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関連する概念動画

Structure of Benzene: Molecular Orbital Model01:18

Structure of Benzene: Molecular Orbital Model

9.2K
According to the molecular orbital (MO) model, benzene has a planar structure with a regular hexagon of six sp2 hybridized carbons. As shown in Figure 1, each carbon is bonded to three other atoms with C–C–C and H–C–C bond angles of 120°. The C–H bond length is 109 pm, and the C–C bond length is 139 pm which is midway between the single bond length of sp3 hybridized carbons (154 pm) and sp2 hybridized carbons (133 pm).
9.2K
Structure of Benzene: Kekulé Model01:07

Structure of Benzene: Kekulé Model

9.1K
In 1865, August Kekule suggested the structure of benzene according to the structural theory of organic chemistry based on the three assertions—formula of benzene is C6H6, all the hydrogens of benzene are equivalent, and each carbon must have four bonds due to its tetravalency.
He proposed that benzene has a cyclic structure of six carbon atoms attached to one hydrogen atom each, with three alternating pi bonds.
9.1K
NMR Spectroscopy of Benzene Derivatives01:34

NMR Spectroscopy of Benzene Derivatives

8.4K
Simple unsubstituted benzene has six aromatic protons, all chemically equivalent. Therefore, benzene exhibits only a singlet peak at δ 7.3 ppm in the 1H NMR spectrum. The observed shift is far downfield because the aromatic ring current strongly deshields the protons. Any substitution on the benzene ring makes the aromatic protons nonequivalent, and the protons split each other. The peak is, therefore, no longer a singlet and the splitting pattern and their associated coupling...
8.4K
Frost Circles for Different Conjugated Systems01:18

Frost Circles for Different Conjugated Systems

2.7K
The inscribed polygon method is consistent with Hückel’s 4n + 2 rule and helps to learn whether the given cyclic compound is aromatic or not. The compound is stable and aromatic if every bonding molecular orbital (MO) is completely filled with a pair of electrons. However, if the non-bonding or antibonding orbitals are filled with electrons, the compound is unstable and not aromatic. Consider the Frost circle diagrams for cycloalkenes containing 4 to 8 carbons.
2.7K
Resonance02:52

Resonance

54.5K
The Lewis structure of a nitrite anion (NO2−) may actually be drawn in two different ways, distinguished by the locations of the N-O and N=O bonds. 
54.5K
Criteria for Aromaticity and the Hückel 4n + 2 Rule01:20

Criteria for Aromaticity and the Hückel 4n + 2 Rule

10.6K
Like benzene, cyclobutadiene and cyclooctatetraene are cyclic compounds with alternate single and double bonds. However, their chemical behavior differs from benzene, as they are unstable and not aromatic. So, what are the structural characteristics of unsaturated compounds categorized as aromatic?  
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as...
10.6K

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関連する実験動画

Updated: Jul 15, 2025

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of &#945;,&#946;-Unsaturated Compounds and Alkynes
05:34

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes

Published on: December 16, 2019

7.9K

ベンゼンの正確な均衡構造

Brian J Esselman1, Maria A Zdanovskaia1, Andrew N Owen1

  • 1Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706-1322, United States.

Journal of the American Chemical Society
|September 29, 2023
PubMed
まとめ
この要約は機械生成です。

この研究は,高度な計算方法と実験データを用いて,ベンゼンの均衡構造を正確に決定した. 結果は理論的値と実験的値の間の優れた一致を示し,分子幾何学の新しい基準を確立しました.

さらに関連する動画

1,3,5-Triphenylbenzene and Corannulene as Electron Receptors for Lithium Solvated Electron Solutions
06:56

1,3,5-Triphenylbenzene and Corannulene as Electron Receptors for Lithium Solvated Electron Solutions

Published on: October 10, 2016

7.8K
Facile Preparation of 4-Substituted Quinazoline Derivatives
11:51

Facile Preparation of 4-Substituted Quinazoline Derivatives

Published on: February 15, 2016

12.0K

関連する実験動画

Last Updated: Jul 15, 2025

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of &#945;,&#946;-Unsaturated Compounds and Alkynes
05:34

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes

Published on: December 16, 2019

7.9K
1,3,5-Triphenylbenzene and Corannulene as Electron Receptors for Lithium Solvated Electron Solutions
06:56

1,3,5-Triphenylbenzene and Corannulene as Electron Receptors for Lithium Solvated Electron Solutions

Published on: October 10, 2016

7.8K
Facile Preparation of 4-Substituted Quinazoline Derivatives
11:51

Facile Preparation of 4-Substituted Quinazoline Derivatives

Published on: February 15, 2016

12.0K

科学分野:

  • 量子化学について
  • スペクトロスコーピー
  • 分子構造の決定

背景:

  • 半実験的な (rSE) 均衡構造は,アロマティックヘテロサイクルの最良の理論的推定値 (BTE) と優れた一致を示している.
  • 以前の研究では,ピリミジンとピリダジン構造の高精度が確認されました.

研究 の 目的:

  • ガス相構造の決定の分析を基本的な芳香分子であるベンゼンに拡張する.
  • ベンゼンの非常に正確で正確な均衡構造 (rSE) を達成する.
  • ベンゼンの実験データに対して理論的方法を検証する.

主な方法:

  • ベンゼンの11の同位体から得られた実験的スペクトロスコピクデータを利用した.
  • 大基数 (cc-pCV5Z) で単数,二数,三数 (CCSD(T)) の計算を適用したカップリングクラスタ.
  • 振動-回転相互作用,電子-質量分布,有限なベースセット,電子相関,相対論的効果,ボーン-オッペンハイマー分解の修正が含まれています.

主要な成果:

  • ベンゼンに関するrSEとBTEの間の未達成合意 (0.0001 Å).
  • 前例のない精度でベンゼンのD6h幾何学を決定した: R_C-C = 1.3913 (1) ÅとR_C-H = 1.0809 (1) Å.
  • ピリミジンとピリダジンについて以前に報告された合意レベルを超えました.

結論:

  • ベンゼンの構造の高精度と精度が 確立されています
  • 理論と実験の間の優れた合意は,両方のアプローチを検証します.
  • 半実験的構造と理論的構造の間の不一致は,実質的に解決されています.