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Haloalkane or alkyl halides are the compounds which have the general formula "RX" where R is an alkyl or substituted alkyl group and X is a halogen (F, Cl, Br, I). Haloalkanes have been known for centuries. Chloroethane was produced in the 15th century. The systematic synthesis of such compounds developed in the 19th century in step with the ...
The displaced halide anion then usually reacts via another S N 2 reaction on one of the R 1 carbons, displacing the oxygen atom to give the desired phosphonate (4) and another alkyl halide (5). This has been supported by the observation that chiral R 1 groups experience inversion of configuration at the carbon center attacked by the halide anion.
This reaction was developed by Alexander Williamson in 1850. [2] Typically it involves the reaction of an alkoxide ion with a primary alkyl halide via an S N 2 reaction. This reaction is important in the history of organic chemistry because it helped prove the structure of ethers. The general reaction mechanism is as follows: [3]
The phenoxide ion will then substitute the –X group in the alkyl halide, forming an ether with an aryl group attached to it in a reaction with an S N 2 mechanism. C 6 H 5 OH + OH − → C 6 H 5 –O − + H 2 O C 6 H 5 –O − + R–X → C 6 H 5 OR. The Ullmann condensation is similar to the Williamson method except that the substrate is ...
In chemistry, halogenation is a chemical reaction which introduces one or more halogens into a chemical compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, drugs. [1] This kind of conversion is in fact so common that a comprehensive overview is challenging.
Alkylation is a chemical reaction that entails transfer of an alkyl group. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). [1] Alkylating agents are reagents for effecting alkylation. Alkyl groups can also be removed in a process known as dealkylation.
Traditionally, the alkylating agents are alkyl halides. Many alkylating agents can be used instead of alkyl halides. For example, enones and epoxides can be used in presence of protons. The reaction typically employs a strong Lewis acid, such as aluminium chloride as catalyst, to increase the electrophilicity of the alkylating agent. [6]
The Corey–House synthesis (also called the Corey–Posner–Whitesides–House reaction and other permutations) is an organic reaction that involves the reaction of a lithium diorganylcuprate with an organic halide or pseudohalide (′) to form a new alkane, as well as an ill-defined organocopper species and lithium (pseudo)halide as byproducts.