A compound gives rise to two signals in its H 1 NMR spectrum. Which of compounds D-G, can it be, is to be identified and explained. Concept introduction: Sometimes, it is not immediately obvious whether certain hydrogen atoms in a molecule are chemically distinct. In such cases, the chemical distinction test is used. Chemical distinction test: The complete structure of the molecule is to be drawn in which only the hydrogen atom is replaced by an imaginary “X” atom. There should be one X-substituted molecule for each hydrogen atom being tested. If the chemical distinction test yields enantiomers, then the corresponding hydrogen atoms are said to be enantiotopic. If the test yields diastereomers, then the corresponding hydrogen atoms are said to be diastereotopic. Enantiotopic and diastereotopic hydrogen are distinct in H 1 NMR spectrum.

Question

Want to see the full answer?

Answer 1

Question

Chapter 16, Problem 16.9P

Interpretation Introduction

Interpretation:

A compound gives rise to two signals in its H1 NMR spectrum. Which of compounds D-G, can it be, is to be identified and explained.

Concept introduction:

Sometimes, it is not immediately obvious whether certain hydrogen atoms in a molecule are chemically distinct. In such cases, the chemical distinction test is used.

Chemical distinction test: The complete structure of the molecule is to be drawn in which only the hydrogen atom is replaced by an imaginary “X” atom. There should be one X-substituted molecule for each hydrogen atom being tested.

If the chemical distinction test yields enantiomers, then the corresponding hydrogen atoms are said to be enantiotopic. If the test yields diastereomers, then the corresponding hydrogen atoms are said to be diastereotopic.

Enantiotopic and diastereotopic hydrogen are distinct in H1 NMR spectrum.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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