双语化学辞典Chem Lexicon
反应 · 有机化学 · 氧化反应 Organic chemistry · Oxidations

脱氢反应Dehydrogenation

拼音Pinyin tuō qīng fǎn yìng 别名Also 脱氢; dehydrogenation reaction

定义Definition

脱氢反应是从分子中除去氢(通常以 H₂ 形式放出,或被氢受体接受)的反应,是氢化的逆过程,常用于由烷烃制烯烃、由醇制醛酮、由环烷烃制芳烃。

Dehydrogenation removes hydrogen from a molecule — released as H₂ or taken up by an acceptor — the reverse of hydrogenation. It converts alkanes to alkenes, alcohols to carbonyls and cycloalkanes to arenes.

热力学Thermodynamics

脱氢强烈吸热、熵增(生成气体 H₂),所以需要高温(500–650 °C)和低分压;平衡受限,常与氢受体或氧气(氧化脱氢)偶联以克服平衡限制。

Dehydrogenation is strongly endothermic with entropy gain (H₂ produced), so it needs high temperature (500–650 °C) and low partial pressure; equilibrium limits are overcome by hydrogen acceptors or oxygen (oxidative dehydrogenation).

工业应用Industrial uses

乙苯在铁系催化剂(Fe₂O₃–K₂O)上脱氢制苯乙烯;丙烷脱氢制丙烯(Pt–Sn 或 CrOₓ 催化剂);催化重整中环己烷类脱氢成芳烃并副产氢气;乙醇经铜催化脱氢得乙醛。

Ethylbenzene → styrene over Fe₂O₃–K₂O; propane → propylene over Pt–Sn or CrOₓ; catalytic reforming converts naphthenes into aromatics with H₂ by-product; ethanol → acetaldehyde over copper.

实验室与生物体Laboratory and biology

实验室常用 DDQ、四氯苯醌、Pd/C 加热或硫、硒进行芳构化脱氢。生物体内脱氢酶以 NAD⁺、FAD 为氢受体(如乳酸 → 丙酮酸、琥珀酸 → 延胡索酸)。

In the lab DDQ, chloranil, Pd/C with heat, sulfur or selenium effect aromatisation. Biological dehydrogenases use NAD⁺ and FAD as acceptors (lactate → pyruvate, succinate → fumarate).

反应Reactions

R–CH2–CH3 ⇌ R–CH=CH2 + H2

高温(500–650 °C),Pt、Cr、Fe 氧化物等催化剂,水蒸气稀释

High temperature (500–650 °C), Pt, Cr or Fe oxide catalysts, steam dilution

  1. C–H 键在催化剂表面活化断裂。

    C–H bonds are activated on the catalyst.

  2. β-H 消除形成双键。

    β-H elimination forms the double bond.

  3. H 原子结合为 H₂ 脱附。

    H atoms recombine and desorb as H₂.

C6H5CH2CH3 ⟶ C6H5CH=CH2 + H2

苯乙烯生产。

Styrene production.

年表Timeline

  • 1930s

    乙苯脱氢制苯乙烯工业化

    Industrial styrene by ethylbenzene dehydrogenation

  • 1949

    铂重整工艺(UOP)

    UOP Platforming reforming process