Ch. 1 - A Review of General ChemistryWorksheetSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

Solution: Why the following compound is not stable? (i) because the bond angles at the triple-bonded carbons, when the bonding orbitals overlap maximally, are 120° and therefore the sp-hybridized carbons can no

Problem

Why the following compound is not stable? 

(i) because the bond angles at the triple-bonded carbons, when the bonding orbitals overlap maximally, are 120° and therefore the sp-hybridized carbons can not simultaneously bind atoms other than hydrogen on both sides of triple-bond.

(ii) because the bond angles at the triple-bonded carbons, when the bonding orbitals overlap maximally, are 180° and 180 degree angle cannot fit into the ring structure of such a size. 

(iii) because the bond angles at the triple-bonded carbons, when the bonding orbitals overlap maximally, are 180° and therefore the sp-hybridized carbons can not simultaneously bind atoms other than hydrogen on both sides of triple-bond.

(iv) because the bond angles at the triple-bonded carbons, when the bonding orbitals overlap maximally, are 120° and 120° angle cannot fit into the ring structure of such a size.

Solution

Why the following compound is not stable? 

(i) because the bond angles at the triple-bonded carbons, when the bonding orbitals overlap maximally, are 120° and therefore the sp-hybridized carbons can not simultaneously bind atoms other than hydrogen on both sides of triple-bond. (False, triple bonds (sp hybridized) follow linear geometry which follows an angle of 180°)

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