Suzuki Cross Coupling Reaction Synthesis of an Unsymmetrical Biaryl via a Suzuki Cross Coupling Reaction' Experimental Goals: Perform the cross coupling reaction from two unknown coupling partners and isolate the product. Determine the structure of the product from its IR and NMR spectra and melting point, and in tum determine the starting materials. B(OH)2 Pd(OAc)2, PPH3 aq NazCO3 Br R n-PrOH R= H, CH3 R' = H, CH3, OCH3 Name Structure mp 1-biphenyl-4-yl-ethanone 120-121°C CH3 он 1-biphenyl-4-yl-ethanol 96-98 "C CH biphenyl-4-carbaldehyde 60-63 "C OH 4-phenyl-benzyl alcohol 104-105 °C" H. 1-(4"-methyl-biphenyl-4-yl) ethanone 119-120 °C CH OH 1-(4'methyl-biphenyl-4-yl)-ethanol 95-96 "C CH3 4-(4-methylphenyl)-benzaldehyde 107 "C" он 4'-methyl-(biphenyl-4-yl)-methanol 100-101 "C" H. 1-(4"-methoxy-biphenyl-4-yl)-ethanone 153-154 "C Meo CH3 он 1-(4"-methoxy-biphenyl-4-yl)-ethanol Meo 120-122 "C CH 4'-methoxy-biphenyl-4-carbaldehyde MeO 105-106 "C H. 4'-methoxy-biphenyl-4-yl-methanol 162-163 "C Meo
Suzuki Cross Coupling Reaction Synthesis of an Unsymmetrical Biaryl via a Suzuki Cross Coupling Reaction' Experimental Goals: Perform the cross coupling reaction from two unknown coupling partners and isolate the product. Determine the structure of the product from its IR and NMR spectra and melting point, and in tum determine the starting materials. B(OH)2 Pd(OAc)2, PPH3 aq NazCO3 Br R n-PrOH R= H, CH3 R' = H, CH3, OCH3 Name Structure mp 1-biphenyl-4-yl-ethanone 120-121°C CH3 он 1-biphenyl-4-yl-ethanol 96-98 "C CH biphenyl-4-carbaldehyde 60-63 "C OH 4-phenyl-benzyl alcohol 104-105 °C" H. 1-(4"-methyl-biphenyl-4-yl) ethanone 119-120 °C CH OH 1-(4'methyl-biphenyl-4-yl)-ethanol 95-96 "C CH3 4-(4-methylphenyl)-benzaldehyde 107 "C" он 4'-methyl-(biphenyl-4-yl)-methanol 100-101 "C" H. 1-(4"-methoxy-biphenyl-4-yl)-ethanone 153-154 "C Meo CH3 он 1-(4"-methoxy-biphenyl-4-yl)-ethanol Meo 120-122 "C CH 4'-methoxy-biphenyl-4-carbaldehyde MeO 105-106 "C H. 4'-methoxy-biphenyl-4-yl-methanol 162-163 "C Meo
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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Given the information about the unknown:
Unknown:
MP: 101-106 oC
White solid
IR: 2837, 1701, 1602, 1391, 1139 cm-1
**
Using the Reference sheet, The IR and the given H-NMR, and C-NMR. Deduce, what the unknown is.
Transcribed Image Text:Suzuki Cross Coupling Reaction
Synthesis of an Unsymmetrical Biaryl via a Suzuki Cross Coupling Reaction'
Experimental Goals:
Perform the cross coupling reaction from two unknown coupling partners and isolate the product.
Determine the structure of the product from its IR and NMR spectra and melting point, and in tum
determine the starting materials.
B(OH)2
Pd(OAc)2, PPH3
аq NazCOs
Br
R'
n-PrOH
R = H, CH3
R' = H, CH3, OCH3
R"
Name
Structure
mp
1-biphenyl-4-yl-ethanone
120-121°C*
CHS
1-biphenyl-4-yl-ethanol
96-98 °C
CH3
biphenyl-4-carbaldehyde
60-63 "C
OH
4-phenyl-benzyl alcohol
104-105 °C"
H.
1-(4"-methyl-biphenyl-4-yl) ethanone
119-120 °C
CH3
OH
1-(4'methyl-biphenyl-4-yl)-ethanol
95-96 "C"
CH3
4(4'-methylphenyl)-benzaldehyde
107 °C"
он
4'-methyl-(biphenyl-4-yl)-methanol
100-101 "C
H.
1-(4"-methoxy-biphenyl-4-yl)-ethanone
Meo
153-154 "C2
CH3
OH
1-(4'-methoxy-biphenyl-4-yl)-ethanol
Meo
120-122 °C
CH3
4'-methoxy-biphenyl-4-carbaldehyde
Meo
105-106 "C4
H.
OH
4'-methoxy-biphenyl-4-yl-methanol
162-163 "C
Meo
Transcribed Image Text:Unknown:
MP: 101-106 °C
White solid
IR: 2837, 1701, 1602, 1391, 1139 cm-l|
Su Cool
EEREEERR
|梦罗
e 4, 5 A3
ia s O S e AS 25 S
45
25 28
H-NMR
200
180
180
140
120
PPM
C-NMR
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