(a)
Interpretation:
The structure of the conjugate base of warfarin is to be drawn.
Concept introduction:
Warfarin is used as one of the anticoagulant agents. In the market, it is sold as Coumadin brand. It is not advisable to use it in pregnancy. It has adverse side effects like bleeding, purple toe syndrome, calcification. The X-ray studies confirm that it exists as a cyclic hemiketal tautomeric form.
(b)
Interpretation:
The unusual low
Concept introduction:
Warfarin is used as one of the anticoagulant agents. In the market, it is sold as Coumadin brand. It is not advisable to use it in pregnancy. It has adverse side effects like bleeding, purple toe syndrome, calcification. The X-ray studies confirm that it exists as a cyclic hemiketal tautomeric form.
(c)
Interpretation:
Whether at physiological
Concept introduction:
Warfarin is used as one of the anticoagulant agents. In the market, it is sold as Coumadin brand. It is not advisable to use it in pregnancy. It has adverse side effects like bleeding, purple toe syndrome, calcification. The X-ray studies confirm that it exists as a cyclic hemiketal tautomeric form.
Want to see the full answer?
Check out a sample textbook solutionChapter 18 Solutions
Organic Chemistry Study Guide and Solutions
- Arrange the following compounds in the increasing order of their acid strength: p-cresol, p-nitrophenol, phenolarrow_forward(c) Arrange the following compounds in order of increasing acidity, and explain the reasons for your choice of order: phenol, cyclohexanol, 2-fluorocyclohexanol, 2-fluorophenol.arrow_forwardGive reasons for the following :(i) Phenol is more acidic than methanol.(ii) The C—O—H bond angle in alcohols is slightly less than the tetrahedral angle (190°28′).(iii) (CH3)3C—O—CH3 on reaction with HI gives (CH3)3C—I and CH3—OH as the main products and not (CH3)3C—OH and CH3—I.arrow_forward
- Draw the structure of the predominant form of CF3CH2OH (pK a = 12.4) at pH = 6.arrow_forward19.48 Phthalic acid and isophthalic acid have protons on two carboxy groups that can be removed with base. (a) Explain why the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid. (b) Explain why the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid. OH OH phthalic acid pKa1 = 2.9 pKa2 = 5.4 HO isophthalic acid pkat = 3.7 PK a2 = 4.6 pKa2 Draw out the single anions (one deprotonation) and bear in mind that there is free rotation about C-C single bonds. OH Look for stabilization based on the conformations possible from Such rotation.arrow_forward(b) A compound with the molecular formula C4H9CI has four structural isomers. Write the structural formulas for all the four isomers. (c) Arrange the following compounds in order of increasing acidity, and explain the reasons forarrow_forward
- (B) benzaldehyde + Acetaldehyde NaOH Aarrow_forwardThe hydrocarbon fluorene was treated with potassium t-butoxide in an acid-base reaction, giving the fluorenide anion and t-butyl alcohol. (a) Which way does the equilibrium lie, and by how much? b) What is the proportion of the fluorenide anion to fluorene? (c) Why is fluorene so highly acidic, considering the pKa of an average alkane is above 50?arrow_forwardWhen the conjugate acid of aniline, C6H5NH3+, reacts with the acetate ion, the following reaction takes place: C6H5NH3+(aq)+CH3COO(aq)C6H5NH2(aq)+CH3COOH(aq) If Kafor C6H5NH3+ is 1.35105 and Kafor CH3COOH is 1.86105 , what is K for the reaction?arrow_forward
- Which of the following bases is strong enough to deprotonate N,Ndimethylacetamide [CH3CON(CH3)2, pKa = 30], so that equilibrium favors the products: (a) NaNH2; (b) NaOH?arrow_forwardWrite the chemical formula for diarsenic trioxide 14- 3+ 4+ 1 4 9. (s) (1) (g) (aq) As An Ar Ox Reset • x H2O Delete 3, 2.arrow_forwardHypoglycin A, an amino acid derivative found in unripened lychee, is anacutely toxic compound that produces seizures, coma, and sometimesdeath in undernourished children when ingested on an empty stomach. (a) Draw the neutral, positively charged, and negatively charged forms of hypoglycin A. (b) Which form predominates at pH = 1, 6, and 11? (c) What is the structure of hypoclycin A at its isoelectric point?arrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning