Difference between revisions of "Acyl halide"
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| − | An '''acyl halide''' or less common '''acid halide''' is a chemical compound derived from an oxoacid by replacing a hydroxyl group with a halide group. If the acid is a carboxylic acid, the compound contains a ''' | + | An '''acyl halide''' or less common '''acid halide''' is a chemical compound derived from an oxoacid by replacing a hydroxyl group with a halide group. If the acid is a [[carboxylic acid]], the compound contains a '''R–C(=O)X''' functional group, which consists of a carbonyl group singly bonded to a halogen atom. |
==Properties== | ==Properties== | ||
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==Preparation== | ==Preparation== | ||
| − | Acyl halides can be prepared by reacting carboxylic acids with halogenating reagents such as | + | Acyl halides can be prepared by reacting carboxylic acids with halogenating reagents such as cyanuric fluoride for acyl fluorides, [[phosphorus trichloride]], [[phosphorus pentachloride]] or [[thionyl chloride]] for acyl chlorides, [[phosphorus tribromide]] for acyl bromides and [[phosphorus triiodide]] for acyl iodides. |
==Safety and handling== | ==Safety and handling== | ||
| − | Acyl halides react with water and are corrosive. | + | Acyl halides react with water and are corrosive. Wear gloves, mask and goggles when handling them. |
==References== | ==References== | ||
Latest revision as of 20:52, 19 May 2019
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An acyl halide or less common acid halide is a chemical compound derived from an oxoacid by replacing a hydroxyl group with a halide group. If the acid is a carboxylic acid, the compound contains a R–C(=O)X functional group, which consists of a carbonyl group singly bonded to a halogen atom.
Contents
Properties
Acyl halides are liquids which react with water and have a pungent odor.
Types
- Acyl fluorides: Less encountered, they're more expensive and corrosive.
- Acyl chlorides: The most common type of acyl halide. Examples include acetyl chloride.
- Acyl bromides: Not as often as acyl chlorides, but still used for certain reactions.
- Acyl iodide: Not as common as acyl chlorides, but more often used than acyl bromides and acyl fluorides.
Preparation
Acyl halides can be prepared by reacting carboxylic acids with halogenating reagents such as cyanuric fluoride for acyl fluorides, phosphorus trichloride, phosphorus pentachloride or thionyl chloride for acyl chlorides, phosphorus tribromide for acyl bromides and phosphorus triiodide for acyl iodides.
Safety and handling
Acyl halides react with water and are corrosive. Wear gloves, mask and goggles when handling them.
