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Concept explainers
(a)
Interpretation: The constitutional isomers formed by the monochlorination of given
Concept introduction: The compounds with same chemical formula but different arrangement of atoms in space are known as the constitutional isomers.
The reaction of halogen with alkane results in the formation of
(b)
Interpretation: The major bromination product formed by heating each alkane with
Concept introduction: The reaction of hydrogen halide with alkane results in the formation of alkyl halide. The halogenation of alkanes takes place via radical intermediates. If
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Chapter 15 Solutions
ORGANIC CHEMISTRY
- (1) Write a complete chemical equation showing reactants, products, and catalysts needed (if any) for the following reaction and (2) Draw and name the organic compound found in every reaction. (a) Complete hydrogenation of 2-Methylhexa-1,5-diene (b) Complete halogenation (Br2) of 3-Ethyl-2,2-dimethylhept-3-ene (c) Reaction of (4E)-2.4-Dimethylhexa-1,4-diene with a mole of water (d) Reaction of cis-3,3-Dimethyl-4-propylocta-1,5-diene with two mole of HBr (e) Reaction of trans-1-Bromo-3-chlorocyclopentane with potassium hydroxide (f) Formation of Gilman reagent using isopropyl bromide (g) Ozonolysis of 3,3-Dimethyloct-4-yne (h) Complete halogenation (Cl2) of 3-Ethyl-5-methyl-1,6,8-decatriyne (i) Partial hydrogenation using Lindlar's Catalyst 2,2,5,5-Tetramethylhex-3-yne (i) Reaction of 3.4-Dimethylcyclodecyne with sodium amidearrow_forwardDraw the structure of an alkane with molecular formula C7H16 that contains (a) one 4° carbon; (b) only 1° and 2° carbons; (c) 1°, 2°, and 3° hydrogens.arrow_forward(a) Draw all constitutional isomers formed by monochlorination of eachalkane with Cl2 and hv. (b) Draw the major monobromination productformed by heating each alkane with Br2 .arrow_forward
- Write the reagent or draw structures of the starting material or organic product(s) in the following reactions. If more than one product is formed, identify the major product where possible. (a) (b) HO OH OH H2SO4 ? Cl₂ ? FeCl3arrow_forwardAll about Alkene, Alkyne and Alkyl halides(1) Write a complete chemical equation showing reactants, products, and catalysts needed (if any) for the following reaction and (2) Draw and name the organic compound found in every reaction. (A) Ozonolysis of 3,3-Dimethyloct-4-yne(B) Complete halogenation (Cl2) of 3-Ethyl-5-methyl-1,6,8-decatriyne(C) Partial hydrogenation using Lindlar’s Catalyst 2,2,5,5-Tetramethylhex-3-ynearrow_forwardAll about Alkene, Alkyne and Alkyl halides(1) Write a complete chemical equation showing reactants, products, and catalysts needed (if any) for the following reaction and (2) Draw and name the organic compound found in every reaction.(a) Complete hydrogenation of 2-Methylhexa-1,5-diene (b) Complete halogenation (Br2) of 3-Ethyl-2,2-dimethylhept-3-ene(c) Reaction of (4E)-2,4-Dimethylhexa-1,4-diene with a mole of waterarrow_forward
- The addition reaction of an acid (HBr) to an alkene (CH3CH=CH2) follows Markovnikov's rule and involves: A) initial attack by Br– B) initial attack by Br• C) isomerization of CH3CH2CH2Br D) formation of a primary carbocation. E) formation of a secondary carbonation. (F) Formation of allyl carbocationarrow_forwardDraw the organic product(s) formed upon the addition of HBr to (a) 2-methyl-2-pentene, (b) trans-2-hexene, and (c) 4-methylcyclohexene. How many regioisomers can be formed in each case?arrow_forwardName and draw a structural formula for the major product of each alkene addition reaction: CH S (a) CH₂C=CH₂ + HI →→→→ (b) CH 3 + HClarrow_forward
- Which products are formed when hydrobromic acid is added to (a) trans-2-hexene, (b) 2-methyl- 2-pentene, and (c) 4-methylcyclohexene, and how many regioisomers can be formed in each case?arrow_forward1. (a) Draw the structures of the eight isomeric pentyl alcohols, C3H11OH. (b) Name each by the IUPAC system and by the carbinol system. (c) Label each as primary, secondary, or tertiary, (d) Which one is isopentyl alcohol? tert-Pentyl alcohol? (e) Give the structure of a primary, a secondary, and a tertiary alcohol of the formula C,H13OH.arrow_forwardPropose a structural formula for the product(s) when each of the following alkenes is treated with H2O/H,SO4. Why are two products formed in part (b), but only one in parts (a) and (c)? (a) 1-Hexene gives one alcohol with a molecular for- mula of C,H140. (b) 2-Hexene gives two alcohols, each with a molecu- lar formula of C,H140. (c) 3-Hexene gives one alcohol with a molecular for- mula of C6H140.arrow_forward
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