Question

• The dehydration of 3,3-dimethyl-2-butanol yields three different products. Draw the carbocation intermediates and the rearrangements to form the products. Analyze the GC results obtained from one dehydration of Terpinol and the different products that

Answer 1

alcahol the giver CH3 I 1 CH3 of CH c=CH -o CH 2,3 dimethyl 1-butene CRC C3 3, 3 dimethy) 1-Butene 4 2,3dimethyl-2-butene Major Grenerally dehydamtcon op acid cataly sed elimi natoo alcohol S ar This fove lves the fom ation op Car bo cation. Ef fnitially, -Foamed (ess stable then Coc bo Cation rs 7t as undergo rearrang ement

to give stable Canbo caion ahich the col decide poodu t po ssi bi lity Tf these three typer op aIkenes op ohi ch contains alkene the -then mose sobst tuted dooble bond coP the major prodoct csaytzepls be Cafbo cationS of stability order 7 7 H-ce HT 20 stabi lity Ordes of alkenes 7/ 7 C C H H mose stade HC > cこc H less stable

CH3 CH C CH3 0-H CH 3 C Hao: 2Cabo Kartion CH3 CH3 1, CH shipt CH3 Reaitongement to posr stasle Canbo Cation CH3 H2O CH3 H C-C CHa CH CH3 Minor) Cocabo Cformed peom less shie fotesmediale Hao: Haö: CH3 aC-c c HyC C-c . CH2 (Major) 3.e subs ttatedX- Less substtyled r-CI

Second question is given incompletely. So I can't answer the second question.