447714
Methylenebis(phosphonic dichloride)
97%
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About This Item
Formule linéaire :
CH2[P(O)Cl2]2
Numéro CAS:
Poids moléculaire :
249.78
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22
Produits recommandés
Pureté
97%
Forme
solid
Pf
102-104 °C (lit.)
Chaîne SMILES
ClP(Cl)(=O)CP(Cl)(Cl)=O
InChI
1S/CH2Cl4O2P2/c2-8(3,6)1-9(4,5)7/h1H2
Clé InChI
VRXYCDTWIOCJBH-UHFFFAOYSA-N
Catégories apparentées
Description générale
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.
Mention d'avertissement
Danger
Mentions de danger
Classification des risques
Eye Dam. 1 - Skin Corr. 1B
Risques supp
Code de la classe de stockage
8A - Combustible corrosive hazardous materials
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Journal of medicinal chemistry, 45(3), 703-712 (2002-01-25)
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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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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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