卤素加成

烯烃 → 二卤代烷:查看反应物、产物、反应条件与来源依据,探索相关转化和合成路径。

试剂
溶于有机溶剂中的 Br2
条件
室温
反应类别
亲电加成
方程式
RCH=CHR' + Br2 -> RCHBr-CHBrR'

概览

溴加成将烯烃转化为邻二溴代烷。

转化

烯烃 → 二卤代烷

方程式
RCH=CHR' + Br2 -> RCHBr-CHBrR'
试剂
溶于有机溶剂中的 Br2
反应环境
室温
反应类别
亲电加成
机理
亲电加成
Evidence level
教材核心内容

参考步骤

Microscale reference: bromine addition test

Cyclohexene + bromine → brominated addition product

物料与用量

  • Potassium bromate(V), 0.1 mol dm⁻³ — 10 drops
  • Potassium bromide, 0.2 mol dm⁻³ — 20 drops
  • Hydrochloric acid, 1 mol dm⁻³ — five drops
  • Hexane — enough to half-fill the preparation well
  • Cyclohexene — three drops
  • Prepared bromine-in-hexane solution — three drops

仪器装置

  • 24-well plastic plate
  • Standard plastic pipettes used as micro separating funnels
  • Plastic Petri dish
  • Eye protection

实验步骤

  1. Combine ten drops of bromate solution, 20 drops of bromide solution and five drops of hydrochloric acid in one well; leave for five minutes for bromine formation.
  2. Add hexane until the well is about half-full, draw the liquid into a plastic pipette, invert it and mix gently until bromine transfers into the upper hexane layer.
  3. Separate the lower aqueous layer and place the bromine-containing hexane layer in a clean well.
  4. Place three drops of bromine-in-hexane solution in a test well, add three drops of cyclohexene, and record the rapid loss of bromine colour.

后处理与分离

  1. Do not isolate or handle the small-scale addition product in this diagnostic method.
  2. Decontaminate remaining bromine solution using the disposal procedure specified by the source and local laboratory rules.

关键控制条件

  • Use a well-ventilated laboratory, eye protection and suitable gloves; bromine and hexane are hazardous and hexane is highly flammable.
  • Keep liquids contained in the plastic pipette during extraction and invert gently so solvent is not expelled.
  • Bromine decolourisation detects unsaturation; product analysis is listed separately.

底物范围

适用范围
Alkenes add bromine across the double bond to form vicinal dibromoalkanes.
来源说明
The displayed reagent and equation are specifically for bromination. Chlorine can undergo the analogous addition, but it requires its own reagent record; stereochemical outcomes depend on substrate and conditions.

相关反应

参考文献

  1. Pearson Edexcel Level 3 Advanced GCE in Chemistry specificationPearson Education Limited · Pearson qualifications · 2024

    Supports the textbook-core organic reaction routes used for displayed route and mechanism content.

  2. Testing for unsaturation with bromine on a microscaleRoyal Society of Chemistry · RSC Education · 2018

    Microscale bromine-in-hexane preparation and three-drop alkene addition test.