Following are the steps in the industrial synthesis of glycerin. Cl₂A (C₂HCl) heat CH₂=CHCH₂ Propene NaOH, H₂O C (C₂H₂C1O₂) B (C₂H5O) OH HOCH₂CHCH₂OH 1,2,3-Propanetriol (glycerol, glycerin) Provide structures for all intermediate compounds (A-D) and describe the type of mechanism by which each is formed. Ca(OH)2 heat Cl₂, H₂O D (C₂H6O₂) H₂O, HCI

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.37P: Following are the steps in the industrial synthesis of glycerin. Provide structures for all...
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Following are the steps in the industrial synthesis of glycerin.
Cl₂ A (C₂H5C1)
heat
(A)
CH₂=CHCH₂
Propene
(B)
OH
HOCH₂CHCH₂OH
1,2,3-Propanetriol
(glycerol, glycerin)
Provide structures for all intermediate compounds (A-D) and describe the type of mechanism by which each is formed.
P.3
O
▼
O▾ + ▾
C (C₂H₂C1O₂)
*%
1
NaOH, H₂O
All hydrogen atoms are implied.
Apply formal charges where appropriate.
Omit lone pairs and radical electrons from your answer.
You do not have to consider stereochemistry.
*
B (C₂H5O)
Ca(OH)2
heat
Cl₂, H₂O
D (C₂H6O₂)
H₂O, HCI
ChemDoodleⓇ
Transcribed Image Text:Following are the steps in the industrial synthesis of glycerin. Cl₂ A (C₂H5C1) heat (A) CH₂=CHCH₂ Propene (B) OH HOCH₂CHCH₂OH 1,2,3-Propanetriol (glycerol, glycerin) Provide structures for all intermediate compounds (A-D) and describe the type of mechanism by which each is formed. P.3 O ▼ O▾ + ▾ C (C₂H₂C1O₂) *% 1 NaOH, H₂O All hydrogen atoms are implied. Apply formal charges where appropriate. Omit lone pairs and radical electrons from your answer. You do not have to consider stereochemistry. * B (C₂H5O) Ca(OH)2 heat Cl₂, H₂O D (C₂H6O₂) H₂O, HCI ChemDoodleⓇ
(C)
(D)
7 *8
+
+
do
ChemDoodleⓇ
✪.
ChemDoodleⓇ
ChemDoodle"
(E)
The mechanism that forms the final product, 1,2,3-propanetriol, is:
[References]
Transcribed Image Text:(C) (D) 7 *8 + + do ChemDoodleⓇ ✪. ChemDoodleⓇ ChemDoodle" (E) The mechanism that forms the final product, 1,2,3-propanetriol, is: [References]
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