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Part 2 out of 2 Devise a synthesis of the biaryl whereby the methyl substituted ring is used to form the organoborane needed for coupling.

Part 2 out of 2 Devise a synthesis of the biaryl whereby the methyl substituted ring is used to form the organoborane needed for coupling.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Part 2 out of 2

Devise a synthesis of the biaryl whereby the methyl substituted ring is used to form the organoborane needed for coupling.

How many routes are possible for Suzuki coupling of the aromatic rings? 2 Part 2 out of 2 Devise a synthesis of the biaryl whereby the methyl substituted ring is used to form the organoborane needed for coupling. Part 2 out of 2 Devise a synthesis of the biaryl whereby the methyl substituted ring is used to form the organoborane needed for coupling. Step [A,1] Step [A₂2] Step [A,3] Synthesis of Methyl Substituted Ring Benzene Intermediate [A₂1] Intermediate [A,2] methyl substituted aromatic ring Step [C,11 HNO3, H₂SO4 Pd(PPH3)4, NaOH [1] NaNO₂, HCl; [2] H₂O CH,CL, AICI3 Br₂, FeBry [1] Li; [2] B(OCH3)3 H₂, Pd-C [1] NaH; [2] CH₂ Pd(PPH3)4, NaOH [1] Li; [2] B(OCH3)3 Br₂, FeBr3 HNO3, H₂SO4 Coupling Reaction Methyl substituted ring Methoxy substituted ring O Pd(PPh₂) 4. NaOH O [1] NaNO₂, HCl; [2] H₂O O Br₂, FeBry O HNO3, H₂SO4 Step [B,1] Step [B,2] Step [B,3] Step [B,4] Step [B,51 Synthesis of Methoxy Substituted Ring Benzene Intermediate [B,1] Intermediate [B,2] Intermediate [B,3] Intermediate [B,4] Methoxy substituted aromatic ring Br₂, FeBr3 CH₂CI, AICI H₂, Pd-C [1] NaNO₂, HCl; [2] H₂O PCC [1] NaH; [2] CH₂I H₂, Pd-C HNO3, H₂SO4 H₂, Pd-C [1] NaNO₂, HCl; [2] H₂O Pd(PPH3)4, NaOH Br₂, FeBrz HNO3, H₂SO4 O [1] NaNO₂, HCI; [2] H₂O [1] Li; [2] B(OCH₂) PCC CH₂CI, AICI, [1] NaH; [2] CH₂1 [1] Li; [2] B(OCH3)3 OPd(PPh₂) 4, NaOH
Transcribed Image Text:How many routes are possible for Suzuki coupling of the aromatic rings? 2 Part 2 out of 2 Devise a synthesis of the biaryl whereby the methyl substituted ring is used to form the organoborane needed for coupling. Part 2 out of 2 Devise a synthesis of the biaryl whereby the methyl substituted ring is used to form the organoborane needed for coupling. Step [A,1] Step [A₂2] Step [A,3] Synthesis of Methyl Substituted Ring Benzene Intermediate [A₂1] Intermediate [A,2] methyl substituted aromatic ring Step [C,11 HNO3, H₂SO4 Pd(PPH3)4, NaOH [1] NaNO₂, HCl; [2] H₂O CH,CL, AICI3 Br₂, FeBry [1] Li; [2] B(OCH3)3 H₂, Pd-C [1] NaH; [2] CH₂ Pd(PPH3)4, NaOH [1] Li; [2] B(OCH3)3 Br₂, FeBr3 HNO3, H₂SO4 Coupling Reaction Methyl substituted ring Methoxy substituted ring O Pd(PPh₂) 4. NaOH O [1] NaNO₂, HCl; [2] H₂O O Br₂, FeBry O HNO3, H₂SO4 Step [B,1] Step [B,2] Step [B,3] Step [B,4] Step [B,51 Synthesis of Methoxy Substituted Ring Benzene Intermediate [B,1] Intermediate [B,2] Intermediate [B,3] Intermediate [B,4] Methoxy substituted aromatic ring Br₂, FeBr3 CH₂CI, AICI H₂, Pd-C [1] NaNO₂, HCl; [2] H₂O PCC [1] NaH; [2] CH₂I H₂, Pd-C HNO3, H₂SO4 H₂, Pd-C [1] NaNO₂, HCl; [2] H₂O Pd(PPH3)4, NaOH Br₂, FeBrz HNO3, H₂SO4 O [1] NaNO₂, HCI; [2] H₂O [1] Li; [2] B(OCH₂) PCC CH₂CI, AICI, [1] NaH; [2] CH₂1 [1] Li; [2] B(OCH3)3 OPd(PPh₂) 4, NaOH
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