Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
Tetraisopropyl (dichloromethylene)diphosphonate |
EINECS | N/A |
CAS No. | 10596-22-2 | Density | 1.211 g/cm3 |
PSA | 90.68000 | LogP | 6.16150 |
Solubility | N/A | Melting Point |
50-51 °C |
Formula | C13H28Cl2O6P2 | Boiling Point | 405.3 °C at 760 mmHg |
Molecular Weight | 413.215 | Flash Point | 310.3 °C |
Transport Information | N/A | Appearance | colourless liquid |
Safety | Risk Codes | N/A | |
Molecular Structure | Hazard Symbols | N/A | |
Synonyms |
Phosphonicacid, (dichloromethylene)di-, tetraisopropyl ester (7CI,8CI);Dichloromethylenebisphosphonatetetraisopropyl ester;Tetraisopropyl (dichloromethylene)bisphosphonate;Tetraisopropyl (dichloromethylene)diphosphonate; |
Article Data | 9 |
Tetraisopropyl methylenediphosphonate
tetraisopropyl dichloromethylenebisphosphonate
Conditions | Yield |
---|---|
With sodium hypochlorite In water at 25℃; for 1h; Inert atmosphere; Schlenk technique; | 95% |
With sodium hypochlorite for 0.333333h; Ambient temperature; | 88% |
With sodium hypochlorite | 82% |
Tetraisopropyl methylenediphosphonate
A
tetraisopropyl dichloromethylenebisphosphonate
B
tetraisopropyl esters of monochloromethylene bisphosphonic acid
C
[(Chloro-difluoro-methylsulfanyl)-(diisopropoxy-phosphoryl)-methyl]-phosphonic acid diisopropyl ester
D
[(Dichloro-fluoro-methylsulfanyl)-(diisopropoxy-phosphoryl)-methyl]-phosphonic acid diisopropyl ester
Conditions | Yield |
---|---|
With n-butyllithium; aluminium trichloride; dichlorofluoromethanesulphenyl chloride 1.) ether, hexane, below 25 deg C 2.) ether, 4 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; |
Tetraisopropyl methylenediphosphonate
A
tetraisopropyl dichloromethylenebisphosphonate
B
tetraisopropyl carbonylbisphosphonate
Conditions | Yield |
---|---|
With formic acid; tert-butylhypochlorite for 2h; Heating; |
Tetraisopropyl methylenediphosphonate
dichlorofluoromethanesulphenyl chloride
A
tetraisopropyl dichloromethylenebisphosphonate
B
tetraisopropyl esters of monochloromethylene bisphosphonic acid
C
[(Diisopropoxy-phosphoryl)-trifluoromethylsulfanyl-methyl]-phosphonic acid diisopropyl ester
D
[(Dichloro-fluoro-methylsulfanyl)-(diisopropoxy-phosphoryl)-methyl]-phosphonic acid diisopropyl ester
Conditions | Yield |
---|---|
With n-butyllithium; aluminium trichloride 1.) ether, hexane, below 25 deg C 2.) ether, 4 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; |
Tetraisopropyl methylenediphosphonate
dichlorofluoromethanesulphenyl chloride
A
tetraisopropyl dichloromethylenebisphosphonate
B
tetraisopropyl esters of monochloromethylene bisphosphonic acid
C
[(Chloro-difluoro-methylsulfanyl)-(diisopropoxy-phosphoryl)-methyl]-phosphonic acid diisopropyl ester
D
[(Dichloro-fluoro-methylsulfanyl)-(diisopropoxy-phosphoryl)-methyl]-phosphonic acid diisopropyl ester
Conditions | Yield |
---|---|
With n-butyllithium; aluminium trichloride 1.) ether, hexane, below 25 deg C 2.) ether, 4 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; |
triisopropyl phosphite
tetraisopropyl dichloromethylenebisphosphonate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: aq. NaOCl, NaCl View Scheme |
