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Merck
CN

447714

Sigma-Aldrich

亚甲基双(二氯膦酸)

97%

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线性分子式:
CH2[P(O)Cl2]2
CAS号:
分子量:
249.78
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

97%

形式

solid

mp

102-104 °C (lit.)

SMILES字符串

ClP(Cl)(=O)CP(Cl)(Cl)=O

InChI

1S/CH2Cl4O2P2/c2-8(3,6)1-9(4,5)7/h1H2

InChI key

VRXYCDTWIOCJBH-UHFFFAOYSA-N

一般描述

亚甲基双氯化磷是一种有机磷化合物,常用于膦酰化反应。相比POCl3,反应性更强,反应速率更快。这是由于CH2基的作用(lack of electron back-donation),造成磷原子中心的亲电性更强

应用

亚甲基双(二氯膦酸)可用于以下研究:
  • 麦考酚亚甲基双(膦酸)衍生物的合成。
  • 核苷的膦酰化。
  • P,P′-亚甲基双膦酸部分酯化物的制备。
  • 亚甲基双膦酸对称双酯和对称四酯的合成。

象形图

Corrosion

警示用语:

Danger

危险声明

危险分类

Eye Dam. 1 - Skin Corr. 1B

补充剂危害

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Aviran Amir et al.
The Journal of organic chemistry, 78(2), 270-277 (2012-12-05)
A new transformation of methylene-bis(phosphonic dichloride) into tetrathiobisphosphonate derivatives is reported. The reaction of methylene-bis(phosphonic dichloride) with 1,2-ethanedithiol in bromoform in the presence of AlCl(3) formed methylene-bis(1,3,2-dithiaphospholane-2-sulfide), which gave rise to O,O'-diester-methylenediphosphonotetrathioate analogues 1a-k upon reaction with phenols and alkyl
Sanjay Bhattarai et al.
Journal of medicinal chemistry, 63(6), 2941-2957 (2020-02-12)
CD73 inhibitors are promising drugs for the (immuno)therapy of cancer. Here, we present the synthesis, structure-activity relationships, and cocrystal structures of novel derivatives of the competitive CD73 inhibitor α,β-methylene-ADP (AOPCP) substituted in the 2-position. Small polar or lipophilic residues increased
A direct method for the synthesis of nucleoside 5'-methylenebis (phosphonate) s from nucleosides.
Kalek M, et al.
Tetrahedron Letters, 46(!4), 2417-2421 (2005)
Krzysztof W Pankiewicz et al.
Journal of medicinal chemistry, 45(3), 703-712 (2002-01-25)
Novel mycophenolic adenine dinucleotide (MAD) analogues have been prepared as potential inhibitors of inosine monophosphate dehydrogenase (IMPDH). MAD analogues resemble nicotinamide adenine dinucleotide binding at the cofactor binding domain of IMPDH; however, they cannot participate in hydride transfer and therefore
Gantla Vidyasagar Reddy et al.
Synthetic communications, 34(2), 331-344 (2004-01-01)
The preparation of partial esters of methylenebisphosphonic acids has been of recent interest due to their potential therapeutic applications. This paper describes a convenient method to prepare symmetrical methylenebis(alkyl hydrogen phosphonates) by the selective cleavage of the corresponding methylenebis(dialkyl phosphonate)

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