
Interpretation:
The mechanism for the formation of chiral glycol from 1,2-chlorhydrin including formal charges and movement of electrons is to be proposed.
Concept introduction:
Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon, or a
Elimination reaction: A reaction in which two substituent groups are detached and a double bond is formed is called elimination reaction.
Addition reaction: It is the reaction in which unsaturated bonds are converted to saturated bonds by addition of molecules.
Nucleophilic substitution happens by two different mechanisms:
The
In the rate determining step, leaving group generates a carbocation intermediate.
Carbocation intermediated then undergoes a rapid reaction with nucleophile.
Forms a racemic mixture.
The
In the rate determining step, nucleophile approaches the carbon from the side directly opposite to the leaving group.
The
This back side attack of nucleophile leads to inversion of configuration.

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Chapter 11 Solutions
ORGANIC CHEMISTRY-WILEYPLUS ACCESS PKG.
- What alkene or alkyne yields the following products after oxidative cleavage with ozone? Click the "draw structure" button to launch the drawing utility. draw structure ... andarrow_forwardDraw the products of the stronger acid protonating the other reactant. H3C-C=C-4 NH2 KEq CH H3C `CH3 Product acid Product basearrow_forward2. Draw the missing structure(s) in each of the following reactions. The missing structure(s) can be a starting material or the major reaction product(s). C5H10 Br H-Br CH2Cl2 + enant.arrow_forward
- Draw the products of the stronger acid protonating the other reactant. KEq H₂C-O-H H3C OH Product acid Product basearrow_forwardDraw the products of the stronger acid protonating the other reactant. OH KEq CH H3C H3C `CH3 Product acid Product basearrow_forward2. Draw the missing structure(s) in each of the following reactions. The missing structure(s) can be a starting material or the major reaction product(s). Ph H-I CH2Cl2arrow_forward
- 3 attempts left Check my work Draw the products formed in the following oxidative cleavage. [1] 03 [2] H₂O draw structure ... lower mass product draw structure ... higher mass productarrow_forward2. Draw the missing structure(s) in each of the following reactions. The missing structure(s) can be a starting material or the major reaction product(s). H-Br CH2Cl2arrow_forwardWrite the aldol condensation mechanism and product for benzaldehyde + cyclohexanone in a base. Then trans-cinnamaldehyde + acetone in base. Then, trans-cinnamaldehyde + cyclohexanone in a base.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
