Textbook Question
Draw the structure and give the molecular formula for each of the following compounds.
e. 3-ethyl-2,4-dimethylhexane
f. 1,1-diethyl-4-(3,3-dimethylbutyl)cyclohexane
1
views
Ch.3 - Structure and Stereochemistry of Alkanes
Wade9th EditionOrganic ChemistryISBN: 9780135213728
Not the one you use?Change textbookSelect a different textbook
Table of contents
- Ch.1 - Structure and Bonding107
- Ch. 2 - Acids and Bases; Functional Groups115
- Ch.3 - Structure and Stereochemistry of Alkanes100
- Ch.4 - The Study of Chemical Reactions99
- Ch.5 - Stereochemistry93
- Ch.6 - Alkyl Halides; Nucleophilic Substitution118
- Ch. 7 - Structure and Synthesis of Alkenes; Elimination158
- Ch.8 - Reactions of Alkenes171
- Ch.9 - Alkynes91
- Ch.10 - Structure and Synthesis of Alcohols143
- Ch.11 - Reactions of Alcohols104
- Ch. 12 - Infrared Spectroscopy and Mass Spectrometry22
- Ch. 13 - Nuclear Magnetic Resonance Spectroscopy45
- Ch. 14 - Ethers, Epoxides, and Thioethers72
- Ch. 15 - Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy89
- Ch. 16 - Aromatic Compounds74
- Ch. 17 - Reactions of Aromatic Compounds126
- Ch. 18 - Ketones and Aldehydes193
- Ch. 19 - Amines129
- Ch. 20 - Carboxylic Acids77
- Ch. 21 - Carboxylic Acid Derivatives141
- Ch. 22 - Condensations and Alpha Substitutions of Carbonyl Compounds175
- Ch. 23 - Carbohydrates and Nucleic Acids93
- Ch. 24 - Amino Acids, Peptides, and Proteins54
Chapter 3, Problem 16a,b
Draw the structure and give the molecular formula for each of the following compounds.
a. 1-ethyl-3-methylcycloheptane
b. isobutylcyclohexane
Verified step by step guidance1
Step 1: Understand the naming conventions for organic compounds. The name '1-ethyl-3-methylcycloheptane' indicates a cycloheptane ring with an ethyl group attached to the first carbon and a methyl group attached to the third carbon. Similarly, 'isobutylcyclohexane' indicates a cyclohexane ring with an isobutyl group attached.
Step 2: Draw the base ring structure for each compound. For '1-ethyl-3-methylcycloheptane', draw a seven-membered ring (cycloheptane). For 'isobutylcyclohexane', draw a six-membered ring (cyclohexane).
Step 3: Add the substituents to the ring. For '1-ethyl-3-methylcycloheptane', add an ethyl group (CH₃CH₂-) to the first carbon and a methyl group (CH₃-) to the third carbon of the cycloheptane ring. For 'isobutylcyclohexane', add an isobutyl group ((CH₃)₂CHCH₂-) to one of the carbons in the cyclohexane ring.
Step 4: Count the total number of each type of atom in the structure to determine the molecular formula. For '1-ethyl-3-methylcycloheptane', count the carbons and hydrogens in the cycloheptane ring and the attached ethyl and methyl groups. For 'isobutylcyclohexane', count the carbons and hydrogens in the cyclohexane ring and the attached isobutyl group.
Step 5: Write the molecular formula for each compound based on the atom count. Ensure that the formula reflects the total number of carbon (C) and hydrogen (H) atoms present in the structure.
Verified video answer for a similar problem:
This video solution was recommended by our tutors as helpful for the problem above.
Video duration:
6mWas this helpful?
Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
IUPAC Nomenclature
IUPAC nomenclature is a standardized system for naming chemical compounds. It involves identifying the longest carbon chain, numbering the chain to give substituents the lowest possible numbers, and naming substituents as prefixes. Understanding this system is crucial for accurately drawing and naming organic compounds like 1-ethyl-3-methylcycloheptane and isobutylcyclohexane.
Recommended video:
Guided course
03:43
The different parts of an IUPAC name
Cycloalkanes
Cycloalkanes are saturated hydrocarbons with carbon atoms arranged in a ring structure. They are named based on the number of carbon atoms in the ring, with 'cyclo-' as a prefix. Recognizing cycloalkane structures is essential for drawing compounds like cycloheptane and cyclohexane, which form the base of the given compounds.
Recommended video:
Guided course
01:11How to find the root name for cycloalkanes
Substituents and Branching
Substituents are groups attached to the main carbon chain or ring, altering the compound's structure and properties. Branching occurs when these groups, such as ethyl, methyl, or isobutyl, are attached to the main structure. Understanding how to identify and position these substituents is key to drawing the correct structure and determining the molecular formula.
Recommended video:
Guided course
03:07How to identify and locate branches (substituents)
Related Practice
Textbook Question
Draw a perspective representation of the most stable conformation of 3-methylhexane.
3
views
Textbook Question
Draw the structure and give the molecular formula for each of the following compounds.
c. cyclopropylcyclopentane
d. 3-ethyl-1,1-dimethylcyclohexane
1
views
Textbook Question
Draw the structure that corresponds with each name.
k. cyclobutylcyclohexane
l. cis-1-bromo-3-chlorocyclohexane
2
views
Textbook Question
Give IUPAC names for the following compounds.
2
views
Textbook Question
Draw a graph, similar to Figure 3-11, of the torsional energy of 2-methylbutane as it rotates about the C2—C3 bond.
1
views