Introduction to General, Organic and Biochemistry
11th Edition
ISBN: 9781285869759
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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What is the conjugate acid of acetamide and its pka value?
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- Sodium hydroxide is used to partially neutralize sulfuric acid from the one-pot Friedel-Crafts and amide hydrolysis reactions. Which bases can deprotonate a phenol that has a pKa of 10.0? Consider the pKa of the conjugate acid of each base. OH NaH NaOH Na2CO3 NaHCO3arrow_forwardThe following three derivatives of succinimide are anticonvulsants and have found use in the treatment of epilepsy, particularly petit mal seizures. Ph Ph `N' `N' ČH3 ČH3 Methsuximide Ethosuximide Phensuximide Following is a synthesis of phensuximide. CN Ph CN Ph CN 1. NaOH, H2O 2. HC, Н20 NaOEt KCN Ph-CHO cOOEt H cOOEt NC COOEt 3. Нeat Ethyl cyanoacetate (A) (B) Benzaldehyde Ph Ph Ph CH;NH2 НООС СООН Et0oC COOEt `N' (C) (D) ČH3 Phensuximide Methsuximide is formed by a similar pathway to that shown for phensuximide. Draw the structure of the compound that reacts with ethyl cyanoacetate in the synthesis of methsuximide.arrow_forwardwhat is the structure of o-methylphenoxide anion and what is its pKa?arrow_forward
- The pKa of the conjugate acid of guanidine is 13.6, making it one of thestrongest neutral organic bases. Offer an explanation.arrow_forwardUsing pKa Values to Determine Relative Acidity and Basicity Rank the following compounds in order of increasing acidity, and then rank their conjugate bases in order of increasing basicity.arrow_forwardFor this assignment I want you to look up some of the following compounds with their conjugate acid or base. Look up the compounds pka. Draw each compound in a solution that has a pH of 1, a pH of 7 and a pH of 11. Acetic acid Acetylsalicylic acid Triethylamine Alanine (this compound is amphoteric and has multiple acidic protons)arrow_forward
- The following three derivatives of succinimide are anticonvulsants and have found use in the treatment of epilepsy, particularly petit mal seizures. Ph. Ph `N' ČH3 ČH3 Methsuximide Ethosuximide Phensuximide Following is a synthesis of phensuximide. CN Ph CN Ph CN NaOEt KCN 1. NaOH, H2O Ph-CHO 2. HС, Н20 COOET H cOOEt NC COOEt 3. Нeat Ethyl cyanoacetate (A) (B) Benzaldehyde Ph. Ph Ph CH3NH2 НООС СООН EtOOC COOET `N' (C) (D) ČH3 Phensuximide In the conversion of (B) to (C), draw the structure of the product of step 1.arrow_forward16-26 The p/fb of amphetamine is approximately 3.2 Amphetamine (a) Which form of amphetamine (the free base or its conjugate acid) would you expect to be present at pH 1.0, the pH of stomach acid? (b ) Which form of amphetamine would you expect to be present at pH 7.40, the pH of blood plasma?arrow_forwardThe following pKa values have been measured. Explain why a hydroxyl group in the para position decreases the acidity while a hydroxyl group in the meta position increases the acidity.arrow_forward
- 4 (Chemical Connections 19F) Why do Lactomer stitches dissolve within 2 to 3 weeks following surgery?arrow_forwardCalculate the Ka's for the following acids: (a) Citric acid, pKa = 3.14 (b) Tartaric acid, pKa = 2.98arrow_forwardWhat is the product from the reaction of propylamine (CH3CH2CH2NH2) with acetic acid with heat? O N-acetaethanamide O 2-Propylacetamide N-Propylacetamide O propanamide O 1-Propylacetamidearrow_forward
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