4. Attempts to open the epoxide below with tBuOH and sulfuric acid gave a product whose physical characterization data were not consistent with the expected product. From the data provided please provide the structure of the actual product and a mechanism that explains its formation. Me Me [BuOH Me Me Me Me H₂SO 0H anticipated product Me Me 60 °C Me septet Little 1H ل Relative Traniance 3H HG 06 INFRARED SPECTRUM 3000 2000 Wavenumber (am-1) 1000 IR Spectrum of Observed Product 6H HO PPM 'H NMR Spectrum of Observed Product (300 MHz, CDCl3) Actual product

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
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4. Attempts to open the epoxide below with tBuOH and sulfuric acid gave a product
whose physical characterization data were not consistent with the expected
product. From the data provided please provide the structure of the actual product
and a mechanism that explains its formation.
Me
Me
Me Me
[BuOH
Me
Me
H₂SO
0H
anticipated product
Me
Me
60 °C
Me
septet
Little
1H
elle
Relative Trance
3H
HU
0.6
INFRARED SPECTRUM
3000
2000
1000
Wavenumber (m-1)
IR Spectrum of Observed Product
PPM
HÚ
6H
'H NMR Spectrum of Observed Product (300 MHz, CDCl3)
Mechanism:
Actual product
Transcribed Image Text:4. Attempts to open the epoxide below with tBuOH and sulfuric acid gave a product whose physical characterization data were not consistent with the expected product. From the data provided please provide the structure of the actual product and a mechanism that explains its formation. Me Me Me Me [BuOH Me Me H₂SO 0H anticipated product Me Me 60 °C Me septet Little 1H elle Relative Trance 3H HU 0.6 INFRARED SPECTRUM 3000 2000 1000 Wavenumber (m-1) IR Spectrum of Observed Product PPM HÚ 6H 'H NMR Spectrum of Observed Product (300 MHz, CDCl3) Mechanism: Actual product
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