Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 23.3, Problem 2P
Problem 23.2
One of the hydroxybenzoic acids is known by the common name salicylic acid. Its methyl ester, methyl salicylate, occurs in oil of wintergreen. Methyl salicylate boils over
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The order of increasing acidity is
Phenol < meta-cyanophenol < ortho-cyanophenol
1.how about para-cyanophenol??does it has higher acidicity than both ortho-cyanophenol and meta cyanophenol or lower??
2.why does ortho-cyanophenol have higher acidicity than meta cyanophenol??
3. why doesmeta cyanophenol have higher acidicity than Phenol
Although p-hydroxybenzoic acid is less acidic than benzoic acid, o-hydroxybenzoic acid is slightly more acidic than benzoic acid. Explain this result.
Methylparaben is a common preservative used in cosmetics. What carboxylic acid and alcohol are needed to synthesize methylparaben by Fischer esterifi cation?
Chapter 23 Solutions
Organic Chemistry - Standalone book
Ch. 23.1 - Prob. 1PCh. 23.3 - Problem 23.2 One of the hydroxybenzoic acids is...Ch. 23.4 - Prob. 3PCh. 23.5 - Prob. 4PCh. 23.6 - Problem 23.5 The compound shown was required for...Ch. 23.8 - Prob. 6PCh. 23.8 - Prob. 7PCh. 23.9 - Prob. 8PCh. 23.9 - Prob. 9PCh. 23.10 - Prob. 10P
Ch. 23.12 - Prob. 11PCh. 23 - The IUPAC rules permit the use of common names for...Ch. 23 - Prob. 13PCh. 23 - Prob. 14PCh. 23 - Prob. 15PCh. 23 - Prob. 16PCh. 23 - Prob. 17PCh. 23 - Prob. 18PCh. 23 - Prob. 19PCh. 23 - Prob. 20PCh. 23 - Prob. 21PCh. 23 - Prob. 22PCh. 23 - Prob. 23PCh. 23 - Prob. 24PCh. 23 - Prob. 25PCh. 23 - Prob. 26PCh. 23 - Choose the reaction in each of the following pairs...Ch. 23 - Pentafluorophenol is readily prepared by heating...Ch. 23 - Prob. 29PCh. 23 - Treatment of p-hydroxybenzoic acid with aqueous...Ch. 23 - Prob. 31PCh. 23 - Prob. 32PCh. 23 - Treatment of 2,4,6-tri-tert-butylphenol with...Ch. 23 - Prob. 34PCh. 23 - Prob. 35PCh. 23 - Prob. 36DSPCh. 23 - Prob. 37DSPCh. 23 - Prob. 38DSPCh. 23 - Prob. 39DSP
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- Suppose you have a mixture of these three compounds. Devise a chemical procedure based on their relative acidity or basicity to separate and isolate each in pure form.arrow_forward17. Rank the acid derivatives with respect to their reactivity with water. acid halide > ester > acid anhydride > amide acid anhydride > amide > acid halide > ester amide > ester > acid anhydride > acid halide acid halide > acid anhydride > ester > amide A) B) C) D) 18. Disregarding A) 3 stereoisomers, how many different enols can the B-diketone CH3COCH₂COCH₂CH3 form? B) 1 C) 4 D) O E) 2arrow_forwardwhy pyrazole is more basic than pyridine?arrow_forward
- Devise a synthesis of anastrozole, a drug used to reduce the recurrence of breast cancer (Section 22.18), from the given compounds. You may use any other needed organic compounds or inorganic reagents.arrow_forwardBromoetherication, the addition of the elements of Br and OR to a double bond, is a common method for constructing rings containing oxygen atoms. This reaction has been used in the synthesis of the polyether antibiotic monensin (Problem 21.37). Draw a stepwise mechanism for the following intramolecular bromoetherication reaction.arrow_forwardPROBLEM 23.26 Is the following thermal reaction allowed suprafacially or antara- facially? Give a detailed analysis. H3C H H₂C CH3 A -CH3 HC H3Carrow_forward
- 16.41) Give on IUPAC or common home for each compound. 2 b. in O d. Hon de jha ok C. e- ion ganho-to- 0 y. ho Y 2-ethylbutonoyl chloride methyl benzoate N-ethyl-N-methylpropion amide ethyl formale benzoic propionic anhydride isopropyl 3-ethyl hexanoatearrow_forward12) Which compound is stronger base? a) b) D A d) all the samearrow_forward19 & 20. 19. 20. Consider the following synthetic estrogen shown below O= H Im Compound X The maximum number of stereoisomers in X is Illllllll CH3 a OH CH3 Draw compound X below and prioritize the groups present in the stereocenter labeled as a.arrow_forward
- What two amides are obtained from the reaction of acetyl chloride with an equivalent of ethylamine and an equivalent of propylamine? a. Why is only one amide obtained from the reaction of acetyl chloride with an equivalent of ethylamine and an equivalent of triethylamine?arrow_forwardHow about ortho-cyanophenol ?? does para-cyanophenol have higher acidicity than ortho-cyanophenol or are they equal??arrow_forwardprovide the missing reagents as appropriatearrow_forward
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