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Merck
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重要文件

447714

Sigma-Aldrich

亚甲基双(二氯膦酸)

97%

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About This Item

線性公式:
CH2[P(O)Cl2]2
CAS號碼:
分子量::
249.78
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

97%

形狀

solid

mp

102-104 °C (lit.)

官能基

phosphine oxide

SMILES 字串

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

InChI

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

InChI 密鑰

VRXYCDTWIOCJBH-UHFFFAOYSA-N

一般說明

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

應用

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。

象形圖

Corrosion

訊號詞

Danger

危險聲明

危險分類

Eye Dam. 1 - Skin Corr. 1B

安全危害

儲存類別代碼

8A - Combustible corrosive hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


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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
Facile high yielding synthesis of symmetric esters of methylenebisphosphonic acid.
Stepinski DC, et al.
Tetrahedron, 57(41), 8637-8645 (2001)
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)
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

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