Acyl chlorides
Acyl chlorides, also known as acid chlorides, are a class of organic compounds with the general formula R-COCl, where R represents an alkyl or aryl group. These reagents are highly reactive and play crucial roles in various synthetic reactions due to their ability to form esters, amides, and other derivatives through nucleophilic substitution.
Acyl chlorides are characterized by their strong electrophilicity, which arises from the presence of the electron-withdrawing chlorine atom adjacent to the carbonyl group. This feature makes them excellent leaving groups in nucleophilic reactions. In organic synthesis, acyl chlorides are commonly used as starting materials for the preparation of other functionalized compounds.
Due to their high reactivity and potential hazards, such as the possibility of forming toxic gases upon exposure to water or basic conditions, acyl chlorides require careful handling and storage under an inert atmosphere. They are typically prepared by reacting carboxylic acids with thionyl chloride (SOCl?) or phosphorus oxychloride in an organic solvent.
In summary, acyl chlorides represent a versatile reagent in organic chemistry, offering a wide array of applications in the synthesis of various compounds and materials.
| Structure | Chemical Name | CAS | MF |
|---|---|---|---|
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2-ethylbutanoyl chloride | 2736-40-5 | C6H11ClO |
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3-Cyclohexene-1-carbonylchloride, 1,4,6-trimethyl- | 106265-57-0 | C10H15ClO |
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11-Eicosenoyl chloride,(11Z)- | 103213-61-2 | C20H37ClO |
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2-Butenoyl chloride, 2-methyl-, (Z)- | 62529-65-1 | C5H7ClO |
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2-chloro-4-methylpentanoyl chloride | 62721-37-3 | C6H10Cl2O |
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Propanoyl chloride, 2-(ethylthio)- | 62034-66-6 | C5H9ClOS |
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Butanoyl chloride, 2-methoxy- | 61882-33-5 | C5H9ClO2 |
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1-Cycloheptene-1-carbonyl chloride (6CI,9CI) | 72233-47-7 | C8H11ClO |
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Bicyclo[2.2.1]hept-5-ene-2-carbonylchloride, (1S,2S,4S)- | 244622-23-9 | C8H9ClO |
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Acetyl-d3 Chloride | 19259-90-6 | C2H3ClO |
Related Literature
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Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
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Bin Han,Yasuo Shimizu,Gabriele Seguini,Celia Castro,Gérard Ben Assayag,Koji Inoue,Yasuyoshi Nagai,Sylvie Schamm-Chardon,Michele Perego RSC Adv., 2016,6, 3617-3622
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