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METHYLENEBIS(PHOSPHONIC DICHLORIDE)

CAS No.1499-29-2
Chemical Name:METHYLENEBIS(PHOSPHONIC DICHLORIDE)
CBNumber:CB1147951
Molecular Formula:CH2Cl4O2P2
Formula Weight:249.78
MOL File:1499-29-2.mol

METHYLENEBIS(PHOSPHONIC DICHLORIDE) Property

Melting point 102-104 °C(lit.)
Boiling point 329.0±25.0 °C(Predicted)
Density 1.798±0.06 g/cm3(Predicted)
solubility Chloroform (Slightly), DMSO (Sparingly), Ethyl Acetate (Sparingly), Methanol (Slightly)
form crystalline powder
color Faint beige
Stability Moisture Sensitive
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :C
Risk Statements :14-34
Safety Statements :26-27-36/37/39-45
RIDADR :UN 3261 8/PG 1
WGK Germany :3
HS Code :2931599090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H314
Precautionary statements P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363

METHYLENEBIS(PHOSPHONIC DICHLORIDE) Price More Price(1)

Brand: Sigma-Aldrich(India)
Product number: 447714
Product name : Methylenebis(phosphonic dichloride)
Purity: 97%
Packaging: 5G
Price: ₹13975.08
Updated: 2022/06/14
Buy: Buy

METHYLENEBIS(PHOSPHONIC DICHLORIDE) Chemical Properties,Usage,Production

Description Methylenebis (phosphonic dichloride) is an organophosphorus compound commonly used in phosphonation reactions. It is more reactive and faster than POCl. This is due to the fact that the phosphorus centre is more electrophilic due to the lack of electron feedback from the CH2 group.
Chemical Properties Crystals of the Methylenebis(phosphonic dichloride) are monoclinic, space group C2/c, with a= 15·866(5), b= 5·845(1), c= 9·161 (3)A, β= 106·59(2)°, Z= 4. The molecules, which display a crystallographically imposed C2 symmetry, are linked together through two C–H ? O(P) hydrogen bonds, of length 3·23(1)A, into infinite chains in the z direction. Rigid-body analysis reveals that pronounced rotational and translational motions are associated with the axis of minimum inertia and least cross-section. Bond lengths (corrected for libration) are: P–Cl 1·994(2) and 1·997 (2), PO 1·463(4), P–C 1·804(4)A; angle P–C–P 116·4(4)°, the structure was solved by direct methods and refined by full-matrix least-squares to R 0·041 for 641 diffractometer-measured unique reflections^[1].
Uses Methylenebis(phosphonic Dichloride) is used as a reagent in synthesis of several organic compounds including that of nucleoside 5'-methylenebis(phosphonate)s and bisphosphonated glycopeptide prodrugs for the treatment of osteomyelitis.
Application Methylenebis (phosphonic dichloride) can be used for the following studies:
(1) Synthesis of mycophenolic methylenebis(phosphonate) derivatives.
(2) Phosphonylation of nucleosides.
(3) Preparation of P,P′-partial esters of methylenebisphosphonic acid.
(4) Synthesis of symmetrical di- and tetra- esters of methylenebisphosphonic acid.
References [1] SHELDRICK W. Crystal structure of methylenebis(phosphonic dichloride)[J]. Journal of The Chemical Society-dalton Transactions, 1975. DOI:10.1039/DT9750000943.