Problem 28
Question
The IUPAC name of the compound(a) 1.1-dimethylbutane- 1,3 -diol (b) 1.3.3-Trimethylpropane-1, 3 -diol (c) 2 -methylpentane \(-2,4\)-diol (d) \(1,3,3\)-Trimethyl-1,3-propanediol
Step-by-Step Solution
Verified Answer
(a) 2,2-Dimethylpropane-1,3-diol, (b) 2,2,2-Trimethyl-1,3-propanediol, (c) 2-Methylpentane-2,4-diol, (d) 2,2,2-Trimethyl-1,3-propanediol.
1Step 1: Understanding IUPAC Naming
IUPAC naming is a systematic way to name chemical compounds. We consider the longest carbon chain as the parent hydrocarbon and name other groups as substituents. For alcohols, we use the suffix '-ol' and specify the carbon number where the OH group attaches.
2Step 2: Naming Compound A
For 1,1-dimethylbutane-1,3-diol: Start with butane, a four-carbon chain. Two methyl groups are on the first carbon, and hydroxyl groups on carbons 1 and 3. Correct name is 2,2-dimethylpropane-1,3-diol.
3Step 3: Naming Compound B
For 1,3,3-trimethylpropane-1,3-diol: Propane is a three-carbon chain. Methyl groups are on carbons 1 and two on carbon 3, with hydroxyl groups on carbons 1 and 3. Correct name is 2,2,2-trimethyl-1,3-propanediol.
4Step 4: Naming Compound C
For 2-methylpentane-2,4-diol: Pentane is a five-carbon chain. A methyl group is on the second carbon, and hydroxyls on carbons 2 and 4. Correct name is 2-methylpentane-2,4-diol (remains the same).
5Step 5: Naming Compound D
For 1,3,3-trimethyl-1,3-propanediol: As in B, propanediol indicates a three-carbon backbone. Methyl groups are already accounted for. Correct name is 2,2,2-trimethyl-1,3-propanediol, verifying consistency.
Key Concepts
Chemical NomenclatureOrganic ChemistryAlcohol Functional Groups
Chemical Nomenclature
Chemical nomenclature involves a set of rules for naming various compounds. It helps in creating a unique and universal identifier for chemical substances. The International Union of Pure and Applied Chemistry (IUPAC) has devised these guidelines, making it easier for chemists around the world to communicate effectively. The key to understanding chemical nomenclature is recognizing the importance of:
- Identifying the longest carbon chain in organic compounds, which acts as the parent hydrocarbon.
- Naming substituents attached to that chain, such as alkyl groups or functional groups, like hydroxyl groups in alcohols.
- Assigning numbers to the carbon atoms to locate positions of substituents and functional groups on the parent chain.
Organic Chemistry
Organic chemistry is a branch of chemistry focused on carbon-based compounds. It includes hydrocarbons and other compounds containing hydrogen, oxygen, nitrogen, and a few additional elements. Within organic chemistry, the structure and reactivity of molecules are studied, aiding in understanding complex biological systems and materials. Key areas of focus include:
- Understanding hydrocarbons, compounds primarily made of carbon and hydrogen, which form the backbone of many organic molecules.
- Studying functional groups, which are specific groupings of atoms that impart distinct chemical behavior to molecules.
- Exploring organic reactions and mechanisms, helping to predict how molecules interact and transform.
Alcohol Functional Groups
Alcohols are an important class within organic compounds, characterized by the presence of a hydroxyl group \(OH\) bonded to a carbon atom. They are typically named using the suffix '-ol' in IUPAC nomenclature. When naming alcohols, certain steps are followed:
- Identify the longest carbon chain containing the hydroxyl group, which serves as the base name.
- Number the carbon atoms, ensuring the hydroxyl group receives the lowest possible number.
- List numbers that denote the position of -OH groups for compounds with multiple alcohol groups (diol, triol, etc.).
- Identify and name any other substituents present on the carbon chain.
Other exercises in this chapter
Problem 23
The IUPAC name of(a) 3-ethyl-4, 4-dimethylheptane (b) 1,1 -diethyl-2, 2-dimethylpentane (c) 4,4 -dimethyl- 5 , 5 -diethylpentane (d) 5,5 -diethyl-4, 4-dimethylp
View solution Problem 26
The IUPAC name of the compound CC(O)CC(C)C=O is (a) 4 -hydroxy-1-methylpentanal (b) 4 -hydroxy-2-methylpentanal (c) 2 -hydroxy-4-methylpentanal (d) 2 -hydroxy-2
View solution Problem 30
The IUPAC name for(a) cyclohexane nitrile (b) cyclohexane carbonitride (c) cyclopentane nitride (d) cyclopentane carbonitrile
View solution Problem 32
The correct IUPAC name is (a) pent-2-en-4-yne (b) pent-3-en-1-yne (c) pent-I-yn-3-ene (d) pent-4-yn-2-ene
View solution