Concept explainers
(a)
Interpretation: The explanation corresponding to the given statement that the
Concept introduction: The
(b)
Interpretation: The explanation corresponding to the given statement that the
Concept introduction: The
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Organic Chemistry
- Write an equation for the acid-base reaction between 2,4-pentanedione and sodium ethoxide and calculate its equilibrium constant, Keq. The pKa of 2,4-pentanedione is 9; that of ethanol is 15.9.arrow_forwardWill acetylene react with sodium hydride according to the following equation to form a salt and hydrogen, H2? Using pKa values given in Table 4.1, calculate Keq for this equilibrium.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
- Calculate the Ka's for the following acids: (a) Citric acid, pKa = 3.14 (b) Tartaric acid, pKa = 2.98arrow_forwardWhat's the difference between LDA, NaH, -OH, and a weak base is this case?arrow_forwardDraw the product formed when phenylacetic acid (C6H5CH2COOH) is treated with each reagent. With some reagents, no reaction occurs. a. NaHCO3 b. NaOH c. SOCl2 d. NaCl e. NH3(1equiv) f. NH3, ∆ g. CH3OH, H2SO4 h. CH3OH, −OH i. [1] NaOH; [2] CH3COCl j. CH3NH2, DCC k. [1] SOCl2; [2] CH3CH2CH2NH2 (excess) l. [1] SOCl2; [2] (CH3)2; [2] (CHarrow_forward
- How would you prepare benzylamine (CeHsCH,NH) from each compound? In some cases, more than one step is required. a. CgHsCH2Br b. CęHsCN c. CeHgCONH2 d. CeHsCHO e. CeH,CH3 f. CeHsCOOH g. CeHsNH2 h. benzenearrow_forwardDraw the product formed when phenylacetaldehyde (CsH;CH,CHO) is treated with each reagent. Phenylacetaldehyde is partly responsible for the fragrance of the flowers of the plumeria tree, which is native to the tropical and subtropical Americas. e. Ph;P=CHCH3 f. (CH),CHNH2, mild acid g. (CH,CH)NH, mild acid h. CH,CH,OH (еxсess), H' а. NaBHa, CH,Oн b. [1] LIAIH4; (2] H20 c. [1] CH;MgBr; [2] H2O i. NH, mild acid d. NaCN, HCI j. HOCH,CH;OH, H*arrow_forwardWhat reagents should be used to make the following change? -OH 8-5 H H₂O A. C. H₂O ROOR 1. BH3 m-CPBA B. D. 2. H₂O2, OH- OA OB ODarrow_forward
- Given that pKa for phenol is 9.95 and pKą for the ammonium ion is 9.24, will the following reaction be favorable? (Will the products be favored at equilibrium?) OH + NH3 phenol pKa = 9.95 ammonia phenoxide ion ammonium ion pKa = 9.24arrow_forwardWhich of the following is most prone to hydration (acid-catalyzed reaction with water)?arrow_forwardExplain why phenol (C6H50H) is substantially more acidic than methanol (CH3OH), but benzoic acid (C6H5CO2H) is not much more acidic than acetic acid (CH3CO2H). Нас — ОН ОН H3C- ОН OH pKa = 15.5 pKa = 10.0 pk = 4.75 pk = 4.2arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning