Concept explainers
Answer the following questions about erlotinib and phomallenic acid C. Erlotinib, sold under the trade name Tarceva, was introduced in 2004 for the treatment of lung cancer. Phomallenic acid C is an inhibitor of bacterial fatty acid synthesis.
a. Which
b. What orbitals are used to form the shortest
c. Which H atom in phomallenic acid C is most acidic.
d. How many
e. Rank the labeled bonds in phomallenic acid C in order of increasing bond strength.
Want to see the full answer?
Check out a sample textbook solutionChapter 11 Solutions
Organic Chemistry (6th Edition)
Additional Science Textbook Solutions
General, Organic, and Biological Chemistry: Structures of Life (5th Edition)
General, Organic, & Biological Chemistry
Chemistry
Chemistry In Context
Elementary Principles of Chemical Processes, Binder Ready Version
Fundamentals of Heat and Mass Transfer
- 1 2 3 4 Draw The Structures? Z-Butenedioic acid (maleic acid) 2,5-Dimethylbenzoic acid Z-2-Chloro-3-phenyl-2- propenoic acid (cis-B- chloroallocinnamic acid) Decanedioic acid (sebacic acid) E-3-Phenyl-2-propenoic acid (trans-cinnamic acid)arrow_forwardOxytocin, sold under the trade name Pitocin, is a naturally occurring hormone used to stimulate uterine contractions and induce labor. Classify each amide in oxytocin as 1°, 2°, or 3°.arrow_forwardOH Xou XCOOH X CN COOH B C D 3) In which set are the compounds arranged in order of decreasing acidity? A. 2-bromopropanoic acid>propanoic acid>propanol B. propanoic acid> propanol>2-bromopropanoic acid C. 2,2,2-trifluoroethanoic acid >2-bromopropanoic acid>propanol D. propanol>propanoic acid>2-bromopropanoic acid -CN Abo OH NH₂arrow_forward
- 4-Methylphenol is more acidic than ethanol (pKa 10.36 vs 16.0) , even though both contain an OH group and a methyl group. Draw the structures of the anions formed from loss of the alcoholic protons from both compounds. Use resonance to explain the difference in their respective acidities.arrow_forwardExplain why m-nitroaniline is a stronger base than p-nitroaniline.arrow_forwardPhenol has a pka = 10.0. 4-Hydroxybenzaldehyde has a pka = 7.3. Draw resonance forms of the conjugate base of both and explain why 4-hydroxybenzaldehyde is more acidic. (Acidic H is underlined.) OH phenol OH -H* - H* 4-hyroxybenzaldehydearrow_forward
- НО. meta-Hydroxyacetophenone HO para-Hydroxyacetophenone The conjugate base of the para isomer has a negative charge that is delocalized over atom(s), and the conjugate base of the meta isomer has a negative charge that is delocalized over oxygen atom(s). Therefore, the conjugate base of the meta isomer is carbon atom(s) and isomer, making meta-hydroxyacetophenone oxygen carbon atom(s) and stable than then conjugate base of the para ✓acidic than para-hydroxyacetophenone.arrow_forwardRank the nitrogen atoms in each compound in order of increasing basicity. Isoniazid is a drug used to treat tuberculosis, whereas histamine (Section 25.6B) causes the runny nose and watery eyes associated with allergies. NH2 NHNH2 b. а. isoniazid histaminearrow_forwardI need the answer as soon as possiblearrow_forward
- Thioglycolic acid, HSCH2CO2H, a substance used in depilatory agents (hair removers) has pKa = 3.42. What is the percent dissociation of thioglycolic acid in a buffer solution at pH = 3.0?arrow_forwardarrow_back_iosSEE MORE QUESTIONSarrow_forward_ios
- 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 Learning
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning