commas separate options  Reagent 1list: ch3mgbr h2o, lialh4 h2o, ch3Br, CH3OH reagent 2: PCC, h2cr2o7, nabh4 h2o, lialh4 h2o 3: as shown in image 4: co2 h2o, socl2, hcooh  5: socl2, Hcl, cl2

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
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.27P
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commas separate options 
Reagent 1list: ch3mgbr h2o, lialh4 h2o, ch3Br, CH3OH

reagent 2: PCC, h2cr2o7, nabh4 h2o, lialh4 h2o

3: as shown in image

4: co2 h2o, socl2, hcooh 

5: socl2, Hcl, cl2

OC
Identify reagent(s) 3.
Which carbon is labeled 13C in intermediate 3?
1.
PBr, , pyridine; 2. Mg, ether
O F
1.
Mg, ether 2. PBr3 , pyridine
Which carbon is labeled 1C in intermediate 4?
1.
CH;MGB1 ; 2. H,0
O G
Identify reagent(s) 5.
Which carbon is labeled C in the product?
13
OL
Transcribed Image Text:OC Identify reagent(s) 3. Which carbon is labeled 13C in intermediate 3? 1. PBr, , pyridine; 2. Mg, ether O F 1. Mg, ether 2. PBr3 , pyridine Which carbon is labeled 1C in intermediate 4? 1. CH;MGB1 ; 2. H,0 O G Identify reagent(s) 5. Which carbon is labeled C in the product? 13 OL
13
Propionyl chloride is synthesized from "CO, in a 5-step synthesis. The intermediates are provided for each step. Identify the
missing reagents and identify the position of the labeled carbon atom in each intermediate. The C atom in carbon dioxide is
13
shown in a red color.
H2
reagent 1
CO2
H2
reagent 2
reagent 3
.C
A
H3C
MgBr
H3C
HO.
H;C
intermediate 3
intermediate 1
intermediate 2
reagent 4
H2
H2
.CI
reagent 5
K
H3C
H;C
C.
product: propionyl chloride
intermediate 4
Identify reagent(s) 1.
Which carbon is labeled 13C in intermediate 1?
O A
O B
fox
Transcribed Image Text:13 Propionyl chloride is synthesized from "CO, in a 5-step synthesis. The intermediates are provided for each step. Identify the missing reagents and identify the position of the labeled carbon atom in each intermediate. The C atom in carbon dioxide is 13 shown in a red color. H2 reagent 1 CO2 H2 reagent 2 reagent 3 .C A H3C MgBr H3C HO. H;C intermediate 3 intermediate 1 intermediate 2 reagent 4 H2 H2 .CI reagent 5 K H3C H;C C. product: propionyl chloride intermediate 4 Identify reagent(s) 1. Which carbon is labeled 13C in intermediate 1? O A O B fox
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