3. Construct the following compounds using only the following carbon sources and whatever other inorganic reagents (oxidants, reducing agents, etc): formaldehyde, acetaldehyde, acetone, 1-butanol. a. 4 Carbons becoming 5 Carbons - Need to add one more carbon (must be using formaldehyde)... Thinking backwards - Alcohols form from Grignards reacting with aldehydes... Need to make a Grignard... PBr3 OH НО. OH Br PBr3 Mg b. 4 Carbons becoming 6 Carbons - Need to add two more carbons (must be using acetaldehyde). Thinking backwards - Chlorides come from alcohols, alcohols come from Grignards with aldehydes... Need a four carbon Grignard.... PBr3 Mg Br MgBr H Mg BrMg- MgBr O H c. 4 Carbons becoming 7 Carbons - Need to add three more carbons (must be using acetone). Thinking backwards - Alkenes come from the dehydration of alcohols, alcohols come from Grignards with ketones... Need a four carbon Grignard... OH OH SOCI₂. pyridine OH Y CI POCI 3 pyridine 4. For the following compounds, construct them from reagents containing no more than two carbons (with the exception of any Wittig reagent you would like to use with three
3. Construct the following compounds using only the following carbon sources and whatever other inorganic reagents (oxidants, reducing agents, etc): formaldehyde, acetaldehyde, acetone, 1-butanol. a. 4 Carbons becoming 5 Carbons - Need to add one more carbon (must be using formaldehyde)... Thinking backwards - Alcohols form from Grignards reacting with aldehydes... Need to make a Grignard... PBr3 OH НО. OH Br PBr3 Mg b. 4 Carbons becoming 6 Carbons - Need to add two more carbons (must be using acetaldehyde). Thinking backwards - Chlorides come from alcohols, alcohols come from Grignards with aldehydes... Need a four carbon Grignard.... PBr3 Mg Br MgBr H Mg BrMg- MgBr O H c. 4 Carbons becoming 7 Carbons - Need to add three more carbons (must be using acetone). Thinking backwards - Alkenes come from the dehydration of alcohols, alcohols come from Grignards with ketones... Need a four carbon Grignard... OH OH SOCI₂. pyridine OH Y CI POCI 3 pyridine 4. For the following compounds, construct them from reagents containing no more than two carbons (with the exception of any Wittig reagent you would like to use with three
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Reactions of Ethers
Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.
Epoxides
Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.
Williamson Ether Synthesis
An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.
Question
Could you show the mechanism for Question 3, parts A-C?
Transcribed Image Text:3. Construct the following compounds using only the following carbon sources and
whatever other inorganic reagents (oxidants, reducing agents, etc): formaldehyde,
acetaldehyde, acetone, 1-butanol.
a. 4 Carbons becoming 5 Carbons - Need to add one more carbon (must be using
formaldehyde)... Thinking backwards - Alcohols form from Grignards reacting with
aldehydes... Need to make a Grignard...
PBr3
H&H
OH
НО.
OH
Br
b. 4 Carbons becoming 6 Carbons - Need to add two more carbons (must be using
acetaldehyde). Thinking backwards - Chlorides come from alcohols, alcohols come from
Grignards with aldehydes... Need a four carbon Grignard...
PBr3
Mg
PBr3
Br
Mg
Br
MgBr
Mg
CI
c. 4 Carbons becoming 7 Carbons - Need to add three more carbons (must be using
acetone). Thinking backwards - Alkenes come from the dehydration of alcohols, alcohols
come from Grignards with ketones... Need a four carbon Grignard...
BrMg.
MgBr H
OH
OH
OH
SOCI₂,
pyridine
{d}
POCI3
pyridine
more than
4. For the following compounds, construct them from reagents containing no
two carbons (with the exception of any Wittig reagent you would like to use with three
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