When dimethyl phthalate is treated with lithium aluminum hydride, a compound is produced whose 'H NMR spectrum is shown below. Determine the product, and draw the complete, detailed mechanism of the reaction that produces it. ? `OCH3 LIAIH4 ОСH3 Et,0, THF, -30 °C Dimethyl phthalate 7 6 4. 3 2 1 Chemical shift (ppm)

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When dimethyl phthalate is treated with lithium aluminum hydride, a compound is produced whose 'H NMR spectrum is
shown below. Determine the product, and draw the complete, detailed mechanism of the reaction that produces it.
?
`OCH3
LIAIH4
ОСH3 Et,0, THF,
-30 °C
Dimethyl phthalate
7
6
4.
3
2
1
Chemical shift (ppm)
Transcribed Image Text:When dimethyl phthalate is treated with lithium aluminum hydride, a compound is produced whose 'H NMR spectrum is shown below. Determine the product, and draw the complete, detailed mechanism of the reaction that produces it. ? `OCH3 LIAIH4 ОСH3 Et,0, THF, -30 °C Dimethyl phthalate 7 6 4. 3 2 1 Chemical shift (ppm)
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