Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 3, Problem 54P
a. What is each compound’s systematic name?
b. Draw a skeletal structure for each condensed structure given and draw a condensed structure for each skeletal structure.
- 1. (CH3)3CCH2CH2CH2CH(CH3)2
- 2. (CH3CH2)4C
- 3. BrCH2CH2CH2CH2CH2NHCH2CH3
- 4. CH3OCH2CH2CH2OCH3
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Convert each condensed formula to a Lewis structure.1.) (CH3)2CHOCH2CH2CH2OH2.) CH3(CH2)2CO2C(CH3)3
Draw an acceptable Lewis structure from each condensed structure, such that all atoms have zero formal charge.
a diethyl ether, (CH3CH2)2O, the first general anesthetic used in medical procedures
b. acrylonitrile, CH2CHCN, starting material used to manufacture synthetic Orlon fibers
c.dihydroxyacetone, (HOCH2)2CO, an ingredient in sunless tanning products
d.acetic anhydride, (CH3CO)2O, a reagent used to synthesize aspirin
Simply draw each condensed structure by using parentheses around similar groups.
Chapter 3 Solutions
Organic Chemistry
Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structure of a compound with molecular...Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Prob. 6PCh. 3.1 - Draw the structure for each of the following: a....Ch. 3.1 - Name the following compounds: a. CH3OCH2CH3 b....Ch. 3.2 - Prob. 11PCh. 3.2 - Prob. 12PCh. 3.3 - Prob. 13PCh. 3.3 - Prob. 14P
Ch. 3.3 - Prob. 15PCh. 3.3 - Prob. 16PCh. 3.3 - What is each compounds systematic name?Ch. 3.4 - Give two names for each of the following alkyl...Ch. 3.4 - Prob. 19PCh. 3.5 - a. What is each ethers systematic name? 1....Ch. 3.6 - Draw the structures of a homologous series of...Ch. 3.6 - Give each of the following a systematic name and...Ch. 3.6 - Prob. 23PCh. 3.6 - Prob. 24PCh. 3.7 - Are the following compounds primary, secondary, or...Ch. 3.7 - Prob. 26PCh. 3.7 - Prob. 27PCh. 3.7 - For each of the following, give the systematic...Ch. 3.8 - Predict the approximate size of the following bond...Ch. 3.9 - Prob. 30PCh. 3.9 - Prob. 31PCh. 3.9 - Prob. 32PCh. 3.9 - Rank the following compounds from highest boiling...Ch. 3.9 - Rank the compounds in each set from highest...Ch. 3.9 - Prob. 35PCh. 3.9 - In which solvent would cyclohexane have the lowest...Ch. 3.10 - a. Draw all the staggered and eclipsed conformers...Ch. 3.10 - Prob. 38PCh. 3.10 - Using Newman projections, draw the most stable...Ch. 3.11 - The bond angles in a regular polygon with n sides...Ch. 3.11 - Prob. 41PCh. 3.11 - Prob. 42PCh. 3.12 - Draw 1,2,3,4,5,6-hexachlorocydohexane with a. all...Ch. 3.13 - The chair conformer of fluorocyclohexane is 0.25...Ch. 3.13 - Using the data in Table 3.9, calculate the...Ch. 3.14 - Prob. 46PCh. 3.14 - Which has a higher percentage of the...Ch. 3.14 - For each of the following disubstituted...Ch. 3.14 - a. Calculate the energy difference between the two...Ch. 3 - a. How many hydrogen does an alkene with 17...Ch. 3 - Draw the structure of octane and isooctaneCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 53PCh. 3 - a. What is each compounds systematic name? b. Draw...Ch. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - Draw a skeletal structure for an alkane that has...Ch. 3 - What is each compounds systematic name? a....Ch. 3 - Which bus a. the higher boiling point:...Ch. 3 - a. Draw Newman projections of the two conformers...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - Prob. 63PCh. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 66PCh. 3 - Prob. 67PCh. 3 - For rotation about the C-3C-4 bond of...Ch. 3 - Prob. 69PCh. 3 - What is each compounds systematic name? a. b. c....Ch. 3 - Prob. 71PCh. 3 - Why are lower molecular weight alcohols more...Ch. 3 - a. Draw a potential energy diagram for rotation...Ch. 3 - For each of the following compound, determine...Ch. 3 - How many ethers have molecular formula C5H12O?...Ch. 3 - Draw the most stable conformer of the following...Ch. 3 - What is each compounds systematic name?Ch. 3 - Calculate the energy difference between the two...Ch. 3 - The most stable from of glucose (blood sugar) is a...Ch. 3 - Prob. 80PCh. 3 - Explain the following: a. 1-Hexanol has a higher...Ch. 3 - One of the chair conformers of cis-...Ch. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Name the following compounds:Ch. 3 - Prob. 85PCh. 3 - Using the data obtained in Problem 85, calculate...
