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Concept explainers
(a)
Interpretation:
A curved-arrow mechanism corresponding to the acid-catalyzed addition of methanol to benzaldehyde is to be stated.
Concept introduction:
The
(b)
Interpretation:
A curved-arrow mechanism corresponding to the methoxide-catalyzed addition of methanol to benzaldehyde is to be stated.
Concept introduction:
The chemical reaction in which a reactant combines with water molecule is known as hydration reaction. The hydration reaction of carbonyl compounds takes places in acidic and basic conditions. In basic condition, hydration of carbonyl compound is known as hydroxide-catalyzed addition.
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Chapter 19 Solutions
Organic Chemistry Study Guide and Solutions
- For each of the following trivial names, draw the structure and write the correct IUPAC name. (a) trichloroacetic anhydride; (b) valeric anhydride; (c) acetic butyric anhydridearrow_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_forwardComplete the following syntheses – they may be two- or three-step processes. Include any necessary catalysts or reaction conditions. b) Prepare ethanoic acid from ethenearrow_forward
- Upon completion of a chemical reaction, you find you have a mixture of benzoic acid and ethyl benzoate. Propose a procedure to separate the ethyl benzoate from the mixture. You should look up the structures of benzoic acid and ethyl benzoate.arrow_forwardWrite the reactions involved in synthesizing Benzanolarrow_forwardDescribe how would you distinguish the following pairs, (a) Benzene and cyclohexane (b) Phenol and toluene (c) Phenol and benzoic acid (d) methanol and isopropyl alcoholarrow_forward
- Draw the keto and enol forms of (a) propanal and (b) 3-pentanone.arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, 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+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l)CH3CH2CH2CO2H(l)+CH2CH3OH(l)⟶H+CH3CH2CH2CO2CH2CH3(l)+H2O(l) A chemist ran the reaction and obtained 5.40 g of ethyl butyrate. What was the percent yield, The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 7.45g of butanoic acid and excess ethanol?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_forward
- Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, 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+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Part A Given 7.30 gg 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. Part B A chemist ran the reaction and obtained 5.95 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. Part 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 7.30 gg of…arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, 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+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.45 gg 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. A chemist ran the reaction and obtained 5.50 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 8.45 gg of butanoic acid and excess…arrow_forwardUse the symbol (V) to indicate a positive reaction and the symbol (X) to indicate a negative reaction and a () if a test was not performed in the shaded columns. Don't forget to write the number of your unknown underneath where it says number! IDENTIFICATION OF A CARBONYL COMPOUND (GROUP I) Unknowns Number Number methyl ketone Test Aldehyde ketone DNP Fehling's Tollen's X lodoform X Therefore, unknown number is IDENTIFICATION OF ALCOHOL (GROUP II) Unknown Primary alcohol Secondary Tertiary alcohol number: alcohol Test Lucas (in ~5 mins) (immediately) Bordwell - Wellman Therefore, unknown number is > x x >arrow_forward
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