a) Methyl 1-phenylethyl ether
Interpretation:
How to prepare methyl 1-phenylethyl ether from 1-phenylethanol is to be shown.
Concept introduction:
Ether can be obtained by the Williamson synthesis reaction between the alkoxide of an alcohol with alkyl bromides. The alkoxide can be prepared by treating the alcohol with NaH.
To give:
How to prepare methyl 1-phenylethyl ether from 1-phenylethanol.
b) Phenylepoxyethane
Interpretation:
How to prepare methyl phenylepoxyethane from 1-phenylethanol is to be shown.
Concept introduction:
Alcohols dehydrate when treated with POCl3 to yield
To give:
How to prepare methyl phenylepoxyethane from 1-phenylethanol.
c) tert-Butyl 1-phenylethyl ether
Interpretation:
How to prepare tert-butyl 1-phenylethyl ether from 1-phenylethanol is to be shown.
Concept introduction:
In the alkoxy-mercuration process, the addition of alcohols to double bonds in alkenes takes place following Markovnikov's regiochemistry. Variety of alcohols and alkenes can be used in this process. Primary, secondary and tertiary alcohols react well.
To show:
How to prepare tert-butyl 1-phenylethyl ether from 1-phenylethanol.
d) 1-Phenylethanethiol
Interpretation:
How to prepare 1-phenylthiol from 1-phenylethanol is to be shown.
Concept introduction:
Treatment of an
To show:
How to prepare 1-phenylthiol from 1-phenylethanol.
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Chapter 18 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
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- Electrophilic aromatic substitution usually occurs at the 1-position of naphthalene, also called the a position. Predict the major products of the reactions of naphthalene with the following reagents.(a) isobutylene and HF (b) cyclohexanol and BF3 (c) fuming sulfuric acidarrow_forward(a) Draw the structure of the hemiacetal formed from one mole of benzaldehyde and one mole of ethanol. (b) Draw the structure of the acetal formed from one mole of benzaldehyde and two moles of ethanol. (c) Draw the structure of 2-methoxy-2-butanol. What compounds could you prepare this from?arrow_forward(a) How will you convert:(i) Benzene to acetophenone (ii) Propanone to 2-Methylpropan-2-ol(b) Give reasons :(i) Electrophilic substitution in benzoic acid takes place at meta position.(ii) Carboxylic acids are higher boiling liquids than aldehydes, ketones and alcohols of comparable molecular masses.(iii) Propanal is more reactive than propanone in nucleophilic addition reactions.arrow_forward
- Give a systematic (IUPAC) name for each diol.(a) CH3CH(OH)(CH2)4CH(OH)C(CH3)3 (b) HO¬(CH2)8¬OHarrow_forwardName the following aldehydes and ketones: (a) (b) CH2CH2CHO CH3CH2CCHCH3 CH3 Draw structures corresponding to the following names: (b) 4-Chloropentan-2-one (e) 3-Methylbut-3-enalarrow_forwardGive reasons for the following: (i) p-nitrophenol is more acidic than p-methylphenol. (ii) Bond length of C—O bond in phenol is shorter than that in methanol. (iii) (CH3)3C—Br on reaction with sodium methoxide (Na+ _OCH3) gives alkene as the main product and not an ether.arrow_forward
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