Answered step by step
Verified Expert Solution
Link Copied!

Question

1 Approved Answer

Let's derive the General Rate Law for the Bergman cyclization of 1,2-diethynylbenzene (we will use this specific substrate for a number of exercises this semester).

image text in transcribed

Let's derive the General Rate Law for the Bergman cyclization of 1,2-diethynylbenzene (we will use this specific substrate for a number of exercises this semester). Consider the first step to be an equilibrium with the diradical a steady-state intermediate. While hydrogen abstraction from 1,4cyclohexadiene technically occurs in two steps, we can simplify to a single H-atom abstraction step k2 as illustrated below (the first abstraction is significantly exothermic and irreversible, therefore the second abstraction is not a potential rate determining step). While isopropanol can also be used as a hydrogen atom donor, 1,4-cyclohexadiene is a much better donor. k21,4CHD enediyne diradical product 5(a). Draw the mechanism for this reaction, including the two hydrogen atom abstraction steps (hint, 1,4-CHD produces benzene after donating two hydrogen atoms). 5(b). Derive the general rate law (GRL) for the Bergman cyclization of 1,2-diethynylbenzene. 5(c). Determine the simplified rate law for the two limiting cases where k1>>k2 and k1

Step by Step Solution

There are 3 Steps involved in it

Step: 1

blur-text-image

Get Instant Access to Expert-Tailored Solutions

See step-by-step solutions with expert insights and AI powered tools for academic success

Step: 2

blur-text-image_2

Step: 3

blur-text-image_3

Ace Your Homework with AI

Get the answers you need in no time with our AI-driven, step-by-step assistance

Get Started

Recommended Textbook for

Chemical Engineering For Non Chemical Engineers

Authors: Jack Hipple

1st Edition

1119169585, 978-1119169581

More Books

Students also viewed these Chemical Engineering questions