CAS: 682-30-4; Diethyl Vinylphosphonate

该化合物是一种有机磷化合物,其特点是其乙烯和二乙酯功能组,通常看起来无色的黄色液体,有略微甜的气味;该化合物以其活性而闻名,特别是在聚合工艺中,它可以作为单体或中间体,在合成各种材料中发挥作用;乙醇和乙醚等有机溶剂中,二乙基乙烯磷酸酯是溶解的,但在水中溶解性有限;还因其在生产阻燃剂,催化剂和有机合成中的试剂方面的潜在用途而得到承认;安全考虑十分重要,因为如果吸入或摄入,可能会对健康造成危害;应当采取适当的处理措施,以尽量减少接触;

结构式图片

相似化合物

1067-87-4 4851-51-8 2942-58-7

上下游产品

CAS号5324-30-1 2-溴乙基膦酸二乙酯 | CAS号762-04-9 亚磷酸二乙酯 | CAS号593-60-2 溴乙烯 | CAS号10419-79-1 二乙基(2-乙基氯)磷酸盐 | CAS号80436-45-9 1-diethoxyphosp... | CAS号50-00-0 甲醛 | CAS号3095-95-2 二乙基磷乙酸 | CAS号64-17-5 乙醇 | CAS号7677-24-9 三甲基氰硅烷 | CAS号583-03-9 1-苯基-1-戊醇 | CAS号87750-71-8 1-(2-diethoxyph... | CAS号98-95-3 硝基苯 | CAS号18291-41-3 双三甲基硅基化乙烯基磷酸酯 | CAS号78-38-6 乙基膦酸二乙酯 | CAS号67-72-1 六氯乙烷 | CAS号29275-19-2 N-(2-diethoxyph... | CAS号2404-75-3 1-丁基膦酸二乙酯 | CAS号995-32-4 亚乙基二磷酸四乙酯

合成工艺路线路线简述

  • 合成目标产物 Diethyl Vinylphosphonate 主要起始原料 Diethyl 2-Bromoethylphosphonate
  • (文献来源)合成步骤主要原料 Diethyl 2-Bromoethylphosphonate
2-溴乙基膦酸二乙酯置于三乙胺体系中,用 甲苯 作为反应溶剂,以94 %的收率获得产物乙烯基磷酸二乙酯
参考文献:β-氨基膦酸盐的 N 功能化:新衍生物的细胞毒性作用
标题:β-氨基膦酸盐的 N 功能化:新衍生物的细胞毒性作用
摘要:通过将伯胺迈克尔加成到乙烯基膦酸二乙酯的双键上而获得的β-氨基膦酸酯被证明是与甲醛和亚磷酸二烷基酯或仲膦氧化物进行kabachnik-Fields反应的合适起始原料(胺组分),得到n-膦酰基甲基-和n-膦酰基甲基-β-氨基膦酸酯.另一方面,起始氨基膦酸酯通过使用酰基氯的n-酰化进行修饰.如宽 NMR 信号所示,发现n-酰基产物存在于两种构象异构体的动态平衡中.在 26 oc 时,可能会围绕酰胺官能团的 N-C 轴发生旋转.同时,-5 oc 的低温 NMR 测量揭示了两种不同旋转异构体的存在,可以通过31 P,13 C 和1 H NMR 数据来表征.修饰的β-氨基膦酸衍生物对mda-Mb-231,Pc-3,A431和ebc-1肿瘤细胞系进行了比较结构活性分析,在少数情况下检测到了显着的活性.
DOI:10.1039/d4Ob00243A

海关参考信息

专利信息


专利号:US-2012184653-A1
优先权日:2011-01-18
标 题:Synthesis of linear phosphorus-containing functional fluorocopolymer
发明人:WANG LIANG; WANG VIKTORIA
权利人:WANG LIANG; WANG VIKTORIA
摘要:This invention relates to a synthesis of a linear fluorocopolymer having a plurality of pendant phosphorus-containing functional groups. The synthesized phosphorus-containing fluorocopolymer has chain linearity and narrow molecular weight distributions. It has applications as a lubricant additive that provides friction-reduction, anti-wear, and corrosion protection properties.

