OCHEM 2 EXPERIMENT 2 - 3 NO 2 Methyl benzoate MW 136.16 bp...

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Introduction: In this experiment, we will observe an electrophilic aromatic substitution reaction through nitration. We will then determine whether the electrophilic substituent is ortho-, meta-, or para- to the original substituent. In electrophilic aromatic substitution reactions, an electrophile reacts with an aromatic ring and substitutes for one of the hydrogens. A substituent is termed ortho- when it is next to the original substituent, meta- when it is two carbons away from the original substituent, and para- when it is three carbons away from the substituent. Nitration is important because the final product can be reduced to create an amino group on the aromatic ring. COOCH 3 HNO 3 H 2 SO 4 COOCH
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Unformatted text preview: 3 NO 2 Methyl benzoate MW 136.16 bp 199.6 o C den 1.09 Methyl 3-nitrobenzoate MW 181.15 mp 78 o C HNO 3 + 2H 2 SO 4 NO 2 + + 2HSO 4-+ H 3 O + Nitronium ion Hydronium ion Name Melting Point (C) Boiling Point (C) Density g/ mL Molecular Weight g/ mol Structure Sulfuric Acid 3 280 1.84 98.08 Methyl Benzoate-12.4 198-199 1.094 136.15 Nitric Acid-42 121 1.42 63.01 Methanol-98 64.7 0.791 32.04 Water 100 1.00 18.02 Methyl o-nitrobenzoate-13 n/a 1.28 181.15 Methyl m-nitrobenzoate 78.80 279 n/a 181.15 Methyl p-nitrobenzoate 94-96 n/a n/a 181.15 Safety: Be careful while handling concentrated sulfuric and nitric acids Nitro Compounds can be toxic, and should be handled carefully....
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This note was uploaded on 07/19/2009 for the course CHEM 234-54 taught by Professor Morrison during the Spring '09 term at University of Georgia Athens.

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OCHEM 2 EXPERIMENT 2 - 3 NO 2 Methyl benzoate MW 136.16 bp...

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