Introductory Chemistry: A Foundation
9th Edition
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Donald J. DeCoste
Chapter15: Solutions
Section: Chapter Questions
Problem 53QAP
Related questions
Question
draw the mechanism for when tert-pentyl alcohol reacts with iodoform test
![Test
Jones'
Oxidation
2,4-
Dinitrophenyl-
hydrazones
Purpald
lodoform
Tests for
Primary and
secondary
Alcohols,
Aldehydes
Aldehydes
and Ketones
29010
Aldehydes
Methyl
Ketones and
Methyl
Alcohols
Procedure
Add 2 drops of the unknown to 0.5 mL of pure acetone in a
test tube, and add to this solution 1 small drop of Jones'
reagent (chromic acid in sulfuric acid). A positive test is
formation of a green color within 5 sec upon addition of the
orange-yellow reagent to a primary or secondary alcohol.
Add 3 drops of the unknown to 0.5 mL of ethanol, and then
add 0.75 mL of 2,4-dinitrophenylhydrazine reagent. Mix
thoroughly and let sit for a few minutes. A yellow to red
precipitate is a positive test. Yellow derivatives are formed
from compounds with isolated carbonyl groups and orange-
red to red derivatives from aldehydes or ketones conjugated
with double bonds or aromatic rings.
Add 2 drops of your unknown to 1 mL of purpald reagent.
Add one drop of 3% H₂O₂ and shake. Aldehydes develop a
purple/brown color. This may take a few minutes. Ketones
will remain colorless.
Dissolve 4 drops of unknown in 2 mL of water (if water
soluble) or in 2 mL of 1,2-dimethoxyethane (if water
insoluble). Then add 2 mL of 3M NaOH and slowly add 3 mL
of the iodine solution. In a positive test the brown color of
the reagent disappears, and the yellow iodoform separates.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fff0552fd-232c-4b74-905d-30d6174de264%2Ff2c0efe3-ed28-495c-b52a-0600365fb669%2F8l5si1_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Test
Jones'
Oxidation
2,4-
Dinitrophenyl-
hydrazones
Purpald
lodoform
Tests for
Primary and
secondary
Alcohols,
Aldehydes
Aldehydes
and Ketones
29010
Aldehydes
Methyl
Ketones and
Methyl
Alcohols
Procedure
Add 2 drops of the unknown to 0.5 mL of pure acetone in a
test tube, and add to this solution 1 small drop of Jones'
reagent (chromic acid in sulfuric acid). A positive test is
formation of a green color within 5 sec upon addition of the
orange-yellow reagent to a primary or secondary alcohol.
Add 3 drops of the unknown to 0.5 mL of ethanol, and then
add 0.75 mL of 2,4-dinitrophenylhydrazine reagent. Mix
thoroughly and let sit for a few minutes. A yellow to red
precipitate is a positive test. Yellow derivatives are formed
from compounds with isolated carbonyl groups and orange-
red to red derivatives from aldehydes or ketones conjugated
with double bonds or aromatic rings.
Add 2 drops of your unknown to 1 mL of purpald reagent.
Add one drop of 3% H₂O₂ and shake. Aldehydes develop a
purple/brown color. This may take a few minutes. Ketones
will remain colorless.
Dissolve 4 drops of unknown in 2 mL of water (if water
soluble) or in 2 mL of 1,2-dimethoxyethane (if water
insoluble). Then add 2 mL of 3M NaOH and slowly add 3 mL
of the iodine solution. In a positive test the brown color of
the reagent disappears, and the yellow iodoform separates.
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