Concept explainers
(a)
Interpretation:
The stereoisomeric products of (3S, 4S)-3-bromo-4-methylhexane in
Concept Introduction:
Primary
Secondary alkyl halide undergoes
(b)
Interpretation:
The stereoisomeric products of (3S, 4R)-3-bromo-4-methylhexane in
Concept Introduction:
Primary alkyl halide undergoes
Secondary alkyl halide undergoes
(c)
Interpretation:
The stereoisomeric products of (3R, 4R)-3-bromo-4-methylhexane in
Concept Introduction:
Primary alkyl halide undergoes
Secondary alkyl halide undergoes
(d)
Interpretation:
The stereoisomeric products of (3R, 4S)-3-bromo-4-methylhexane in
Concept Introduction:
Primary alkyl halide undergoes
Secondary alkyl halide undergoes
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Organic Chemistry
- Draw the substitution products for each of the following SN2 reactions. If the products can exist as stereoisomers, show which stereoisomers are formed a. (3S,4S)-3-bromo-4-methylhexane + CH3O- b. (3S,4R)-3-bromo-4-methylhexane + CH3O- c. (3R,4R)-3-bromo-4-methylhexane + CH3O- d. (3R,4S)-3-bromo-4-methylhexane + CH3O-arrow_forwardDraw the products of the following two reactions and use resonance forms to explain the products. i) N- HNO3/H2SO4 ii) conc H2SO4 CF3arrow_forwarda. Draw the major product(s) of the reaction of 1-methylcyclohexene with the following reagents, disregarding stereoisomers: 1. NBS/Δ/peroxide 2. Br2/CH2Cl2 3. HBr 4. HBr/peroxide b. For each reaction, show which stereoisomers are obtained.arrow_forward
- Draw the major product(s) of the reaction of 1-methylcyclohexene with the following reagents, disregarding stereoisomers: 1. NBS/∆/peroxide 2 . Br2/CH2Cl2 3. HBr 4. HBr/peroxideb. For each reaction, show which stereoisomers are obtained.arrow_forwardOrder the following compounds with respect to SN1 reactivity: Br CH2BR CH CH3 CBr 3. Assuming that the nitrogen in enamine is sp? hybridized, explain why the double bond of an enamine is more nucleophilic than a typical alkene double bond. Propose the mechanism for the reaction below and use resonance structure to explain why the other regioisomer does not form. Br HBr OCH3 OCH3arrow_forwardPropose a reasonable synthetic route for the following reaction: II CH,CH,-C-CI Zn(Hg) (1)? (2)? AICI, HCI (3)? СООН HNO3 (4)? H,SO,arrow_forward
- Draw the substitution products for each of the following SN2 reactions. If the productscan exist as stereoisomers, show which stereoisomers are formed:a. (3S,4S)@3@bromo@4@methylhexane + CH3O- b. (3S,4R)@3@bromo@4@methylhexane + CH3O- c. (3R,4R)@3@bromo@4@methylhexane + CH3O- d. (3R,4S)@3@bromo@4@methylhexane + CH3O-arrow_forwardDraw the major nucleophilic substitution product of each reaction below, showing stereochemistry when necessary. Circle which mechanism type, SNl or SN2, each reaction proceeds by. You do not need to show the mechanisms. CI Но- Syl or SN2 a. Br Snl NANH2 or Sy2 b. DMSO SN1 O Na or Br Acetone Sy2 с.arrow_forwardDraw structural formulas for the major product(s) resulting from each step of the following reactions: OH 1. NaH CI-CCH3. Zn(Hg), HNO3 (a) A В D AICI3 HC1 H2SO4 Give major product only 2. CH3CH2CI Give the para product only - ОН OC(CH3)3 В HBr C H202 NBS E (b) A hv H2SO4 CH3 NaOH A MnO2 В Br2 Mg CH3CI. E Br2 F (c) D ether FeBr3 hvarrow_forward
- Give the substitution and elimination products for the following reactions, showing the configuration of each product: CH30- SN2/E2 conditions a. (S)-2-chlorohexane b. (S)-2-chlorohexane CH3OH SN1/E1 conditions c. trans-1-chloro-2-methylcyclohexane CH30 SN2/E2 conditionsarrow_forwardRank the structures below from the most reactive to the least reactive, in relation to electrophilic aromatic substitution reactions (e.g. nitration)? A Br B OH NO2 E Farrow_forwardPredict the product of each reaction below and indicate if the mechanism is likely to be SN1, SN2, E1, E2, or EicB. + KCN DMSO а. CH;CO,Na b. CH3COOHarrow_forward
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