Consider the given data (Solubility Tests, Solubility Group, Chemical Tests, and Functional Group) in the experiment. Based on the results of the solubility tests and chemical tests, what is the most probable structure of C4H6O2? Draw your answer. You may draw the compound using line-bond formula

Biochemistry
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Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
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Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
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Consider the given data (Solubility Tests, Solubility Group, Chemical Tests, and Functional Group) in the experiment.

  • Based on the results of the solubility tests and chemical tests, what is the most probable structure of C4H6O2? Draw your answer. You may draw the compound using line-bond formula OR Lewis structure.
Table 1. Data on the results of solubility tests for C4H&O2
Observations
Clear, colorless solution
Blue litmus paper turned red
Solubility Test
10% NaOH
Litmus paper test (indicate if
acidic, basic, or neutral)
distilled water
10% NaHCO;
+ or -
acidic
clear, colorless solution
rapid production of bubbles;
clear, colorless solution
+
Table 2. Data on the results of chemical tests for C4H602.
Solubility Test
Ninhydrin test
iodoform test
Br2/CH2C12 (dark)
Molisch test
Tollen's Test
+ or -
Observations
no colored spots on filter paper
clear pale-yellow solution
clear red-orange solution
turbid colorless solution
clear, colorless solution
Solubility Group
Description
Compounds with 5 carbons or less and containing either oxygen, nitrogen, or
sulfur. Increasing the carbon chain to six or more decreases solubility in water.
Branching increases solubility in water.
I
If the aqueous solution is neutral, the compound is most probably a low-
molecular-weight alcohols, aldehyde, or ketone.
Soluble in both water and
ether
If the aqueous solution is acidic, the compound is most probably a low-
molecular-weight carboxylic acid or a sulfonicacid.
If the aqueous solution is basic, the compound is most probably a low- molecular-
weight amine.
Functional group: Carboxylic Acid
Transcribed Image Text:Table 1. Data on the results of solubility tests for C4H&O2 Observations Clear, colorless solution Blue litmus paper turned red Solubility Test 10% NaOH Litmus paper test (indicate if acidic, basic, or neutral) distilled water 10% NaHCO; + or - acidic clear, colorless solution rapid production of bubbles; clear, colorless solution + Table 2. Data on the results of chemical tests for C4H602. Solubility Test Ninhydrin test iodoform test Br2/CH2C12 (dark) Molisch test Tollen's Test + or - Observations no colored spots on filter paper clear pale-yellow solution clear red-orange solution turbid colorless solution clear, colorless solution Solubility Group Description Compounds with 5 carbons or less and containing either oxygen, nitrogen, or sulfur. Increasing the carbon chain to six or more decreases solubility in water. Branching increases solubility in water. I If the aqueous solution is neutral, the compound is most probably a low- molecular-weight alcohols, aldehyde, or ketone. Soluble in both water and ether If the aqueous solution is acidic, the compound is most probably a low- molecular-weight carboxylic acid or a sulfonicacid. If the aqueous solution is basic, the compound is most probably a low- molecular- weight amine. Functional group: Carboxylic Acid
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