ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
12th Edition
ISBN: 9781119664635
Author: Solomons
Publisher: WILEY
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Chapter 9, Problem 28P

A compound with molecular formula C 4 H 8 O has a strong IR absorption at 1730 c m 1 . Its mass spectrum includes key peaks at m/z 44 (the base peak) and m/z 29. Propose a structure fur the compound and write fragmentation equations showing how peaks having these m/z values arise.

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b) 8. Indicate whether the following carbocation rearrangements are likely to occur Please explain your rational using 10 words or less not likely to occur • The double bond is still in the Same position + Likely to oc occur WHY? -3 H3C Brave Chair Conformers. Draw the chair conformer of the following substituted cyclohexane. Peform a RING FLIP and indicate the most stable conformation and briefly explain why using 20 words or less. CI 2 -cobs ?? MUST INDICATE H -2 -2 Br EQ Cl OR AT Br H& most stable WHY? - 4
CH 12 Conformational Analysis. Draw all 6 conformers (one above each letter) of the compound below looking down the indicated bond. Write the letter of the conformer with the HIGHEST and LOWEST in energies on the lines provided. NOTE: Conformer A MUST be the specific conformer of the structure as drawn below -4 NOT HOH OH 3 Conformer A: Br OH A Samo Br H 04 Br H H3 CH₂ H anti stagere Br CH clipsed H Brott H IV H MISSING 2 -2 B C D E F X 6 Conformer with HIGHEST ENERGY: 13. (1 structure LOWEST ENERGY: Nomenclature. a) Give the systematic (IUPAC) name structure. b) Draw the corresponding to this name. HINT: Do not forget to indicate stereochemistry when applicable. a) ८८ 2 "Br {t༐B,gt)-bemn€-nehpརི་ཚ༐lnoa Parent name (noname) 4 Bromo Sub = 2-methylethyl-4 Bromo nonane b) (3R,4S)-3-chloro-4-ethyl-2,7-dimethyloctane # -2 -2
in the scope of the SCH4U course! please show all steps as im still learning how to format my answers in the format given, thank you!

Chapter 9 Solutions

ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT

Ch. 9 - PRACTICE PROBLEM 9.11 Draw the most stable chair...Ch. 9 - Prob. 12PPCh. 9 - PRACTICE PROBLEM 9.13 How many signals would you...Ch. 9 - Prob. 14PPCh. 9 - Prob. 15PPCh. 9 - Prob. 16PPCh. 9 - Prob. 17PPCh. 9 - PRACTICE PROBLEM 9.18 What are the expected ratios...Ch. 9 - Prob. 19PPCh. 9 - How many 1H NMR signals (not peaks) would you...Ch. 9 - How many 13C NMR signals would you predict for...Ch. 9 - Prob. 22PCh. 9 - Prob. 23PCh. 9 - Prob. 24PCh. 9 - Compound Q has the molecular formula C7H8. The...Ch. 9 - 9.26 Explain in detail how you would distinguish...Ch. 9 - Compound S (C8H16) reacts with one mole of bromine...Ch. 9 - A compound with molecular formula C4H8O has a...Ch. 9 - In the mass spectrum of 2, 6-dimethyl-4-heptanol...Ch. 9 - Prob. 30PCh. 9 - What are the masses and structures of the ions...Ch. 9 - Prob. 32PCh. 9 - Ethyl bromide and methoxybenzene (shown below)...Ch. 9 - 9.34 The homologous series of primary amines, ,...Ch. 9 - Propose a structure that is consistent with each...Ch. 9 - 9.36 Propose structures for compounds E and F....Ch. 9 - 9.37 Use the NMR and IR data below to propose a...Ch. 9 - 9.38 When dissolved in , a compound (K) with the...Ch. 9 - Compound T (C5H8O) has a strong IR absorption band...Ch. 9 - Prob. 40PCh. 9 - Deduce the structure of the compound that gives...Ch. 9 - Deduce the structure of the compound that gives...Ch. 9 - The 1H NMR spectrum of a solution of 1,...Ch. 9 - Acetic acid has a mass spectrum showing a...Ch. 9 - The 1H NMR peak for the hydroxyl proton of...Ch. 9 - The 1H NMR study of DMF (N, N-dimethylformamide)...Ch. 9 - 9.48 The mass spectra of many benzene derivatives...Ch. 9 - Prob. 49PCh. 9 - 1. Given the following information, elucidate the...Ch. 9 - Two compounds with the molecular formula C5H10O...
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