Textbook Question
Give the structures of the following compounds.
e. 2-bromo-3-ethyl-2-methylhexane
f. isobutyl bromide
2
views
Ch.6 - Alkyl Halides; Nucleophilic Substitution
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 6, Problem 3b
For each of the following compounds,
1. give the IUPAC name.
2. give the common name (if possible).
3. classify the compound as a methyl, primary, secondary, or tertiary halide.
b. (CH3)3CBr
Verified step by step guidance1
Step 1: Analyze the structure of the compound (CH₃)₃CBr. This compound consists of a central carbon atom bonded to three methyl groups (CH₃) and one bromine atom (Br). The central carbon is fully substituted with four bonds.
Step 2: Determine the IUPAC name. Identify the longest continuous carbon chain and name the compound based on the parent alkane. Since the central carbon is bonded to three methyl groups and a bromine atom, the parent name is derived from the central carbon. The bromine substituent is named as 'bromo'.
Step 3: Assign the locant and name the compound. The bromine atom is directly attached to the central carbon, which is the only carbon in the structure. Therefore, the IUPAC name is derived by combining the substituent name with the parent name.
Step 4: Provide the common name. For alkyl halides, the common name is derived by naming the alkyl group (in this case, tert-butyl) followed by the halide (bromide).
Step 5: Classify the compound. The central carbon atom is bonded to three other carbon atoms, making it a tertiary carbon. Since the bromine atom is attached to this tertiary carbon, the compound is classified as a tertiary halide.
Verified video answer for a similar problem:
This video solution was recommended by our tutors as helpful for the problem above.
Video duration:
5mWas 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 systematic method for naming organic chemical compounds. It provides a set of rules to create unique names based on the structure of the molecule, including the longest carbon chain, functional groups, and substituents. Understanding these rules is essential for accurately identifying and communicating the identity of compounds.
Recommended video:
Guided course
03:43
The different parts of an IUPAC name
Common Names
Common names are informal names used in everyday language to refer to chemical compounds, often based on historical or traditional usage. Unlike IUPAC names, common names may not follow a systematic approach, making them easier to remember but less precise. Familiarity with common names can aid in recognizing compounds in literature and discussions.
Recommended video:
Guided course
01:32How to name ethers using the common naming system.
Classification of Halides
Halides are classified based on the carbon atom to which the halogen is attached. Methyl halides have the halogen on a carbon with three hydrogens, primary halides on a carbon with one other carbon, secondary halides on a carbon with two other carbons, and tertiary halides on a carbon with three other carbons. This classification is important for predicting reactivity and understanding the compound's behavior in chemical reactions.
Recommended video:
Guided course
01:52How to name alkyl halides
Related Practice
Textbook Question
Give the structures of the following compounds.
g. cis-1-fluoro-3-(fluoromethyl)cyclohexane
h. tert-butyl chloride
1
views
Textbook Question
For each of the following compounds,
1. give the IUPAC name.
2. give the common name (if possible).
3. classify the compound as a methyl, primary, secondary, or tertiary halide.
(a) (CH3)2CHCH2Cl
1
views
Textbook Question
For each of the following compounds,
1. give the IUPAC name.
2. give the common name (if possible).
3. classify the compound as a methyl, primary, secondary, or tertiary halide.
e.
1
views
Textbook Question
For each of the following compounds,
1. give the IUPAC name.
2. give the common name (if possible).
3. classify the compound as a methyl, primary, secondary, or tertiary halide.
(f)
5
views
Textbook Question
For each of the following compounds,
1. give the IUPAC name.
2. give the common name (if possible).
3. classify the compound as a methyl, primary, secondary, or tertiary halide.
c.
d.
1
views