In each reaction box, place the best reagent and conditions from the list below. 3-Hexanone should be the exclusive final product. (A reagent may be used more than once.) 1) 2) NANH2 H-CEC-H 3) 4) 5) CH;CH2CH2CH2I NaOH H2O2/NAOH Br2 1-equiv. CH3I HBr 1-equiv. NANH2 CH3CH2CH21 CH3CH2CH2CH2I H2, Lindlar catalyst H20, H2SO4, H9SO4 Br2 2-equiv. BHTHF HBr 2-equiv. CH3CH21
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.
In each reaction box, place the best reagent and conditions from the list below. 3-Hexanone should be the exclusive final product. (A reagent may be used more than once.)
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In each reaction box, place the best reagent and conditions from the list below. 3-Hexanone should be the
exclusive final product. (A reagent may be used more than once.)
1)
2)
NaNH2
=C-H
3)
4)
5)
CH;CH2CH2CH21
NaOH
H2O2/NAOH
Br2 1-equiv.
CH3I
HBr 1-equiv.
NaNH2
CH;CH2CH21 CH3CH2CH2CH2I
H2, Lindlar catalyst
H20, H2SO4, HgsO4 Br2 2-equiv.
BH3/THF
HBr 2-equiv.
CH3CH21
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