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
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 47AP: Nitriles, R–=C≡N, undergo a hydrolysis reaction when heated with aqueous acid. What is the...
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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.
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