Identification | Back Directory | [Name]
9,10-BIS(DIETHYLPHOSPHONOMETHYL)ANTHRACENE | [CAS]
60974-92-7 | [Synonyms]
9,10-BIS(DIETHYLPHOSPHONOMETHYL)ANTHRACENE 9,10-bis(diethoxyphosphorylmethyl)anthracene 9,10-Bis(diethylphosphonomethyl)anthracene> Tetraethyl (anthracene-9,10-diylbis(methylene) Tetraethyl [9,10-anthrylbis(methylene)]bisphosphonate ANTHRACEN-9,10-BIS(METHYL-PHOSPHONIC ACID DIETHYL ESTER)
TETRAETHYL [ANTHRACENE-9,10-DIYLBIS(METHYLENE)]BISPHOSPHONATE tetraethyl (anthracene-9,10-diyldimethanediyl)bis(phosphonate) tetraethyl (anthracene-9,10-diyldimethanediyl)bis(phosphonat... [ANTHRACENE-9,10-DIYLBIS(METHYLENE)]BISPHOSPHONIC ACID TETRAETHYL ESTER 3-[10-(3-phosphonopentan-3-yl)-9-anthracenyl]pentan-3-ylphosphonic acid [10-(Diethoxy-phosphorylmethyl)-anthracen-9-ylmethyl]-phosphonic acid diethyl ester Phosphonic acid, P,P'-[9,10-anthracenediylbis(methylene)]bis-, P,P,P',P'-tetraethyl ester [Anthracene-9,10-diylbis(methylene)]bisphosphonic Acid Tetraethyl Ester
Tetraethyl [Anthracene-9,10-diylbis(methylene)]bisphosphonate | [Molecular Formula]
C24H32O6P2 | [MDL Number]
MFCD08276315 | [MOL File]
60974-92-7.mol | [Molecular Weight]
478.45 |
Chemical Properties | Back Directory | [Melting point ]
158.0 to 162.0 °C | [Boiling point ]
634.9±48.0 °C(Predicted) | [density ]
1?+-.0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [Appearance]
Off-white to light yellow Solid | [InChI]
InChI=1S/C24H32O6P2/c1-5-27-31(25,28-6-2)17-23-19-13-9-11-15-21(19)24(22-16-12-10-14-20(22)23)18-32(26,29-7-3)30-8-4/h9-16H,5-8,17-18H2,1-4H3 | [InChIKey]
PKLFGXZSNISEOV-UHFFFAOYSA-N | [SMILES]
C(C1C2=CC=CC=C2C(CP(=O)(OCC)OCC)=C2C=CC=CC=12)P(=O)(OCC)OCC |
Hazard Information | Back Directory | [Uses]
9,10-bis(Diethylphosphonomethyl)anthracene is used in the synthesis of compounds with imaging applications. | [Synthesis]
General procedure for the synthesis of 9,10-bis(diethylphosphinomethyl)anthracene from 9,10-bis(chloromethyl)anthracene and triethyl phosphite: 9,10-bis(chloromethyl)anthracene (7.8 g, 28.3 mmol) was mixed with triethyl phosphite (30 mL), and the reaction mixture was vigorously stirred under mild reflux conditions overnight. Upon completion of the reaction, the excess triethyl phosphite was removed by distillation under reduced pressure. The crude product was purified by silica gel column chromatography using ethyl acetate/petroleum ether (1:1, v/v) as eluent. A yellow solid product (10.4 g, 76.8% yield) was finally obtained. The structure of the product was confirmed by 1H NMR (500 MHz, CDCl3): δ 8.32 (d, 4H), 7.53 (d, 4H), 4.21 (d, 8H), 3.78 (d, 4H), 1.11 ppm (t, 12H). | [References]
[1] Molecular Crystals and Liquid Crystals, 2004, vol. 424, p. 119 - 126 [2] Molecular Crystals and Liquid Crystals, 2011, vol. 550, p. 233 - 239 [3] Journal of Materials Chemistry C, 2018, vol. 6, # 16, p. 4384 - 4388 [4] Journal of Materials Chemistry C, 2013, vol. 1, # 10, p. 2028 - 2035 [5] Dyes and Pigments, 2013, vol. 99, # 3, p. 833 - 838 |
|
|