Dioxaphospholanes
Dioxaphospholanes are a class of organic compounds with the general formula R2P=C(O)O, where R can be alkyl or aryl groups. These cyclic heterocycles feature an unstable three-membered ring containing one phosphorus atom and two oxygen atoms, making them highly reactive intermediates in various chemical reactions. Dioxaphospholanes are of significant interest due to their potential applications as synthetic building blocks, pharmaceuticals, and materials science.
These compounds can undergo a unique rearrangement reaction known as the dioxaphospholane ring-opening reaction, which is widely used for the introduction of new functional groups into organic molecules. They have been employed in diverse areas such as the synthesis of natural products, drug discovery, and polymer chemistry. Due to their reactivity, careful control during synthetic procedures is essential to ensure desired outcomes.
Dioxaphospholanes are typically prepared from diethyl phosphite or other suitable precursors through a series of steps that involve nucleophilic substitution and subsequent rearrangement reactions. They exhibit unique physical properties, including low melting points, which facilitate their use in various applications. Researchers continue to explore the potential uses of dioxaphospholanes in developing innovative chemical strategies for material synthesis and medicinal chemistry.
| Structure | Chemical Name | CAS | MF |
|---|---|---|---|
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1,3,2-Dioxaphospholan-2-amine, N-(1,1-dimethylethyl)- | 51439-10-2 | C6H14NO2P |
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1,3,2-Dioxaphospholan-2-amine, N-butyl- | 51439-08-8 | C6H14NO2P |
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1,3,2-Dioxaphospholane, 2-chloro-4-ethyl-4-methyl-5-methylene- | 99107-81-0 | C6H10ClO2P |
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1,3,2-Dioxaphospholane,2-chloro-4-methyl- | 6362-86-3 | C3H6ClO2P |
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1,3,2-Dioxaphospholane,2-isocyanato- | 17419-12-4 | C3H4NO3P |
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N,n,4-trimethyl-1,3,2-dioxaphospholan-2-amine | 7114-42-3 | C5H12NO2P |
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4-methyl-1,3,2-dioxaphospholane 2-oxide | 16352-26-4 | C3H6O3P |
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1,3,2-dioxaphospholane, 2-dimethylamino- | 7114-39-8 | C4H10NO2P |
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2-Bromo-1,3,2-dioxaphospholane | 64498-35-7 | C2H4BrO2P |
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1,3,2-Dioxaphospholane, 2-chloro-4-(chloromethyl)- | 25169-10-2 | C3H5Cl2O2P |
Related Literature
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Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
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Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
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Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
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Christopher B. Rodell,Christopher B. Highley,Minna H. Chen,Neville N. Dusaj,Chao Wang,Lin Han,Jason A. Burdick Soft Matter, 2016,12, 7839-7847
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