tetraisopropyl dichloromethylenebisphosphonate
tetraisopropyl esters of monochloromethylene bisphosphonic acid
Conditions | Yield |
---|---|
With sodium sulfite In ethanol; water for 1h; Ambient temperature; | 96% |
With sodium sulfite In ethanol; water at 25℃; for 1h; Inert atmosphere; Schlenk technique; | 80% |
With n-butyllithium | 71% |
tributyl-amine
tetraisopropyl dichloromethylenebisphosphonate
Conditions | Yield |
---|---|
Stage #1: tetraisopropyl dichloromethylenebisphosphonate With hydrogenchloride In water at 85℃; for 2h; Stage #2: tributyl-amine In n-butanol; ethanol | 89% |
morpholine
tetraisopropyl dichloromethylenebisphosphonate
Conditions | Yield |
---|---|
at 110℃; for 0.5h; | 83% |
pyridine
tetraisopropyl dichloromethylenebisphosphonate
Conditions | Yield |
---|---|
at 115℃; for 3.5h; | 80% |
This chemical is called Phosphonic acid,(dichloromethylene)bis-, tetrakis(1-methylethyl) ester (9CI), and its IUPAC name is 2-[[dichloro-di(propan-2-yloxy)phosphorylmethyl]-propan-2-yloxyphosphoryl]oxypropane. With the molecular formula of C13H28Cl2O6P2, its product categories are Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals. The CAS registry number of this chemical is 10596-22-2. It's an intermediate in the sythesis of clodronic acid, disodium salt, tetrahydrate, a biphosphonate bone resorption inhibitor.
Other characteristics of the Phosphonic acid,(dichloromethylene)bis-, tetrakis(1-methylethyl) ester (9CI) can be summarised as followings: (1)ACD/LogP: 3.62; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.62; (4)ACD/LogD (pH 7.4): 3.62; (5)ACD/BCF (pH 5.5): 330.91; (6)ACD/BCF (pH 7.4): 330.91; (7)ACD/KOC (pH 5.5): 2214.19; (8)ACD/KOC (pH 7.4): 2214.19; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 90.68 Å2; (13)Index of Refraction: 1.454; (14)Molar Refractivity: 92.5 cm3; (15)Molar Volume: 341.1 cm3; (16)Polarizability: 36.67×10-24cm3; (17)Surface Tension: 35.6 dyne/cm; (18)Density: 1.211 g/cm3; (19)Flash Point: 310.3 °C; (20)Enthalpy of Vaporization: 63.14 kJ/mol; (21)Boiling Point: 405.3 °C at 760 mmHg; (22)Vapour Pressure: 2.07E-06 mmHg at 25°C.
Production method of this chemical: The Phosphonic acid,(dichloromethylene)bis-, tetrakis(1-methylethyl) ester (9CI) could be obtained by the reactant of P,P'-methanediyl-bis-phosphonic acid tetraisopropyl ester. This reaction needs the reagents of aq. NaOCl, NaCl.
Uses of this chemical: The Phosphonic acid,(dichloromethylene)bis-, tetrakis(1-methylethyl) ester (9CI) could react with pyridine to obtain the [(bis(1-methylethoxy)phosphino)dichloromethyl]phosphonic acid mono(1-methylethyl) ester N-isopropyl pyridinium salt. This reaction should be taken for 3.5 hours at the temperature of 115 °C. The yield is 80 %.
When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. As it's flammable, keep it away from the sources of ignition.
You can still convert the following datas into molecular structure:
1.SMILES: O=P(OC(C)C)(OC(C)C)C(Cl)(Cl)P(=O)(OC(C)C)OC(C)C
2.InChI: InChI=1/C13H28Cl2O6P2/c1-9(2)18-22(16,19-10(3)4)13(14,15)23(17,20-11(5)6)21-12(7)8/h9-12H,1-8H3
3.InChIKey: OMTPMIYCEZYHFY-UHFFFAOYAY