20. What is the best way to accomplish thefollowing synthesis?(CH2=CHCH2)2CuLi NAOH, H2OH20, HCIheatEIO'Na*CH2=CHCH,BrNaOH, H2OheatIOH 'OHCH2=CHCH2MgBrH2O, HCINaOH, H20heatNaOH, H20 H20, HCIheatCH-CHCH2U HCI, H20

20. What is the best way to accomplish the following synthesis? ? (CH2=CHCH2)2Culi NAOH, H2O H2O, HCI heat EIO'Nat CH2=CHCH2Br NaOH, H2O heat IOH 'OH CH2=CHCH2MgBr H2O, HCI NaOH, H20 heat N2OH, H20 H2O, HCI heat CH-CHCH2LI HCI, H20

20. What is the best way to accomplish the following synthesis? ? (CH2=CHCH2)2Culi NAOH, H2O H2O, HCI heat EIO'Nat CH2=CHCH2Br NaOH, H2O heat IOH 'OH CH2=CHCH2MgBr H2O, HCI NaOH, H20 heat N2OH, H20 H2O, HCI heat CH-CHCH2LI HCI, H20

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter9: Alkynes: An Introduction To Organic Synthesis

Section9.SE: Something Extra

Problem 32AP

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Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

20. What is the best way to accomplish the
following synthesis?
(CH2=CHCH2)2CuLi NAOH, H2O
H20, HCI
heat
EIO'Na*
CH2=CHCH,Br
NaOH, H2O
heat
IOH 'OH
CH2=CHCH2MgBr
H2O, HCI
NaOH, H20
heat
NaOH, H20 H20, HCI
heat
CH-CHCH2U HCI, H20

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