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- Draw an acceptable Lewis structure from each condensed structure, such that all atoms have zero formal charge. a. diethyl ether, (CH3CH2)2O, the first general anesthetic used in medical procedures b.acrylonitrile, CH2CHCN, starting material used to manufacture synthetic Orlon fibers c.dihydroxyacetone, (HOCH2)2CO, an ingredient in sunless tanning products d.acetic anhydride, (CH3CO)2O, a reagent used to synthesize aspirinarrow_forwardDraw an acceptable Lewis structure from each condensed structure, such that all atoms have zero formal charge. a. diethyl ether, (CH;CH2),0, the first general anesthetic used in medical procedures b. acrylonitrile, CH;CHCN, starting material used to manufacture synthetic Orlon fibers C. dihydroxyacetone, (HOCH2)¿CO, an ingredient in sunless tanning products d. acetic anhydride, (CH3CO),0, a reagent used to synthesize aspirinarrow_forwardConvert each condensed formula to a complete structure with lone pairs on heteroatoms. a. CH 3(CH 2) 8CH 3 c. CH 3CCl 3 e. (CH 3) 2CHCH 2NH 2 b. CH 3(CH 2) 4OH d. CH 3(CH 2) 4CH(CH 3) 2arrow_forward
- Convert each shorthand structure to a complete structure with all atoms and lone pairs drawn in. a. (CH3)2CH(CH,),CH3 b. (CH3)3COH c. CH;CO2(CH2)3CH3 ÇI CI d. HO OCH(CH3)2arrow_forwardConvert the following condensed structures into skeletal structures: a. CH3CH2CH2CH2CH2CH2OH b. CH3CH2CH2CH2CH2CH3 c. CH3CH2CHCH2CHCH2CH3 d. CH3CH2CH2CH2OCH3 e. CH3CH2NHCH2CH2CH3 f. CH3CHCH2CH2CHCH3arrow_forwardDraw an acceptable Lewis structure from each condensed structure, such that all atoms have zero formal charge. a. diethyl ether, (CH3CH2)2O, the rst general anesthetic used in medical proceduresb. acrylonitrile, CH2CHCN, starting material used to manufacture synthetic Orlon bersc. dihydroxyacetone, (HOCH2)2CO, an ingredient in sunless tanning productsd. acetic anhydride, (CH3CO)2O, a reagent used to synthesize aspirinarrow_forward
- 57. a. What is each compound's systematic name? b. Draw a skeletal structure for each condensed structure given and draw a condensed structure for each skeletal structure. 1. (CH), CCH.CH.CH.CH(CH)2 5. BICH CH CH.CH.CH, NHCH. CH 9. 10. Br OH 11. Br 3. CH3CHCHCHCH2CH3 CH OH 4. (CHCH)4C 7. CH CH. CHOCH.CH CH CH CH.CH 8. CH_ OCH CH.CHOCH,arrow_forwardDraw the skeletal structure and give the IUPAC name for each compoundarrow_forward1) Draw the best Lewis structures for the molecules below in bond line notation with the correct bond geometry. Make sure to include formal charges if needed. If you can draw more than one resonance structure of the compound provide the best structure. a. CH3CH2CCCOOH b. CH3CH2C(NH)CH(CH3)2 c. CH2CHCH2NCO Geometry at terminal Carbon highlighted in bold Bond angle of indicated Carbon Geometry at Carbon highlighted in bold attached to N Bond angle of indicated Geometry at terminal Carbon highlighted in bold Bond angle at Carrow_forward
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