Hexamethylphosphoramide
Hexamethylphosphoramide structure
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Common Name | Hexamethylphosphoramide | ||
|---|---|---|---|---|
| CAS Number | 680-31-9 | Molecular Weight | 179.20000 | |
| Density | 1.03 g/mL at 25 °C(lit.) | Boiling Point | 230-232 °C740 mm Hg(lit.) | |
| Molecular Formula | C6H18N3OP | Melting Point | 7 °C(lit.) | |
| MSDS | Chinese USA | Flash Point | 222 °F | |
| Symbol |
GHS08 |
Signal Word | Danger | |
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Mechanistic insight into the formation of cationic naked nanocrystals generated under equilibrium control.
J. Am. Chem. Soc. 136(44) , 15702-10, (2014) Cationic naked nanocrystals (NCs) are useful building units for assembling hierarchical mesostructured materials. Until now, their preparation required strongly electrophilic reagents that irreversibly sever bonds between native organic ligands and the NC sur... |
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Modified in vivo comet assay detects the genotoxic potential of 14-hydroxycodeinone, an α,β-unsaturated ketone in oxycodone.
Environ. Mol. Mutagen. 56 , 777-87, (2015) 14-Hydroxycodeinone (14-HC) is an α,β-unsaturated ketone impurity found in oxycodone drug substance and has a structural alert for genotoxicity. 14-HC was tested in a combined Modified and Standard Comet Assay to determine if the slight decrease in % Tail DNA... |
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Lewis base-catalyzed conjugate reduction and reductive aldol reaction of alpha,beta-unsaturated ketones using trichlorosilane.
Chem. Commun. (Camb.) (36) , 4309-11, (2008) Lewis bases such as Ph3P=O and HMPA catalyze the 1,4-reduction of alpha,beta-unsaturated ketones with trichlorosilane, and because the 1,2-reduction of aldehydes scarcely proceeded under the conditions, one-pot reductive aldol reactions with aldehydes were su... |
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Solid phase oxime ligations for the iterative synthesis of polypeptide conjugates.
Org. Biomol. Chem. 12(29) , 5536-43, (2014) Peptide-based complex biomacromolecules are now optimally assembled by sequential ligation of unprotected peptide segments. However, this approach is still limited by the laborious chromatographic purification and handling steps needed for multiple successive... |
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Simultaneous quantification of preactivated ifosfamide derivatives and of 4-hydroxyifosfamide by high performance liquid chromatography-tandem mass spectrometry in mouse plasma and its application to a pharmacokinetic study.
J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 992 , 30-5, (2015) The antitumor drug, ifosfamide (IFO), requires activation by cytochrome P450 (CYP) to form the active metabolite, 4-hydroxyisfosfamide (4-OHIFO), leading to toxic by-products at high dose. In order to overcome these drawbacks, preactivated ifosfamide derivati... |
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Lithium diisopropylamide solvated by hexamethylphosphoramide: substrate-dependent mechanisms for dehydrobrominations.
J. Am. Chem. Soc. 128(48) , 15399-404, (2006) Lithium diisopropylamide-mediated dehydrobrominations of exo-2-bromonorbornane, 1-bromocyclooctene, and cis-4-bromo-tert-butylcyclohexane were studied in THF solutions and THF solutions with added hexamethylphosphoramide (HMPA). Rate studies reveal a diverse ... |
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Synergism and inhibition in the combination of visible light and HMPA in SmI2 reductions.
J. Org. Chem. 77(20) , 9199-204, (2012) The reaction of six substrates (diphenylacetylene, benzonitrile, methyl benzoate, phenylacetylene, naphthalene, and 1-chloro-4-ethylbenzene) with SmI(2) in the presence of MeOH or TFE was studied. The reactions were monitored under three different conditions:... |
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Noninvasive monitoring of HPMA copolymer-RGDfK conjugates by magnetic resonance imaging.
Pharm. Res. 26(5) , 1121-9, (2009) To evaluate the tumor targeting potential of N-(2-hydroxypropyl)methacrylamide (HPMA) copolymer-gadolinium(Gd)-RGDfK conjugates by magnetic resonance (MR) T1-mapping.HPMA copolymers with and without RGDfK were synthesized to incorporate side chains for Gd che... |
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Quantum chemical prediction of redox reactivity and degradation pathways for aqueous phase contaminants: an example with HMPA.
Environ. Sci. Technol. 44(15) , 5868-74, (2010) Models used to predict the fate of aqueous phase contaminants are often limited by their inability to address the widely varying redox conditions in natural and engineered systems. Here, we present a novel approach based on quantum chemical calculations that ... |
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Reactivity of the triple ion and separated ion pair of tris(trimethylsilyl)methyllithium with aldehydes: a RINMR study.
J. Am. Chem. Soc. 130(19) , 6060-1, (2008) Low-temperature rapid-injection NMR (RINMR) experiments were performed on tris(trimethylsilyl)methyllithium. In THF/Me2O solutions, the separated ion (1S) reacted faster than can be measured at -130 degrees C with MeI and substituted benzaldehydes (k >/= 2 s ... |