Classify the following substituents according to whether they are electron donors or electron acceptors relative to hydrogen by the resonance and the inductive mechanisms. :0: 1. -CH2CH2CH2N(CH3)2 Br Inductive effe ✓ Resonance effect acceptor donor no effect -C-Br Inductive effect Resonance effect 2. Br tribromomethyl 3. -CH2CH2CH2CF3 Inductive effect ✪ Resonance effect

Rank the molecules A to D shown below by decreasing reactivity towards lodo cyclohexane. H3C-CH,OH F,C-CH,OH H,C-CH,NH, H3C-N-CH, A в D O 1.C>D>A>B O 2.B> A> C> D O 3. A> C> B > D O 4. A> B>D>C

Classify the following substituents according to whether they are electron donors or electron acceptors relative to hydrogen by the resonance and the inductive mechanisms. а 3 ассеptor d = donor n = no effect 1. -CH=CH-NO2 Inductive effect Resonance effect 2. -NHCH,CH2CH,C=N; Inductive effect Resonance effect 3. -CH=CH-CEN: Inductive effect Resonance effect Submit Answer Retry Entire Group 3 more group attempts remaining

In the molecule shown below, which of the labeled C,C single bonds is the longest? CH CH₂ -CH=CH- X Select one: Ο Α. Ζ OB. X O C. Y Y -N Z -CH=CH₂

Use the information in the pK₂ table below to determine which side of the equilibrium is favored for each of the reactions in the second table. acid pK₂ acid pk₁ H₂ NH₂ X OH NH3 NH CH,SH₂ CH₂- 36 36 15.9 10.8 5.3 N + NH₂ OH + CH₂OH + CH,NH, CH₂OH CH₂-S -OH O OH Š CH₂SH₂ CH3NH 36 ΝΗ 19 15.7 9 Equilibrium Equation -2 -7.2 NH CH₂0 + H CH₂- NH₂ -fo + CH, SH + CH,NH, + NH₂ Left Equal Favored O O O O O O Right Favored O O O O O

Draw the most stable resonance form for the intermediate in the following electrophilic substitution reaction. CH3 CH3 H3PO4 HO, + H3C CH3 HO HO First stage in synthesis of the epoxy and polycarbonate ingredient bisphenol-A You do not have to consider stereochemistry. Include all valence lone pairs in your answer. In cases where there is more than one answer, just draw one.

Identify the Major and ALL Minor product(s) that are expected for each of the following reactions. Hint 1: Combination of E1/E2 or SN1/SN2 or both. Hint 2: Use Flow Charts on page 167 (Chapter 10.9). ex HOH ? A B + major minor exOH ·dd: ht Хон + minor с Хон OH D ex OH major major + minor

== H3C H3C-I 8+ isopropoxide iodomethane a b + с CH3 K d + e Prelab Question #3 Homework Unanswered Which of the following is true when referring to Figure 3 above. Select an answer and submit. For keyboard navigation, use the up/down arrow keys to select an answer. SN2 CH3 tö isopropoxide is the electrophile H3C transition state Figure 3. A typical SN2 reaction. iodomethane is both the nucleophile and electrophile there are no electrophiles in Figure 3 the lone pairs of isopropoxide make the molecule nucleophilic iodomethane is the nucleophile because it is accepting electrons CH3 -CH₂ + :1 H₂C ether product potassium iodide

[17] H What is corect name of following? CH2CH3 HO CH3 Br 2R,35-2-brome. (2R,3S) 2-bromo-3-hydroxy pentane (2R,3R) 2-bromo-3-hydroxy pentane ((25,3S) 2-bromo-3-hydroxy pentane (01 اورا (S) 2-bromo-3-hydroxy pentane (2S,3R) 2-bromo-3-hydroxy pentane 3hr [18] Which of following compound will undergo solvolysis with methanol to yield the two shown? H3C OCH 3 CH3 CH3 OCH3 (a) (15,3S)-1-bromo-1,3-dimethyl-cyclohexane (b) (1R,3R)-1-bromo-1,3-dimethyl-cyclohexane (c) (15,3R)-1-bromo-1,3-dimethyl-cyclohexane (4) (1R)-1-bromo-1,3-dimethyl-cyclohexane (e) (15)-1-bromo-1,3-dimethyl-cyclohexane

1,5-methano[10]annulene is stable at room temperature, but [10]annulene is not stable at room temperature.Why is there a difference in reactivity?