0.3872g of an unknown weak acid with general formula HY, was dissolved in water and made up to a 500mL in a volumetric flask. The measured pH of the solution was 3.90. In a separate titration experiment, the K₂ of HY was determined as 100 x 10-6. The unknown acid HY underwent a series of chemical analyses to determine its structure. An infra-red spectrum of HY showed two main absorption peaks: a strong, sharp absorption at 1700 cm-¹ and a very strong, broad absorption from approximately 2700 - 3400 cm-¹. When reacted with a strong reducing agent, HY formed compound X. Compound X was then mixed with acidified potassium dichromate, producing an orange solution. When it was heated strongly, the solution turned green. A mass spectrum of HY contained two major fragments with m/z values of 43 & 45, respectively. b) Use all the information give above to deduce the most reasonable chemical structures for HY and X; and give the IUPAC names of both compounds. Credit will be awarded for correct reasoning.

Chemistry & Chemical Reactivity
9th Edition
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter16: Principles Of Chemical Reactivity: The Chemistry Of Acids And Bases
Section: Chapter Questions
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Question 1
0.3872g of an unknown weak acid with general formula HY, was dissolved in water and made
up to a 500mL in a volumetric flask. The measured pH of the solution was 3.90. In a separate
titration experiment, the K₂ of HY was determined as 100 x 10-6.
The unknown acid HY underwent a series of chemical analyses to determine its structure. An
infra-red spectrum of HY showed two main absorption peaks: a strong, sharp absorption at
1700 cm-¹ and a very strong, broad absorption from approximately 2700 - 3400 cm-¹.
When reacted with a strong reducing agent, HY formed compound X. Compound X was then
mixed with acidified potassium dichromate, producing an orange solution. When it was heated
strongly, the solution turned green.
A mass spectrum of HY contained two major fragments with m/z values of 43 & 45, respectively.
b) Use all the information give above to deduce the most reasonable chemical structures for HY
and X; and give the IUPAC names of both compounds. Credit will be awarded for correct
reasoning.
Transcribed Image Text:Question 1 0.3872g of an unknown weak acid with general formula HY, was dissolved in water and made up to a 500mL in a volumetric flask. The measured pH of the solution was 3.90. In a separate titration experiment, the K₂ of HY was determined as 100 x 10-6. The unknown acid HY underwent a series of chemical analyses to determine its structure. An infra-red spectrum of HY showed two main absorption peaks: a strong, sharp absorption at 1700 cm-¹ and a very strong, broad absorption from approximately 2700 - 3400 cm-¹. When reacted with a strong reducing agent, HY formed compound X. Compound X was then mixed with acidified potassium dichromate, producing an orange solution. When it was heated strongly, the solution turned green. A mass spectrum of HY contained two major fragments with m/z values of 43 & 45, respectively. b) Use all the information give above to deduce the most reasonable chemical structures for HY and X; and give the IUPAC names of both compounds. Credit will be awarded for correct reasoning.
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