ORGANIC CHEMISTRY Chapter 6 6.10 The Reaction of tert-Butyl Chloride with Hydroxide lon: An S1 Reaction Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 6 6.10 The Reaction of tert-Butyl Chloride with Hydroxide Ion: An SN1 Reaction
ORGANIC CHEMISTRY Chapter 6 acetone (CH3)3C-CI OH H,O(CH2)2C-OH Cl Rate∝[(CH3)3CC Rate=k[(ch3)3CCl First order overal(一级反应) The reaction is a unimolecular nucleophilic substitution(单分子亲核取代反应) S reaction Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 6 (CH3)3C Cl + OH acetone H2O (CH3)3C OH + Cl Rate ∝ [(CH3)3CCl] Rate = k [(CH3)3CCl] First order overall (一级反应) The reaction is a unimolecular nucleophilic substitution（单分子亲核取代反应） SN1 reaction
ORGANIC CHEMISTRY Chapter 6 6. 10A Multistep Reactions and the rate- Determining Step Consider a multistep reaction such as the following Step 1 Reactant、Slow intermediate 1 Rate=k,reactant fast Step 2 intermediate 1-+ intermediate 2 Rate=k,intermediate 1] Step 3 intermediate 2+ product Rate=k intermediate 2 k,<< k, or k Step 1 is the rate-limiting step or the rate determining step Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 6 6.10A Multistep Reactions and the RateDetermining Step Consider a multistep reaction such as the following: slow Rate = k1 Step 1 Reactant intermediate 1 [reactant] fast Rate = k2 Step 2 intermediate 1 intermediate 2 [intermediate 1] Step 3 intermediate 2 fast Rate = k3 product [intermediate 2] k1 << k2 or k3 Step 1 is the rate-limiting step or the rate determining step
ORGANIC CHEMISTRY Chapter 6 6.11 A Mechanism for the SN Reaction Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 6 6.11 A Mechanism for the SN1 Reaction
ORGANIC CHEMISTRY Chapter 6 SIOW Step 1(cH3)3c--cI ( CH3)3C + Cl A carbocation intermediate fast Step 2(CH3)3C +OH =(CH3)3C-OH Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 6 (CH3)3C Cl slow (CH3)3C + Cl A carbocation intermediate Step 1 (CH3)3C + OH fast (CH3) Step 2 3C OH