로그인

The synthesis of phenol from benzene via cumene and cumene hydroperoxide is called the Hock process. First, a Friedel–Crafts alkylation reaction of benzene with propene gives cumene. Then cumene forms cumene hydroperoxide via a radical chain reaction. In the chain initiation step, the benzylic hydrogen is abstracted to give a benzylic radical. In the chain propagation step, the benzylic radical reacts with an oxygen diradical to form a cumene hydroperoxide radical. The cumene hydroperoxide radical reacts with anothercumene molecule to yield cumene hydroperoxide, regenerating the benzylic radical. In the subsequent protonation step, cumene hydroperoxide gives an oxonium ion. Further, a hydrolytic rearrangement migrates the phenyl group to oxygen (with the loss of water) to yield the carbocation. Finally, the addition of water and a subsequent rearrangement involving a proton shift gives phenol as theproduct.

Tags
BenzenePhenolCumeneHock ProcessFriedel Crafts AlkylationCumene HydroperoxideRadical Chain ReactionBenzylic RadicalOxygen DiradicalOxonium IonHydrolytic RearrangementCarbocationProton Shift

장에서 18:

article

Now Playing

18.24 : Benzene to Phenol via Cumene: Hock Process

Reactions of Aromatic Compounds

3.0K Views

article

18.1 : 벤젠 유도체의 NMR 분광법

Reactions of Aromatic Compounds

7.2K Views

article

18.2 : 벤질산 위치에서의 반응: 산화 및 환원

Reactions of Aromatic Compounds

3.2K Views

article

18.3 : 벤질산 위치에서의 반응 : 할로겐화

Reactions of Aromatic Compounds

2.2K Views

article

18.4 : 친전자성 방향족 대체: 개요

Reactions of Aromatic Compounds

9.8K Views

article

18.5 : 친전자성 방향족 치환: 벤젠의 염소화 및 브롬화

Reactions of Aromatic Compounds

6.8K Views

article

18.6 : 친전자성 방향족 치환: 벤젠의 불소화 및 요오드화

Reactions of Aromatic Compounds

5.5K Views

article

18.7 : 친전자성 방향족 치환: 벤젠의 질화

Reactions of Aromatic Compounds

5.0K Views

article

18.8 : 친전자성 방향족 치환: 벤젠의 설폰화

Reactions of Aromatic Compounds

5.0K Views

article

18.9 : 친전자성 방향족 치환: Friedel–Crafts 벤젠의 알킬화

Reactions of Aromatic Compounds

6.1K Views

article

18.10 : 친전자성 방향족 치환: Friedel–Crafts 벤젠의 아실화

Reactions of Aromatic Compounds

6.3K Views

article

18.11 : Friedel-Crafts 반응의 한계

Reactions of Aromatic Compounds

5.1K Views

article

18.12 : 치환의 지시 효과: ortho-para-directing groups

Reactions of Aromatic Compounds

5.7K Views

article

18.13 : 치환의 지시 효과: 메타 지시 그룹

Reactions of Aromatic Compounds

3.9K Views

article

18.14 : 직교-파라-디렉팅 활성제: -CH3, -OH, -⁠NH2, -OCH3

Reactions of Aromatic Compounds

5.3K Views

See More

JoVE Logo

개인 정보 보호

이용 약관

정책

연구

교육

JoVE 소개

Copyright © 2025 MyJoVE Corporation. 판권 소유