Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Question
Chapter 5, Problem 40P
(a)
Interpretation Introduction
Interpretation:
Condensed structures and the systematic names for all the
Concept introduction:
- Molecular structure is the arrangement of
chemical bonds between atoms in a molecule (or in an ion or radical with multiple atoms), specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond. From the IUPAC name of compound its structure can be easily drawn. - IUPAC name consists of three parts in major namely Prefix suffix and root word.
- Prefix represents the substituent present in the molecule and its position in the root name.
- Suffix denotes the presence of
functional group if any in the molecule. It can be an alkene,alkyne , alcohol,carboxylic acid , alcohol etc. - For alkenes, suffix will be ‘ene’.
- Root word represents the longest continuous carbon skeleton of the organic molecule.
- When a molecule consists of cyclic structure, the root word of the molecule is prefixed with cyclo, if it is two cyclic structure combined then prefixed with bicyclo.
- E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.
- In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.
- Condensed Formula: Molecular formula where the symbols of atoms are listed in order as they appear in the respective molecular structure with bonded dash omitted or limited it is called the condensed structure.
(b)
Interpretation Introduction
Interpretation:
The E and Z isomers of alkenes should be identified for the given compound with the molecular formula
Concept introduction:
- Molecular structure is the arrangement of chemical bonds between atoms in a molecule (or in an ion or radical with multiple atoms), specifically which atoms are chemically bonded to what other atoms with what kind of chemical bond. From the IUPAC name of compound its structure can be easily drawn.
- IUPAC name consists of three parts in major namely Prefix suffix and root word.
- Prefix represents the substituent present in the molecule and its position in the root name.
- Suffix denotes the presence of functional group if any in the molecule. It can be an alkene, alkyne, alcohol, carboxylic acid, alcohol etc.
- For alkenes, suffix will be ‘ene’.
- Root word represents the longest continuous carbon skeleton of the organic molecule.
- When a molecule consists of cyclic structure, the root word of the molecule is prefixed with cyclo, if it is two cyclic structure combined then prefixed with bicyclo.
- E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.
- In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.
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1. Consider the following molecular-level diagrams of a titration.
O-HA molecule
-Aion
°°
о
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(a)
о
(b)
(c)
(d)
a. Which diagram best illustrates the microscopic representation for the
EQUIVALENCE POINT in a titration of a weak acid (HA) with sodium.
hydroxide?
(e)
Answers to the remaining 6 questions will be hand-drawn on paper and submitted as a single
file upload below:
Review of this week's reaction:
H₂NCN (cyanamide) + CH3NHCH2COOH (sarcosine) + NaCl, NH4OH, H₂O --->
H₂NC(=NH)N(CH3)CH2COOH (creatine)
Q7. Draw by hand the reaction of creatine synthesis listed above using line structures without showing
the Cs and some of the Hs, but include the lone pairs of electrons wherever they apply. (4 pts)
Q8. Considering the Zwitterion form of an amino acid, draw the Zwitterion form of Creatine. (2 pts)
Q9. Explain with drawing why the C-N bond shown in creatine structure below can or cannot rotate. (3
pts)
NH2(C=NH)-N(CH)CH2COOH
This bond
Q10. Draw two tautomers of creatine using line structures. (Note: this question is valid because problem
Q9 is valid). (4 pts)
Q11. Mechanism. After seeing and understanding the mechanism of creatine synthesis, students should
be ready to understand the first half of one of the Grignard reactions presented in a past…
Propose a synthesis pathway for the
following transformations. b) c) d)
Chapter 5 Solutions
Organic Chemistry
Ch. 5.1 - Determine the degree of unsaturation and then draw...Ch. 5.1 - Prob. 4PCh. 5.2 - Prob. 5PCh. 5.2 - Draw the structure for each of the following: a....Ch. 5.2 - What is each compounds systematic name?Ch. 5.4 - Assign relative priorities to each set of...Ch. 5.4 - Tamoxifen slows the growth of some breast tumors...Ch. 5.4 - Draw and label the E and Z isomers for each of the...Ch. 5.4 - Prob. 12PCh. 5.4 - Name each of the following:
Ch. 5.4 - Prob. 14PCh. 5.4 - Prob. 15PCh. 5.6 - Prob. 16PCh. 5.6 - Prob. 17PCh. 5.6 - Prob. 18PCh. 5.6 - Prob. 20PCh. 5.7 - a. Which of the monosubstituted cyclohexanes in...Ch. 5.7 - a. for which reaction in each set will S be more...Ch. 5.7 - a. For a reaction with H = 12 kcal/ mol and S =...Ch. 5.7 - Prob. 25PCh. 5.7 - Prob. 26PCh. 5.7 - Prob. 27PCh. 5.9 - The rate constant for a reaction can be increased...Ch. 5.9 - Prob. 30PCh. 5.9 - a. Which reaction has a greater equilibrium...Ch. 5.10 - Draw a reaction coordinate diagram for a two-step...Ch. 5.10 - a. Which step in the reaction coordinate diagram...Ch. 5.10 - Draw a reaction coordinate diagram for the...Ch. 5.11 - Prob. 35PCh. 5 - What is each compounds systematic name?Ch. 5 - Draw the structure of a hydrocarbon that has six...Ch. 5 - Draw the condensed structure for each of the...Ch. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Name the following:Ch. 5 - Prob. 42PCh. 5 - 43. Draw the skeletal structure of...Ch. 5 - In a reaction in which reactant A is in...Ch. 5 - Which bond is stronger? Briefly explain why.Ch. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Assign relative priorities to each set of...Ch. 5 - Prob. 49PCh. 5 - By following the curved red arrows, draw the...Ch. 5 - Prob. 51PCh. 5 - Draw structures for the following: a....Ch. 5 - Prob. 53PCh. 5 - a. Which of the following reactions has the larger...Ch. 5 - a. What is the equilibrium constant for a reaction...Ch. 5 - Prob. 56PCh. 5 - Prob. 57PCh. 5 - Given that the free energy of the twist-boat...Ch. 5 - Prob. 59PCh. 5 - Prob. 1PCh. 5 - Prob. 2PCh. 5 - Prob. 3PCh. 5 - Prob. 4PCh. 5 - Prob. 5PCh. 5 - Prob. 6PCh. 5 - Draw curved arrows to show the movement of the...Ch. 5 - Prob. 8PCh. 5 - Prob. 9PCh. 5 - Prob. 10P
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