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Ch. 15 - Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy
Wade - Organic Chemistry 9th Edition
Wade9th EditionOrganic ChemistryISBN: 9780135213728당신이 사용하는 게 아니라요?교과서 변경
15장, 문제 22

Match four of the following UV absorption maxima (λmax) with the corresponding compounds: (1) 232 nm; (2) 256 nm; (3) 273 nm; (4) 292 nm; (5) 313 nm; (6) 353 nm.

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1
Step 1: Analyze the chemical structures provided in the image. Each structure contains conjugated double bonds, which are responsible for UV absorption. The extent of conjugation influences the λmax (absorption maxima). Greater conjugation typically results in a higher λmax.
Step 2: Structure (i) contains three conjugated double bonds in a fused ring system. This level of conjugation suggests a moderate λmax value, likely in the range of 256 nm or 273 nm.
Step 3: Structure (ii) has an extended conjugation system compared to (i), with four conjugated double bonds. This increased conjugation suggests a higher λmax value, likely in the range of 313 nm or 353 nm.
Step 4: Structure (iii) has two conjugated double bonds in a cyclic system. This lower level of conjugation suggests a lower λmax value, likely in the range of 232 nm or 256 nm.
Step 5: Structure (iv) contains three conjugated double bonds in a fused ring system, similar to (i). However, the arrangement of the conjugation may slightly alter the λmax value, likely in the range of 273 nm or 292 nm.

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주요 개념

질문에 올바르게 답하기 위해 반드시 이해해야 하는 핵심 개념들은 다음과 같습니다.

UV-Vis Spectroscopy

UV-Vis spectroscopy is a technique used to measure the absorption of ultraviolet or visible light by a substance. The wavelengths at which a compound absorbs light (λmax) provide insights into its electronic structure, particularly the presence of conjugated systems. This method is essential for identifying and characterizing organic compounds based on their unique absorption patterns.
추천 영상:
가이드 코스
2:56
The UV-Vis Spectroscopy Concept 1

Conjugation and λmax

Conjugation refers to the overlap of p-orbitals across adjacent double bonds or lone pairs, allowing for delocalization of electrons. This delocalization lowers the energy gap between the ground and excited states of electrons, resulting in longer wavelengths of light being absorbed (higher λmax). Compounds with extensive conjugation typically exhibit higher λmax values due to this effect.
추천 영상:
03:27
Conjugated states

Structure-Activity Relationship (SAR)

Structure-Activity Relationship (SAR) is a principle in organic chemistry that correlates the chemical structure of a compound with its biological activity or physical properties, such as UV absorption. By analyzing how different structural features influence λmax, chemists can predict the behavior of similar compounds and design new molecules with desired properties.
추천 영상:
가이드 코스
4:47
Metal Ion Catalysis: Water Activation Concept 2