exp9bfinal-col - Nitration of Methyl Benzoate Introduction...

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Nitration of Methyl Benzoate Introduction The purpose of this experiment was to observe one of the fundamental electrophilic aromatic substitutions, Nitration. This experiment will carry out the nitration of the aromatic ester methyl benzoate, and determine the position of electrophilic substitution to determine what kind of directing group the –COOCH 3 is. Balanced Chemical Equation for the Main Reaction OCH 3 O H N O 3 H 2 S O 4 OCH 3 O NO 2 OCH 3 O O 2 N OCH 3 O O 2 N o r o r o r t h o m e t a m e t h y l b e n z o a t e p a r a Reaction Mechanism The Nitration of Electrophilic Aromatic Substitution of Methyl Benzoate . OCH 3 O C + OCH 3 O NO 2 H C H + OCH 3 O O 2 N H C H + OCH 3 O O 2 N H o r o r OCH 3 O NO 2 OCH 3 O O 2 N OCH 3 O O 2 N o r o r o r t h o m e t a p a r a CH + OCH 3 O NO 2 H CH + OCH 3 O O 2 N H C + OCH 3 O O 2 N H CH + OCH 3 O O 2 N H CH + OCH 3 O O 2 N H C H + OCH 3 O NO 2 H NO 2 + H S O 4 - H S O 4 - H S O 4 - Table of Reagents Mol. Wt. (g/mole) Melting Point ( 0 C) Density
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Methyl benzoate 138.17 Bp 198-189 °C 1.094 OCH 3 O Concentrated H 2 SO 4 98.08 1.84 H 2 SO 4 Concentrated HNO 3 98.08 1.42 HNO 3 Methyl o -nitrobenzoate
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This note was uploaded on 04/13/2008 for the course CH 237 taught by Professor Nikles during the Spring '08 term at University of Alabama at Birmingham.

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exp9bfinal-col - Nitration of Methyl Benzoate Introduction...

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