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The sulfonyl chlorides and fluorides are of dominant importance in this series. [1] [2] Sulfonyl halides have tetrahedral sulfur centres attached to two oxygen atoms, an organic radical, and a halide. In a representative example, methanesulfonyl chloride, the S=O, S−C, and S−Cl bond distances are respectively 142.4, 176.3, and 204.6 pm. [3]
A sulfone. It consists of a sulfonyl group bonded with two organic substituents. In organosulfur chemistry, a sulfonyl group is either a functional group found primarily in sulfones, or a substituent obtained from a sulfonic acid by the removal of the hydroxyl group, similarly to acyl groups. [1]: 1470–1476
A classic preparation of sulfonates is the Strecker sulfite alkylation, in which an alkali sulfite salt displaces a halide, typically in the presence of an iodine catalyst: [1] RX + M 2 SO 3 → RSO 3 M + MX. An alternative is the condensation of a sulfonyl halide with an alcohol in pyridine: [2] ROH + R'SO 2 Cl → ROSO 2 R' + HCl
General structure of a sulfonic acid with the functional group indicated in blue. In organic chemistry, sulfonic acid (or sulphonic acid) refers to a member of the class of organosulfur compounds with the general formula R−S(=O) 2 −OH, where R is an organic alkyl or aryl group and the S(=O) 2 (OH) group a sulfonyl hydroxide. [1]
Radii in picometers of common halogen atoms (gray/black) and the corresponding halide anions (blue) In chemistry, a halide (rarely halogenide [1]) is a binary chemical compound, of which one part is a halogen atom and the other part is an element or radical that is less electronegative (or more electropositive) than the halogen, to make a fluoride, chloride, bromide, iodide, astatide, or ...
The structure of a sulfone Dimethyl sulfone, an example of a sulfone. In organic chemistry, a sulfone is a organosulfur compound containing a sulfonyl (R−S(=O) 2 −R’) functional group attached to two carbon atoms.
These compounds react readily with nucleophiles like water, alcohols, amines, thiols, and Grignard reagents. If the nucleophile is water the product is a sulfinic acid, if it is an alcohol the product is a sulfinic ester, if it is a primary or secondary amine the product is a sulfinamide, if it is a thiol the product is a thiosulfinate, while if it is a Grignard reagent the product is a sulfoxide.
Structure of the hydrazone functional group. Hydrazones are a class of organic compounds with the structure R 1 R 2 C=N−NH 2. [1] They are related to ketones and aldehydes by the replacement of the oxygen =O with the = N−NH 2 functional group. They are formed usually by the action of hydrazine on ketones or aldehydes. [2] [3]