphonates have been frequently used as suitable isosteric and isoelectronic replacements for biol. important phosphates in the development of drugs or drug candidates because of their stability toward the action of phosphatases and other enzymes. In this paper, 12 mono-phosphonate inositol compounds, e.g. I, were prepared with phosphonate instead of phosphate by two kinds of strategies, nucleophilic substitution and Arbuzov rearrangement, resp. All compounds were evaluated in vitro for their activity against non-small cell lung cancer (NSCLC) cell line A549. I exhibited good antitumor activity at 10 μg/mL.

Chinese Chemical Letters published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, Synthetic Route of 66197-72-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Crofts, Peter C. published the artcileThe preparation and the determination of apparent dissociation constants of some substituted aliphatic phosphonic acids, SDS of cas: 66197-72-6, the publication is Journal of the American Chemical Society (1953), 5738-40, database is CAplus.

cf. C.A. 47, 12220f. An examination was made of the effect produced on the dissociation constant of MePO₃H₂ (I) by the substitution of 1, 2, or 3 Cl atoms, 1 Br, or 1 iodine atom, or an HO group in the Me group of I, the simplest phosphonic acid. The acids produce on titration the expected curves with 2 inflection points, but because of the very considerable acid strength of the 2nd H of Cl₃CPO₃H₂ (II) the 1st inflection point cannot be satisfactorily determined by chem. indicators. The substitution of halogens or of a HO group increases the acid strength of I. For the acids studied, pK’_a1 and pK’_a2 are: ClCH₂PO₃H₂ (III), 1.40, 6.30; Cl₂CHPO₃H₂ (IV), 1.14, 5.61; II, 1.63, 4.81; BrCH₂PO₃H₂ (V), 1.14, 6.52; ICH₂PO₃H₂ (VI), 1.30, 6.72; HOCH₂PO₃H₂ (VII), 1.91, 7.15; I, 2.38, 7.74. For most of the following compounds, the methods presented were developed after unsuccessful attempts to prepare the compounds by other methods. Paraformaldehyde (10 g.) and 71 g. PCl₃ heated 11.5 hrs. at 240-50° in a sealed tube yielded 67% ClCH₂POCl₂ (VIII), b_16.5 93°. VIII stirred slowly into excess water and the solution evaporated to dryness in vacuo yielded III, m. 88° after softening at 85°. Hydrolysis of Cl₂CHPOCl₂ (Kinnear and Perren, C.A. 47, 5878h) by the method for III yielded IV, m. 116-19°. P(OEt)₃ (IX) and CCl₄ (Kosolapoff, C.A. 41, 5851i) yielded the di-Et ester of II which was refluxed 6 hrs. with 100 cc. HCl and 50 cc. water, and the resulting solution treated with C and evaporated to give II, m. 85-7°; dried over P₂O₅ at 0.05 mm., it m. 163.5°, after softening at 161°. IX (126 g.) and 162 g. CH₂Br₂ autoclaved 4 hrs. at 172° yielded the di-Et ester of V, which, refluxed 9 hrs. with 48% HBr, gave V, m. 62°, after softening at 54°. IX and CH₂I₂ yielded the di-Et ester (X) of VI, b_0.01 61°, 23.6 g. of which, refluxed 1 day with 100 cc. HCl and 50 cc. water, gave VI, m. 89°, after softening at 86°. X (25 g.) and 40.3 g. AgF slowly heated in a distillation apparatus 5 hrs. at about 30 mm. yielded 2.3 g. distillate, yielding on redistillation the di-Et ester of I, b₂₁ 91-2°. The method of Page (C.A. 6, 2064) gave VII, m. 99-100°.

Journal of the American Chemical Society published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, SDS of cas: 66197-72-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Laufer, Stefan published the artcileTowards the improvement of the synthesis of novel 4(5)-aryl-5(4)-heteroaryl-2-thio-substituted imidazoles and their p38 MAP kinase inhibitory activity, Computed Properties of 66197-72-6, the publication is Organic & Biomolecular Chemistry (2008), 6(3), 437-439, database is CAplus and MEDLINE.

A series of 2-alkylsulfanyl-4-(4-fluorophenyl)-5-(2-aminopyridin-4-yl)-substituted imidazoles was prepared and interaction possibilities of the 2-thioether moiety with phosphate/ribose-binding pockets of p38 MAP kinase were investigated. Introduction of the alkyl/benzyl amino function at the pyridine moiety was carried out via nucleophilic substitution or via palladium-catalyzed aryl-C-N bond formation.

Organic & Biomolecular Chemistry published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, Computed Properties of 66197-72-6.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary