Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter NW1, Problem 9CTQ

(a)

Interpretation Introduction

Interpretation: The name that appears for a one-carbon branch should be given.

Concept introduction: Systematic way to name different organic compounds is IUPAC nomenclature. It has three parts: root name, suffix, and prefix.

Rules for nomenclature of alkanes:

1 The longest continuous carbon chain is identified first and named in accordance with number of carbon atoms present in it. For example, hydrocarbon with one carbon atom has prefix “meth”, that with two carbon atoms has prefix “eth”, that with three carbon atoms has prefix “prop” and so on. Suffix used for alkanes is “ane.”

2. Substituents attached to parent carbon chain are to be identified. These are named by removal of single hydrogen atom from carbon chain end and named by replacement of suffix “ane” by “yl.” For example if CH3 is used as substituent, it is named as methyl.

3. Carbons of parent chain are named in such way that substituents acquire the lowest numbers.

4. If same substituent is present more than one time in molecule, it is represented by prefix “di”, “tri” and so on. It depends on number of times substituent occurs in molecule.

5. If two or more substituents are present in molecule, these are named in alphabetical order.

6. If carbon chains of same length exist in same molecule, chain with the largest number of side chains, followed by lowest number to substituents, chain with the greatest number of carbon atoms in smaller chain and chain with the least branched side chains are preferred over other ones.

7. Prefix “cyclo” is used if cyclic alkane is present in molecule.

(b)

Interpretation Introduction

Interpretation: The name that appears for the two-carbon branch should be given.

Concept introduction: Systematic way to name different organic compounds is IUPAC nomenclature. It has three parts: root name, suffix, and prefix.

Rules for nomenclature of alkanes:

1 The longest continuous carbon chain is identified first and named in accordance with number of carbon atoms present in it. For example, hydrocarbon with one carbon atom has prefix “meth”, that with two carbon atoms has prefix “eth”, that with three carbon atoms has prefix “prop” and so on. Suffix used for alkanes is “ane.”

2. Substituents attached to parent carbon chain are to be identified. These are named by removal of single hydrogen atom from carbon chain end and named by replacement of suffix “ane” by “yl.” For example if CH3 is used as substituent, it is named as methyl.

3. Carbons of parent chain are named in such way that substituents acquire the lowest numbers.

4. If same substituent is present more than one time in molecule, it is represented by prefix “di”, “tri” and so on. It depends on number of times substituent occurs in molecule.

5. If two or more substituents are present in molecule, these are named in alphabetical order.

6. If carbon chains of same length exist in same molecule, chain with the largest number of side chains, followed by lowest number to substituents, chain with the greatest number of carbon atoms in smaller chain and chain with the least branched side chains are preferred over other ones.

7. Prefix “cyclo” is used if cyclic alkane is present in molecule.

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4) Draw a cyclohexane chair with 2 substituents that requires a chair flip.
Glucose is a simple sugar with five substituents bonded to a sixmembered ring.a.Using a chair representation, draw the most stable arrangement of these substituents on the six-membered ring. b.Convert this representation to one that uses a hexagon with wedges and dashed wedges. c.Draw a constitutional isomer of glucose. d.Draw a stereoisomer that has an axial OH group on one carbon.
Please answer A,B and C
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Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning