ORGANIC CHEM. - ACCESS PKG+MODELING KIT
ORGANIC CHEM. - ACCESS PKG+MODELING KIT
4th Edition
ISBN: 9781119838746
Author: Klein
Publisher: WILEY
Question
Book Icon
Chapter 16, Problem 68IP

 (a)

Interpretation Introduction

Interpretation:

For the given data’s of α-terpinene , the number of double bonds presented, the structure and the value of λmax are needed to be determined.

Concept introduction:

  • The Hydrogen Deficiency Index (HDI): It is used to measure the number of degrees of unsaturation (double and triple bonds or ring) present in a given molecule. It is determined by using the formula. HDI=12[(2×No. of Carbon atoms)+2+(No. of Nitrogen atoms)              - (No. of Hydrogen atoms)-(No. of halogens)]
  • Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the C=C bonds to 2C=O bonds .
  • The π-systems of conjugated dienes absorb UV or visible light (200nm – 800nm).
  • The wavelength of maximum absorption of a compound is called λmax .
  • According to Woodward-Fieser rule, the portion of the molecule which absorbs UV-visible light is called chromophore and the groups attached to the chromophore are auxochromes. Woodward-Fieser rule gives the estimate value for λmax .
  • The estimate value for λmax are given in below table,
FEATURES λmax - value Example Calculation
Conjugated- diene

  Base value

    = 217

  ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  1    217 nm
Each additional double bond

     +30

ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  2

Base: 217

+2×30

Each auxochromic alkyl group

      +5

           ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  3

 Base: 217                   +3×5

Each exocyclic double bond

      +5

                      ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  4

Base: 217

     + 5

Homoannular diene (both double bonds are situated in a ring)

    + 39

            ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  5

Base: 217

    +39

(b)

Interpretation Introduction

Interpretation:

For the given data’s of α-terpinene , the number of double bonds presented, the structure and the value of λmax are needed to be determined.

Concept introduction:

  • The Hydrogen Deficiency Index (HDI): It is used to measure the number of degrees of unsaturation (double and triple bonds or ring) present in a given molecule. It is determined by using the formula. HDI=12[(2×No. of Carbon atoms)+2+(No. of Nitrogen atoms)              - (No. of Hydrogen atoms)-(No. of halogens)]
  • Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the C=C bonds to 2C=O bonds .
  • The π-systems of conjugated dienes absorb UV or visible light (200nm – 800nm).
  • The wavelength of maximum absorption of a compound is called λmax .
  • According to Woodward-Fieser rule, the portion of the molecule which absorbs UV-visible light is called chromophore and the groups attached to the chromophore are auxochromes. Woodward-Fieser rule gives the estimate value for λmax .
  • The estimate value for λmax are given in below table,
FEATURES λmax - value Example Calculation
Conjugated- diene

  Base value

    = 217

  ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  6    217 nm
Each additional double bond

     +30

ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  7

Base: 217

+2×30

Each auxochromic alkyl group

      +5

           ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  8

 Base: 217                   +3×5

Each exocyclic double bond

      +5

                      ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  9

Base: 217

     + 5

Homoannular diene (both double bonds are situated in a ring)

    + 39

            ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  10

Base: 217

    +39

(c)

Interpretation Introduction

Interpretation:

For the given data’s of α-terpinene , the number of double bonds presented, the structure and the value of λmax are needed to be determined.

Concept introduction:

  • The Hydrogen Deficiency Index (HDI): It is used to measure the number of degrees of unsaturation (double and triple bonds or ring) present in a given molecule. It is determined by using the formula. HDI=12[(2×No. of Carbon atoms)+2+(No. of Nitrogen atoms)              - (No. of Hydrogen atoms)-(No. of halogens)]
  • Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the C=C bonds to 2C=O bonds .
  • The π-systems of conjugated dienes absorb UV or visible light (200nm – 800nm).
  • The wavelength of maximum absorption of a compound is called λmax .
  • According to Woodward-Fieser rule, the portion of the molecule which absorbs UV-visible light is called chromophore and the groups attached to the chromophore are auxochromes. Woodward-Fieser rule gives the estimate value for λmax .
  • The estimate value for λmax are given in below table,
FEATURES λmax - value Example Calculation
Conjugated- diene

  Base value

    = 217

  ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  11    217 nm
Each additional double bond

     +30

ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  12

Base: 217

+2×30

Each auxochromic alkyl group

      +5

           ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  13

 Base: 217                   +3×5

Each exocyclic double bond

      +5

                      ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  14

Base: 217

     + 5

Homoannular diene (both double bonds are situated in a ring)

    + 39

            ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 16, Problem 68IP , additional homework tip  15

Base: 217

    +39

Blurred answer
Students have asked these similar questions
Protecting Groups and Carbonyls 6) The synthesis generates allethrolone that exhibits high insect toxicity but low mammalian toxicity. They are used in pet shampoo, human lice shampoo, and industrial sprays for insects and mosquitos. Propose detailed mechanistic steps to generate the allethrolone label the different types of reagents (Grignard, acid/base protonation, acid/base deprotonation, reduction, oxidation, witting, aldol condensation, Robinson annulation, etc.) III + VI HS HS H+ CH,CH,Li III I II IV CI + P(Ph)3 V ༼ Hint: no strong base added VI S VII IX HO VIII -MgBr HgCl2,HgO HO. isomerization aqeuous solution H,SO, ༽༽༤༽༽ X MeOH Hint: enhances selectivity for reaction at the S X ☑
Draw the complete mechanism for the acid-catalyzed hydration of this alkene. esc 田 Explanation Check 1 888 Q A slock Add/Remove step Q F4 F5 F6 A བྲA F7 $ % 5 @ 4 2 3 & 6 87 Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Ce W E R T Y U S D LL G H IK DD 요 F8 F9 F10 F1 * ( 8 9 0 O P J K L Z X C V B N M H He command
Explanation Check F1 H₂O H₂ Pd 1) MCPBA 2) H3O+ 1) Hg(OAc)2, H₂O 2) NaBH4 OH CI OH OH OH hydration halohydrin formation addition halogenation hydrogenation inhalation hydrogenation hydration ☐ halohydrin formation addition halogenation formation chelation hydrogenation halohydrin formation substitution hydration halogenation addition Ohalohydrin formation subtraction halogenation addition hydrogenation hydration F2 80 F3 σ F4 F5 F6 1 ! 2 # 3 $ 4 % 05 Q W & Å © 2025 McGraw Hill LLC. All Rights Reserved. F7 F8 ( 6 7 8 9 LU E R T Y U A F9
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY