Concept explainers
a) 2-Methyl-2-propanol
Interpretation:
A method to prepare 2-methyl-2-propanol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other
To give:
A method to prepare 2-methyl-2-propanol using a Grignard reagent.
b) 1-Methylcyclohexanol
Interpretation:
A method to prepare 1-methylcyclohexanol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other aldehydes to yield 20 alcohols and with ketones to give 30 alcohols as the product. Esters also when treated with two molar equivalents of Grignard reagents yield 30 alcohols.
To give:
A method to prepare 1-methylcyclohexanol using a Grignard reagent.
c) 3-Methyl-3-pentanol
Interpretation:
A method to prepare 3-methyl-3 pentanol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other aldehydes to yield 20 alcohols and with ketones to give 30 alcohols as the product. Esters also when treated with two molar equivalents of Grignard reagents yield 30 alcohols.
To give:
A method to prepare 3-methyl-3-pentanol using a Grignard reagent.
d) 2-Phenyl-2-butanol
Interpretation:
A method to prepare 2-phenyl-2-butanol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other aldehydes to yield 20 alcohols and with ketones to give 30 alcohols as the product
To give:
A method to prepare 2-phenyl-2-butanol using a Grignard reagent.
e) Benzyl alcohol
Interpretation:
A method to prepare benzyl alcohol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other aldehydes to yield 20 alcohols and with ketones to give 30 alcohols as the product. Esters also when treated with two molar equivalents of Grignard reagents yield 30 alcohols.
To give:
A method to prepare benzyl alcohol using a Grignard reagent.
f) 4-Methyl-1-pentanol
Interpretation:
A method to prepare 4-methyl-1-pentanol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other aldehydes to yield 20 alcohols and with ketones to give 30 alcohols as the product. Esters also when treated with two molar equivalents of Grignard reagents yield 30 alcohols.
To give:
A method to prepare 4-methyl-1-pentanol using a Grignard reagent.
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Chapter 17 Solutions
Organic Chemistry
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- CH₂-CH₂-CH₂-C-OH butanoic acid CH₂ HO–C–CH,CHCH,—CHO 3-methylpentanoic acid Name each carboxylic acid. (a) HO CH₂ CH₂ 99 - 0 B) CHICHICIO CH, Draw a condensed structural diagram for each carboxylic acid (a) Hexanoic acid (b) 3-propyloctanoic acid Iarrow_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_forwardDraw a structural formula of an alkene that undergoes acid-catalyzed hydration to give each alcohol as the major product (more than one alkene may give each alcohol as the major product). (a) 3-Hexanol (b) 1-Methylcyclobutanol (c) 2-Methyl-2-butanol (d) 2-Propanolarrow_forward
- Ethyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l). The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 8.50 gof butanoic acid and excess ethanol? Express your answer in grams to three significant figures.arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) a) Given 7.70 g of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100% yield? b) A chemist ran the reaction and obtained 5.25 g of ethyl butyrate. What was the percent yield? c) The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 7.70 g of butanoic acid and excess ethanol?arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.50 g of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%yield? Express your answer in grams to three significant figures.arrow_forward
- Draw a structural formula for the product formed by treating each compound with warm chromic acid, H2CrO4:(a) CH3(CH2)4CH2OH (b) (Picture attached) Please name both of the products, thanks!arrow_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? (d) Draw the structure of 3-methoxyl-2-butanol. What functional groups are present? Is this an acetal, a hemiacetal, or neither? Explain. (e) Identify the functional groups in the molecules shown below. Circle any acetals or hemiacetal, and identify which they are. 0-arrow_forwardWhich of (a)-(d) is the correct IUPAC name of the following compound? * HO O 3-methyl-1-phenyl-1-pentanol ○ 3-methyl-5-phenyl-5-pentanol ○ 3-methyl-1-benzene-1-pentanol O 1-phenyl-1-hexanolarrow_forward
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