Concept explainers
Give the structure of the products you would expect from the reaction (if any) of 2-butyne with:
(a) One molar equivalent of HBr
(b) Two molar equivalents of HBr
(c) One molar equivalent of
(d) Two molar equivalents of
(e)
(f) One of molar equivalent of HCI
(g) Li/liquid
(h)
(i) Two molar equivalents of
(j) Hot
(k)
(l)
Want to see the full answer?
Check out a sample textbook solutionChapter 8 Solutions
Organic Chemistry
Additional Science Textbook Solutions
Organic Chemistry
Elementary Principles of Chemical Processes, Binder Ready Version
Chemistry: A Molecular Approach (4th Edition)
Chemistry: Structure and Properties
Living by Chemistry
Chemistry & Chemical Reactivity
- Using your reaction roadmap as a guide, show how to convert 1-butanol and ethanol into racemic 2-ethoxy-1-butanol. You must use 1-butanol and ethanol as the source of all carbon atoms in the ether product. (2) OH (1) i 2-ethoxy-1-butanol (racemic) (c) ethylene oxide a OH (a) (CH3)3 CO K+, THF (d) H₂SO4, H₂O (b) OsO4, H₂O2 OH 1 Suggest reagents and experimental conditions for each step in this synthesis. From the choices provided, suggest appropriate reagents for each step. More than one reagent may be necessary. Use the minimum number of steps possible. Enter your answer as a letter, or a series of letters, in the order necessary to bring about the steps shown. Reagents: Br OH (e) m-chloroperoxybenzoic acid (mCPBA) (f) pyridinium chlorochromate (PCC) + || (9) H₂SO4 (anhydrous) (j) Na, NH3 (1) (h) NaOH (k) NBS, heat (i) PBr3 (N-bromosuccinimide)arrow_forward1.(a) Which of the following groups has the LOWEST IUPAC priority?(A) CH3 (B) NH2 (C) OH (D) COOH (E) Br (b)Which of the following corresponds to the strongest acid?(A) (CF3)3C-COOH (B) (CF3)3 C-OH(C) CH3COOH (D) CH3OH(E) HOCH2CH3arrow_forward22). What is the major product of the following reactions? (A) (B) Br 1) NaCN 2) CH3MgBr 3) H30*/H₂O (C) LOH (D) CNarrow_forward
- 6). What is the product obtained from the following reaction? (A) (C) 0= N(C₂H5)2 CI HN(C₂H5)2 (B) (D) (C₂H5)2Narrow_forwardQ12 Protonation converts the hydroxyl group of an alcohol to a good leaving group. Suggest a mechanism for each reaction. (a) (b) OH HBr (SN1 or SN2) H₂SO4 A Br + H₂Oarrow_forwardIdentify the compound in each of the following pairs that reacts more rapidly in SN2 reactions: (a) 1-bromopentane or 3-bromopentane (b) 2-chloropentane or 2-fluoropentane (c) 2-bromopropane or 1-bromohexane (d) 1-chlorohexane or cyclohexyl chloridearrow_forward
- Amines are converted into alkenes by a two-step process called Hofmann elimination. SN2 reaction of the amine with an excess of CH3I in the first step yields an intermediate that undergoes E2 reaction when treated with silver oxide as base. Pentylamine, for example, yields 1-pentene. Propose a structure for the intermediate, and explain why it readily undergoes elimination.arrow_forward9. Plan syntheses of the following compounds. You may use the given starting material and any compound containing three or fewer carbons. (a) (b) (c) (d) by Br or Br H Br H OH = OHarrow_forwardB: complete the following reactions (а) Br CH3 HC1 СОН CH3 (b) HOCH2CH, heat CH2CH2OH + 2HB1arrow_forward
- Predict the products of the following acid-base reactions. If the equilibrium would not result in the formation of appreciable amounts of products, you should so indicate. In each case label the stronger acid, the stronger base, the weaker acid, and the weaker base: (a) CH3CH=CH2 + NANH2 (d) CH3C=C: + CH;CH2OH → (e) CH3C=C:- + NH¾CI – | (b) CH;C=CH + NaNH2 (c) CH3CH2CH3 + NANH2 → | HASarrow_forwardGive reasons for the following: (i) p-nitrophenol is more acidic than p-methylphenol. (ii) Bond length of C—O bond in phenol is shorter than that in methanol. (iii) (CH3)3C—Br on reaction with sodium methoxide (Na+ _OCH3) gives alkene as the main product and not an ether.arrow_forwardGive the products for each of the following reactions. (a) (b) (c) + H₂cod OCH3 о || -COCH 3arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning