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Merck
CN

447714

亚甲基双(二氯膦酸)

97%

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线性分子式:
CH2[P(O)Cl2]2
化学文摘社编号:
分子量:
249.78
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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产品名称

亚甲基双(二氯膦酸), 97%

InChI

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

SMILES string

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

InChI key

VRXYCDTWIOCJBH-UHFFFAOYSA-N

assay

97%

form

solid

mp

102-104 °C (lit.)

functional group

phosphine oxide

Quality Level

Application

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。

General description

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

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

存储类别

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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)
Kelly S E Tanaka et al.
Bioorganic & medicinal chemistry letters, 20(4), 1355-1359 (2010-01-26)
As therapeutic agents of choice in the treatment of complicated infections, glycopeptide antibiotics are often preferentially used in cases of osteomyelitis, an infection located in bone and notoriously difficult to successfully manage. Yet frequent and heavy doses of these systemically
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)

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