Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 5, Problem 25P
epoxy cement. The molecular formula of epichlorohydrin is
epichlorohydrin.
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Explain why acetic acid, CH3CO2H, Contains two distinct types of Carbon oxygen Bonds, Whereas the acetate ion, formed by loss of hydrogen ion from acetic acid, Only contains one type of carbon oxygen bond
Sodium triacetoxyborohydride, NaBH(OAc)3, is a mild reducing agent that reduces aldehydesmuch more quickly than ketones. It can be used to reduce aldehydes in the presence of ketones,such as in the following reaction:CH3 C CH2O OC H CH3 C CH2OCH2OHNaBH(OAc)3CH3COOH(a) Draw a complete Lewis structure for sodium triacetoxyborohydride.(b) Propose a mechanism for the reduction of an aldehyde by sodium triacetoxyborohydride
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Chapter 5 Solutions
Organic Chemistry - Standalone book
Ch. 5.1 - Prob. 1PCh. 5.1 - Prob. 2PCh. 5.1 - Many compounds contain more than one functional...Ch. 5.2 - Prob. 4PCh. 5.3 - Prob. 5PCh. 5.4 - Classify the isomeric C4H10O alcohols as being...Ch. 5.5 - Bromine is less electronegative than chlorine, yet...Ch. 5.6 - Prob. 8PCh. 5.7 - Prob. 9PCh. 5.8 - Prob. 10P
Ch. 5.8 - Prob. 11PCh. 5.9 - Carbocations are key intermediates in petroleum...Ch. 5.9 - Prob. 13PCh. 5.9 - Prob. 14PCh. 5.11 - Prob. 15PCh. 5.13 - Prob. 16PCh. 5.14 - For the reaction of a primary alcohol RCH2OH with...Ch. 5.15 - Prob. 18PCh. 5 - Write structural formulas for each of the...Ch. 5 - Prob. 20PCh. 5 - Prob. 21PCh. 5 - Write structural formulas for all the...Ch. 5 - Prob. 23PCh. 5 - Prob. 24PCh. 5 - Epichlorohydrin is the common name of an...Ch. 5 - Prob. 26PCh. 5 - Prob. 27PCh. 5 - Prob. 28PCh. 5 - Some of the most important organic compounds in...Ch. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Prob. 36PCh. 5 - Prob. 37PCh. 5 - Prob. 38PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - The reaction of 2,2-dimethyl-1-propanol...Ch. 5 - (a) Assuming that the rate-determining elementary...Ch. 5 - The reaction of 3-tert-butyl-3-pentanol with...Ch. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46DSPCh. 5 - Prob. 47DSPCh. 5 - Prob. 48DSPCh. 5 - Prob. 49DSPCh. 5 - Prob. 50DSPCh. 5 - Prob. 51DSPCh. 5 - Prob. 52DSP
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- Thionyl choride, SOCl2, is a reagent commonly used to convert the –OH group of an alcohol to a better leaving group. What is the formal charge on S in this molecule? A) +2 B) +1 C) 0 D) -1 E) -2arrow_forwardFormula: C9H10O3 . Determine the structure of the compound given the data shown in the pictures. Explain how you arrived at the answer.arrow_forward7. The following compounds are isomeric esters derived from acetic acid, each with formula C5H10O2. Draw the structures of the two esters?arrow_forward
- Write the Lewis structures of all isomers with the formula C3H7ON that contain an amide linkage.arrow_forwardThe compound whose structure is shown here is acetyl acetone. It exists in two forms: the enol form and the keto form. The molecule reacts with OH to form an anion, [CH3COCHCOCH3] (often abbreviated acac for acetylacetonate ion). One or the most interesting aspects of this anion is that one or more of them can react with transition metal cations to give stable, highly colored compounds. (a) Are the keto and enol forms of acetylacetone resonance forms? Explain your answer. (b) What is the hybridization or each atom (except H) in the enol form? What changes in hybridization occur when it is transformed into the keto form? (c) What are the electron-pair geometry and molecular geometry around each C atom in the keto and enol forms? What changes in geometry occur when the keto form changes to the enol form? (d) Draw three possible resonance structures for the acac ion. (e) Is cis-trans isomerism possible in either the enol or the keto form of acetylacetone? (f) Is the enol form of acetylacetone polar? Where do the positive and negative charges lie in the molecule?arrow_forwardOne frequently used method for preparing methyl esters is by reaction of carboxylic acids with diazomethane, CH2N2. The reaction occurs in two steps: (l) protonation of diazomethane by the carboxylic acid to yield methyldiazonium ion, CH3N2+, plus a carboxylate ion; and (2) reaction of the carboxylate ion with CH3N2+. (a) Draw two resonance structures of diazomethane, and account for step 1. (b) What kind of reaction occurs in step 2?arrow_forward
- How many P – O – P bonds are there in cyclotrimetaphosphoric acid?arrow_forwardExplain the structure of the compound using the spectroscopic data. Formula: C9H10O3arrow_forwardA2 1. An alkyne with molecular formula C5H10 2. A ketone with molecular formula C4H8O 3. A ketone with molecular formula C3H8O 4. An alkene with molecular formula C5H8 5. An alkene with molecular formula C5H10 6. An aldehyde with molecular formula C2H4O 7. An aldehyde with molecular formula CH4O 8. A saturated hydrocarbon with molecular formula C6H14arrow_forward
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