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2-Chlorobutane can be synthesized through the addition of hydrochloric acid to 2-butene in the following reaction: The reaction is two-step, with the pi electrons attacking the chloride hydrogen, which forms a chloride nucleophile. In the second step, the nucleophile attacks the carbocation generated in the first step.
Chlorobutanol (trichloro-2-methyl-2-propanol) is an organic compound with the formula CCl 3 C(OH)(CH 3) 2. The compound is an example of a chlorohydrin. The compound is a preservative, sedative, hypnotic and weak local anesthetic similar in nature to chloral hydrate. It has antibacterial and antifungal properties. [1]
tert-Amyl chloride (2-methyl-2-butyl chloride) is an alkyl chloride used for flavoring and odorizing. [2] At room temperature, it is a colorless liquid with an unpleasant odor. It is an isomer of 1-chloropentane ( n -amyl chloride).
The overall reaction, therefore, is: (CH 3) 3 COH + HCl → (CH 3) 3 CCl + H 2 O. Because tert-butanol is a tertiary alcohol, the relative stability of the tert-butyl carbocation in the step 2 allows the S N 1 mechanism to be followed, whereas a primary alcohol would follow an S N 2 mechanism.
This results in S N 1 reactions usually occurring on atoms with at least two carbons bonded to them. [2] A more detailed explanation of this can be found in the main SN1 reaction page. S N 2 reaction mechanism. The S N 2 mechanism has just one step. The attack of the reagent and the expulsion of the leaving group happen simultaneously.
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The relative rates at which different halogens react vary considerably: [citation needed] fluorine (108) > chlorine (1) > bromine (7 × 10 −11) > iodine (2 × 10 −22).. Radical fluorination with the pure element is difficult to control and highly exothermic; care must be taken to prevent an explosion or a runaway reaction.
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