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Chemistry: A Molecular Approach | 5th Edition | ISBN: 9780134874371 | Authors: Nivaldo J. Tro ISBN: 9780134874371 2047

Solution for problem 93 Chapter 24

Chemistry: A Molecular Approach | 5th Edition

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Chemistry: A Molecular Approach | 5th Edition | ISBN: 9780134874371 | Authors: Nivaldo J. Tro

Chemistry: A Molecular Approach | 5th Edition

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Problem 93

Carbon suboxide, \(\mathrm{C}_{3} \mathrm{O}_{2}\), is a linear molecule with the two oxygen atoms at the end and double bonds between each carbon and oxygen atom.

a. Draw the Lewis structure for \(\mathrm{C}_{3} \mathrm{O}_{2}\).

b. State the type of hybridization of each carbon atom.

c. Calculate the heat of reaction for the reaction of carbon suboxide with water to form malonic acid \(\left(\mathrm{HO}_{2} \mathrm{CCH}_{2} \mathrm{CO}_{2} \mathrm{H}\right)\). Hint: Each end of malonic acid has a carbon double bonded to an oxygen and to a hydroxide.

Text Transcription:

C_3O_2

(HO_2CCH_2CO_2H)

Step-by-Step Solution:
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Organic Chemistry  Professor Gorden (9/18-9/22 Notes)  Monday’s Notes: (Ch. 5: Stereochemistry) o Isomers: nonidentical compounds have the same molecular formula o Stereoisomers: isomers that contain the same atoms and same connectivity but differ in how atoms are arranged in space o C-C bonds that are constrained in a cyclic structure can’t freely rotate o Thalidomide: why chirality matters  Thalidomide: sedative resulted in severe birth defects only because the S and R isomers or enantiomers given as a mixture. Pure R form would probably have not created a problem  Thalidomide S enantiomers is now being used to treat MS  Must be avoided by women being treated of child-bearing age  R and S are a way to designate the specific nature of a special kind of isomerism involving the “handedness” of molecules called stereoisomerism o Handedness  Chirality: whether something has “handedness”  All sorts of common objects are chiral  The interactions between a chiral object and two enantiomers are different  We are concerned with chirality because natural products are often chiral  This holds for complex enzymatic systems and the simpler building blocks of life  Proteins, amino acids, and sugars are

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Chapter 24, Problem 93 is Solved
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Textbook: Chemistry: A Molecular Approach
Edition: 5
Author: Nivaldo J. Tro
ISBN: 9780134874371

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