447714
Methylenebis(phosphonic dichloride)
97%
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About This Item
Fórmula lineal:
CH2[P(O)Cl2]2
Número de CAS:
Peso molecular:
249.78
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form:
solid
assay:
97%
Productos recomendados
Quality Level
assay
97%
form
solid
mp
102-104 °C (lit.)
functional group
phosphine oxide
SMILES string
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
Categorías relacionadas
General description
Methylenebis(phosphonic dichloride) is an organophosphorus compound that is commonly used in phosphonylation reactions. It is more reactive and the rate of reaction is faster compared to POCl3. This is because the phosphorus center is more electrophilic due to the lack of electron back-donation from the CH2 group.
Application
Methylenebis(phosphonic dichloride) may be used for the following studies:
- Synthesis of mycophenolic methylenebis(phosphonate) derivatives.
- Phosphonylation of nucleosides.
- Preparation of P,P′-partial esters of methylenebisphosphonic acid.
- Synthesis of symmetrical di- and tetra- esters of methylenebisphosphonic acid.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
supp_hazards
Storage Class
8A - Combustible corrosive hazardous materials
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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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
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Kalek M, et al.
Tetrahedron Letters, 46(!4), 2417-2421 (2005)
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)
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