In the reaction of HCI with 3,3-dimethylbut-1-ene, two products are isolated as follows. CI HCI In...
In the reaction of HCl with 3-methylbut-1-ene, two products are isolated as follows. СІ HCI CI In an effort to explain the product distribution in this reaction, the following structural rearrangement has been proposed as reactive intermediates. What type of structural rearrangement is shown here? a. Two resonance forms b. A "Keto-enol tautomerism" C. A Carbocation shift d. A "1,2-Hydride shift"
3. Give the structures of the two products for addition reaction of HCI to 3-methyl-1-pentene (1 point), Point out which one is the major product, and explain why! (Hint: dont forget carbocation rearrangement) 4. The transformation of the alkyl chloride shown below into the alcohol can be accomplished in two steps. Show the synthetic scheme to finish the conversion. (1 point) OH
сн, Нас 12-addition products (direct addition) CH2 CH3 Н,с Н-с CH CI HCI CH2 Cн Н.с 1,4-addition products (conjugate addition) Cн CH3 Нас Н.С CI Electrophilic addition to an alkene proceeds via Markovnikov regiochemistry due to the formation of the more stable carbocation intermediate. In the case of conjugated dienes, that is dienes that are separated by one sigma bond, the carbocation that is formed is stabilized additionally by resonance. Addition of the nucleophile to the carbocation intermediate can therefore...
1. 3-methyl-1-butene on reaction with H-Cl forms two products, namely 2-chloro-3- methylbutane (minor) and 2-chloro-2-methylbutane (major). Illustrate the mechanism for the formation of these two products. Use curved arrows to illustrate electron movement and all intermediates must be shown. 2. 3,3-dimethyl-1-butene on reaction with HBr forms two products, namely 3-bromo-2,2- dimethylbutane (minor) and 2-bromo-2,3-dimethylbutane (major). Illustrate the mechanism for the formation of these two products. Use curved arrows to illustrate electron movement and all intermediates must be shown. 3. Calculate...
the
first two questions are asking to do acid-catalyzed mechanism. the
last one is mutliple choice question
yl-Fall 2019 SO. Draw the mechanism for the acid-catalyzed hydration of 3.3-dimethy the final product in the box below In words: protonation water gives a pro rearrangement to a more stable tertiary carbocation. Then (1) capture deprotonation gives the major organic product. Four curved arrows total on of 3,3-dimethylcyclohexene. (Draw the intermediates in the blank bra otonation of the alkene gives a secondary...