Answered: Reactant (bromocyclo- pentane) Reagent…

Reactant (bromocyclo- pentane) Reagent 1 Step 1 Product Reagent 2 Step 2 Product Reagent 3 Final Product (1,2-epoxy- cyclopentane)

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter23: Carbonyl Condensation Reactions

Section23.SE: Something Extra

Problem 28MP

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Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

Construct a three‑step synthesis of 1,2‑epoxycyclopentane from bromocyclopentane by dragging the appropriate formulas into the bins. Note that each bin should hold only one item, and not all of the given reagents or structures will be used.

Reactant −→−−−−reagent 1 →reagent 1 Step 1 product −→−−−−reagent 2 →reagent 2 Step 2 product −→−−−−reagent 3 →reagent 3 Final product

© Macmillan Learning
Reactant
(bromocyclo-
pentane)
HO
Br
Br
OH
Reagent 1
NaH
Step 1 Product
(CH3)3CO K+
Reagent 2
Answer Bank
Br₂, hv
Br
Step 2 Product
Br₂, H₂O
HBr, peroxides
Reagent 3
OH
HO
Final Product
(1,2-epoxy-
cyclopentane)
Br

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