专利号:US-9403854-B2
优先权日:2001-03-30
标 题 :Cross-metathesis reaction of functionalized and substituted olefins using group 8 transition metal carbene complexes as metathesis catalysts
发明人:GRUBBS ROBERT H; CHATTERJEE ARNAB K; CHOI TAE-LIM; GOLDBERG STEVEN D; LOVE JENNIFER A; MORGAN JOHN P; SANDERS DANIEL P; SCHOLL MATTHIAS; TOSTE F DEAN; TRNKA TINA M
权利人:CALIFORNIA INST OF TECHN
摘要:The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand are used to catalyze cross-metathesis reactions to provide a variety of substituted and functionalized olefins, including phosphonate-substituted olefins, directly halogenated olefins, 1,1,2-trisubstituted olefins, and quaternary allylic olefins. The invention further provides a method for creating functional diversity using the aforementioned complexes to catalyze cross-metathesis reactions of a first olefinic reactant, which may or may not be substituted with a functional group, with each of a plurality of different olefinic reactants, which may or may not be substituted with functional groups, to give a plurality of structurally distinct olefinic products. The methodology of the invention is also useful in facilitating the stereoselective synthesis of 1,2-disubstituted olefins in the cis configuration.

专利号:US-2008312430-A1
优先权日:2004-10-20
标题:Method of Preparing or Synthesizing Polyazamacrocycle Derivatives
发明人:CIHELNIK SIMON; DROZ LADISLAV; SRAMEK MARTIN
权利人:THERAPHARM GMBH
摘要:The present invention relates to novel processes for the synthesis of polyazamacrocycle derivatives. Furthermore, the present invention relates to novel polyazamacrocycle derivatives as well as novel intermediates for the synthesis of said polyazamacrocycle derivatives.

专利号:US-4198354-A
优先权日:1977-04-09
标 题:Manufacture of α-formylethanephosphonic acid esters
发明人:SCHREPFER HANS J; SIEGEL HARDO; THEOBALD HANS
权利人:BASF AG
摘要:α-Formylethane-phosphonic acid esters are manufactured by reacting vinylphosphonic acid esters with carbon monoxide and hydrogen in the presence of conventional rhodium-containing hydroformylation catalysts. The reaction is carried out at from 50° to 180° C. and at pressures from 20 to 1,500 bars. The products are intermediates for the synthesis of insecticidally active phosphoric acid ester derivatives.

专利号:WO-2015131100-A1
优先权日:2014-02-28
标题:Ligand-controlled c(sp3)-h arylation and olefination in synthesis of unnatural chiral alpha amino acids
发明人:YU JIN-QUAN
权利人:SCRIPPS RESEARCH INST
摘要:The use of ligands to tune the reactivity and selectivity of transition metal-catalysts for C(-sp3)-H bond functionalization is a central challenge in synthetic organic chemistry. Herein, we report a rare example of catalyst-controlled C(sp3)-H arylation using pyridine and quinoline derivatives: the former promotes exclusive monoarylation, whereas the latter activates the catalyst further to achieve diarylation. Successive application of these ligands enables the sequential diarylation of a methyl group in an alanine derivative with two different aryl iodides, affording a wide range of β-Ar-p-Ar ' -cc-amino acids with excellent levels of diastereoselectivity (d.r. > 20:1). Both configurations of the β-chiral center can be accessed by choosing the order in which the aryl groups are installed. The use of a quinoline derivative as a ligand also enables C(sp3)-H olefination of a protected alanine.

专利号:RU-2205834-C2
优先权日:1997-08-01
标题 :Method of synthesis of [2-((8,9)-dioxo-2,6-diazobi-cyclo-[5,2,0]non-1(7)-en-2-yl)ethyl]phosphonic acid, method of synthesis of n-[3-(tertiary butyloxy- carbonylamino)propyl]-2-aminoethylphosphonic acid di-c1-c6-alkyl ester, compounds
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主要参考文献

[参考文献]: Joachim E Klee, Et Al. N-Alkyl-N-(Phosphonoethyl) Substituted (Meth)Acrylamides - New Adhesive Monomers For Self-Etching Self-Priming One Part Dental Adhesive. Beilstein J Org Chem. 2009 Dec 2:5:72.

合成参考文献


摘要:Michalak, M.; Gulajski, L.; Grela, K., Science of Synthesis, (2010) 47, 333.
摘要:Michalak, M.; Gulajski, L.; Grela, K., Science of Synthesis, (2010) 47, 354.
摘要:Delvos, L. B.; Oestreich, M., Science of Synthesis Knowledge Updates, (2017) 1, 122.
摘要:Merino, P., Science of Synthesis Knowledge Updates, (2010) 4, 370.
摘要:Haufe, G., Science of Synthesis Knowledge Updates, (2019) 3, 250.
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