3.1. Give the products that would be expected to be formed under the specified reaction conditions. Be sure to specify all aspects of the stereochemistry. (a) CH₂CH₂ HCI CH₂OH C,H₁₂O₂Cl (b) CH₂(CH₂) CH₂OH + CICH₂OCH, EtN(/Pr)₂ CH₂Cl₂ C₂H₁80₂

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter15: Radical Reactions
Section: Chapter Questions
Problem 11E
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3.1. Give the products that would be expected to be formed under the specified
reaction conditions. Be sure to specify all aspects of the stereochemistry.
(a)
CH₂CH₂
(c)
HOCH₂
(1)
(S)-CH₂(CH₂)₂CHCH₂ + C₂H₁
(k)
CH₂O
OH
11
N(CPH)2
PhCO, O,CPh
C₂Hs
CH₂O
(CH)₂CHBr +
OCH₂
H
CH,CO,H
HCI
CH₂OH
-
(PhO),PCH, F
DMF, 20°C
10 min
C₂H₁₂O₂Cl
BB₂, -78°C
0°C, 1 h
CH₂Cl₂
(OCH3)3
Et₂N
EN*Cr
C38H28N5O,1
1) NaOH
2) H*
NCH₂CH heat
CH₁3Cl
C₁1H₁202
48% HBr
(b)
C₁7H₁7NO₂
CHJ(CH,),CH,OH + CICH,OCH,
(d)
C₂H₂O₂CCH₂CHCO₂C₂H₁
OH
(1)
CH₂CHCH₂OH
(h)
(₁)
C₁3H₁3PO3
CH₂
(1)
Ph
CO, CH
HOCH₂
HOCH₂
H
PPh₂
CC14
C₂H₂O₂C
H1) p-toluenesulfonyl chloride
OH
2) PhS™ Na*
1) Ph₂P, HN₂
2) DEAD
C10H₁7CI
CO₂H
'H
1) CH₂SO₂CI
pyridine
EIN(+Pr)₂
CH₂Cl₂
2) Na S
HMPA
+- BuOH
DCC,
DMAP
C₂H₁3N₂O4
C16H18S
C₂H1802
C14H12O₂S
C10H1604
Transcribed Image Text:3.1. Give the products that would be expected to be formed under the specified reaction conditions. Be sure to specify all aspects of the stereochemistry. (a) CH₂CH₂ (c) HOCH₂ (1) (S)-CH₂(CH₂)₂CHCH₂ + C₂H₁ (k) CH₂O OH 11 N(CPH)2 PhCO, O,CPh C₂Hs CH₂O (CH)₂CHBr + OCH₂ H CH,CO,H HCI CH₂OH - (PhO),PCH, F DMF, 20°C 10 min C₂H₁₂O₂Cl BB₂, -78°C 0°C, 1 h CH₂Cl₂ (OCH3)3 Et₂N EN*Cr C38H28N5O,1 1) NaOH 2) H* NCH₂CH heat CH₁3Cl C₁1H₁202 48% HBr (b) C₁7H₁7NO₂ CHJ(CH,),CH,OH + CICH,OCH, (d) C₂H₂O₂CCH₂CHCO₂C₂H₁ OH (1) CH₂CHCH₂OH (h) (₁) C₁3H₁3PO3 CH₂ (1) Ph CO, CH HOCH₂ HOCH₂ H PPh₂ CC14 C₂H₂O₂C H1) p-toluenesulfonyl chloride OH 2) PhS™ Na* 1) Ph₂P, HN₂ 2) DEAD C10H₁7CI CO₂H 'H 1) CH₂SO₂CI pyridine EIN(+Pr)₂ CH₂Cl₂ 2) Na S HMPA +- BuOH DCC, DMAP C₂H₁3N₂O4 C16H18S C₂H1802 C14H12O₂S C10H1604
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