Rank the carbocations in the table below in order of decreasing stability (1 most stable and 4 least stable). + HO. N. + + (Choose one) (Choose one) (Choose one) (Choose one)
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- 3. Rank the following carbocations in order of increasing stability. (1 = least stable, 5 = most stable)3. Draw the intermediate carbocation that is formed when each is protonated, say, with H*. These occur when adding HBr, HCI, HI, or H*/H2O to a double bond. The rich get richer. will it rearrange? will it rearrange? will it rearrange? will it rearrange? will it rearrange? will it rearrange?Can this carbocation rearrange to a more stable one?
- Rank the following carbocations, from least stable (left) to most stable (right). ou oe i. ii. ii. O i. < ii. < ii. O ii. < i. < ii. O iii. < ii. < i. O i. < iii. < ii. O ii. < iii. < i.Identify each compound's stability relative to each other. (i.e middle, least, and most stable)bn 6. a.) Classify the following carbocations (1°, 2°, or 3°). b.) Encircle the carbocation/s that can rearrange to a more stable structure. smib-t.-S) CH3 CH3 CH3 CH2 CH2 CHz-C+ CH3
- 2. Circle the best starting material for each reaction below. Criteria for best can include: fewest number of reactions, best regioselectivity, correct stereochemistry, etc. 3 points HO Br OH Br Br Br OH OH (rac) (rac) (rac)Which carbocation below is/are the most stable one? Circle it (them)Draw the least stable resonance form for the intermediate in the following electrophilic substitution reaction. CF3 CF3 Br2/FeBr3 • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. Br In cases where there is more than one answer, just draw one. Br F ?
- 2. Draw the pi molecular orbitals, fill in the correct number of pi electrons, and label the HOMO and LUMO. (+ 3. Circle three allylic carbons in thiamine to the right. How many allylic hydrogens does it have? Why is the indicated carbon not allylic? thiamine `N `N NH₂ -ОН # allylic Hs4. Rank the following carbocations according to stability (1: most stable, 5: least stable.). ht t tá OCH 3 +What is the appropriate sequence of reagents to accomplish the following synthesis? Your answer should have the letters and or numbers in sequence with no spaces or commas (eg. af3d) Reagents a. HCI b. HBr C HO, H,SO, d. Br e. C 1. H, Pd 9 Bra. H0 h. C, H0 i Os0, then NaHSO, I HolOAc. H0 then NaBH, k BH, then HO, NaOH LO, then (CHs m. 2 equivalents of NaNH, n. H. Lindars catalyst o. Na / NH, P H,SO,. Hoso, 4 (a),BH then HO, NaOH r. 1 equivalent of NaNH, 1. CH,Br 2. CH,CH,Br 3. CH,CH,CH,Br 4. CH,CH,CH,CH,Br 5. CH,CH,CH,CH,CH,Br

