i) ii) iv) 8 e CI OH ľ NaOCH3 CH3OH NaOCH3 CH3OH 1.) TSCI pyridine 2.) NASCH3 HCI CH3OH V) vi) vii) viii) OH OH OH OH 1.) PCI3 pyridine 2.) NaSCH3 1. NaH 2. CH31 NaOCI CH3COOH 0 °C 1. NaOH 2. 3. H₂O

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter20: Acidity And Pka Of Phenols
Section: Chapter Questions
Problem 11E
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2. Determine the major organic products for the following reactions. Indicate stereochemistry in your answers
where needed. Show all correct structure shapes in your answers. On your answer sheet, redraw the full reaction
scheme starting with the starting materials and reagents given but do not show mechanisms. Be careful to draw
the reagents in an appropriate form with correct bonding, not necessarily as given below. Only completely
redrawn reaction schemes will be considered. For stereocenters, carefully draw out the three-dimensional
description of the carbon using hatched and solid wedges. Answers showing mechanisms will receive 0 points.
i)
ii)
iii)
iv)
CI
OH
NaOCH3
CH3OH
NaOCH3
CH3OH
1.) TSCI
pyridine
2.) NaSCH3
HCI
CH3OH
v)
vi)
vii)
viii)
OH
OH
OH
OH
1.) PCI 3
pyridine
2.) NaSCH3
1. NaH
2. CH31
NaOCI
CH,COOH
0 °C
1. NaOH
2.
3. H₂O
CI
Transcribed Image Text:2. Determine the major organic products for the following reactions. Indicate stereochemistry in your answers where needed. Show all correct structure shapes in your answers. On your answer sheet, redraw the full reaction scheme starting with the starting materials and reagents given but do not show mechanisms. Be careful to draw the reagents in an appropriate form with correct bonding, not necessarily as given below. Only completely redrawn reaction schemes will be considered. For stereocenters, carefully draw out the three-dimensional description of the carbon using hatched and solid wedges. Answers showing mechanisms will receive 0 points. i) ii) iii) iv) CI OH NaOCH3 CH3OH NaOCH3 CH3OH 1.) TSCI pyridine 2.) NaSCH3 HCI CH3OH v) vi) vii) viii) OH OH OH OH 1.) PCI 3 pyridine 2.) NaSCH3 1. NaH 2. CH31 NaOCI CH,COOH 0 °C 1. NaOH 2. 3. H₂O CI
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