The mass of nitration product is 0.50 grams, and melting range of the nitration product is 99 -101 degrees C. Use this information and the reported melting ranges to indicate the specific isomer product created in the experiment, and what that says about which substituent (ethoxy or N-acetyl) is the stronger ortho-directing group.

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The mass of nitration product is 0.50 grams, and melting range of the nitration product is 99 -101 degrees C. Use this information and the reported melting ranges to indicate the specific isomer product created in the experiment, and what that says about which substituent (ethoxy or N-acetyl) is the stronger ortho-directing group.
Figure 1 - The Nitration of Phenacetin to produce Two Nitro-Isomer Products
O
||
CH3-C-NH
CH3-C-NH
CH3-C-NH
NO₂
15-5
OR
CH3CH₂O
CH3CH₂O
2-nitrophenacetin
3-nitrophenacetin
(N-acetyl-4-ethoxy-2-nitroaniline) (N-acetyl-4-ethoxy-3-nitroaniline)
mp 104 deg C-105 deg C mp 123 deg C - 124 deg C
HNO3
Acetic Acid
CH3CH₂O
phenacetin
(N-acetyl-4-ethoxyaniline)
NO₂
Transcribed Image Text:Figure 1 - The Nitration of Phenacetin to produce Two Nitro-Isomer Products O || CH3-C-NH CH3-C-NH CH3-C-NH NO₂ 15-5 OR CH3CH₂O CH3CH₂O 2-nitrophenacetin 3-nitrophenacetin (N-acetyl-4-ethoxy-2-nitroaniline) (N-acetyl-4-ethoxy-3-nitroaniline) mp 104 deg C-105 deg C mp 123 deg C - 124 deg C HNO3 Acetic Acid CH3CH₂O phenacetin (N-acetyl-4-ethoxyaniline) NO₂
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