You are told that bleach will oxidize both alcohol groups in a diol. After performing this reaction, you collect an IR spectrum of your product. The spectrum contains a wide dip near 3400 cm-1. You also notice that the NaCl sample plates look hazy after you clean them. What went wrong? Select one: a. You forgot to wash your ether extracts with NaOH and there was residual acid in your sample. b. The reaction failed. You forgot to add the bleach. c. Nothing. You are a synthesis pro! d. There was water in your sample; you realize you forgot to dry your ether layer over magnesium sulfate.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter15: Radical Reactions
Section: Chapter Questions
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15. Please help me answer this organic chemistry question

You are told that bleach will oxidize both alcohol groups in a diol. After performing this
reaction, you collect an IR spectrum of your product. The spectrum contains a wide dip
near 3400 cm-1. You also notice that the NaCl sample plates look hazy after you clean
them. What went wrong?
Select one:
a. You forgot to wash your ether extracts with NaOH and there was residual acid in
your sample.
b. The reaction failed. You forgot to add the bleach.
c. Nothing. You are a synthesis pro!
d. There was water in your sample; you realize you forgot to dry your ether layer
over magnesium sulfate.
Transcribed Image Text:You are told that bleach will oxidize both alcohol groups in a diol. After performing this reaction, you collect an IR spectrum of your product. The spectrum contains a wide dip near 3400 cm-1. You also notice that the NaCl sample plates look hazy after you clean them. What went wrong? Select one: a. You forgot to wash your ether extracts with NaOH and there was residual acid in your sample. b. The reaction failed. You forgot to add the bleach. c. Nothing. You are a synthesis pro! d. There was water in your sample; you realize you forgot to dry your ether layer over magnesium sulfate.
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