Alpha-halocarboxylic acids
Alpha-halocarboxylic acids are a class of organic compounds characterized by the presence of a halogen atom, typically chlorine or bromine, attached to the α-carbon adjacent to the carboxyl group (-COOH). These compounds play significant roles in various chemical reactions and applications due to their reactivity.
Structurally, these acids have the general formula R-CHCl-COOH (for chlorine) or R-CHBr-COOH (for bromine), where R represents an alkyl or aryl substituent. Their synthetic preparation can be achieved through halogenation of carboxylic acid derivatives such as methyl ketones or aldehydes.
In chemical synthesis, alpha-halocarboxylic acids serve as versatile intermediates in organic reactions. They are often employed in the construction of more complex molecules via nucleophilic substitution at the α-position, leading to the formation of various functional groups. Additionally, these compounds can undergo rearrangement reactions and have applications in pharmaceuticals, agrochemicals, and polymers.
Due to their reactivity, careful handling is necessary when working with alpha-halocarboxylic acids to ensure safety and optimal results in synthetic processes.
| Structure | Chemical Name | CAS | MF |
|---|---|---|---|
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2,3,3,3-Tetrafluoropropanoic Acid | 359-49-9 | C3H2F4O2 |
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Bromofluoroacetic Acid | 359-25-1 | C2H2BrFO2 |
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Dibromofluoroacetic acid | 353-99-1 | C2HBr2FO2 |
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Sodium trifluoroacetate | 2923-18-4 | C2F3NaO2 |
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Silver trifluoroacetate | 2966-50-9 | C2AgF3O2 |
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2-fluoropropanoic acid | 6087-13-4 | C3H5FO2 |
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3-Chlorotetrafluoropropionic acid | 661-82-5 | C3HClF4O2 |
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Sodium bromoacetate | 1068-52-6 | C2H2BrNaO2 |
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2,2-Dichloro-3,3,3-trifluoropropionic acid | 422-39-9 | C3HCl2F3O2 |
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(s)-2-chloropropionic acid | 28554-00-9 | C3H5ClO2 |
Related Literature
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Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693
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Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
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J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608
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Matthew J. Gaunt,Jinquan Yu,Jonathan B. Spencer Chem. Commun., 2001, 1844-1845
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J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
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