Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 3, Problem 3.36P
Explain the observed trend in the melting points for four isomers of molecular formula C7H16.
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Ethanol and dimethyl ether have the same molecular formula C2H6O. Ethanol is liquid at room teperature while dimethyl ether is gas. How is this possible? Explain.
Dimethyl ether and ethanol both have the molecular formula C2H6O. Which would you predict have the higher boiling point? Why?
Draw Lewis structures and condensed structural formulas for the four alcohols with the molecular formula C4H10O. Classify each alcohol as primary, secondary, or tertiary. (Hint: First consider the connectivity of the four carbon atoms; they can be bonded either four in a chain or three in a chain with the fourth carbon as a branch on the middle carbon. Then consider the points at which the iOH group can be bonded to each carbon chain.)
Chapter 3 Solutions
Organic Chemistry
Ch. 3 - Prob. 3.1PCh. 3 - Prob. 3.2PCh. 3 - Draw the structure of a compound fitting each...Ch. 3 - Draw structures that fit each description and name...Ch. 3 - What types of intermolecular forces are present in...Ch. 3 - Prob. 3.6PCh. 3 - Explain why the boiling point of propanamide, is...Ch. 3 - Predict which compound in each pair has the higher...Ch. 3 - Prob. 3.9PCh. 3 - Prob. 3.10P
Ch. 3 - a Label the hydrophobic and hydrophilic portions...Ch. 3 - Prob. 3.12PCh. 3 - Prob. 3.13PCh. 3 - Prob. 3.14PCh. 3 - Prob. 3.15PCh. 3 - Nonactin and valinomycin each contain only two...Ch. 3 - Prob. 3.17PCh. 3 - Problem 3.26 Label the electrophilic and...Ch. 3 - Problem 3.27 Considering only electron density,...Ch. 3 - The fact that sweet-tasting carbohydrates like...Ch. 3 - 3.29
Identify the functional groups in the...Ch. 3 - Prob. 3.22PCh. 3 - 3.32 Identify the functional groups in each...Ch. 3 - Draw the seven constitutional isomers having...Ch. 3 - 3.33 Identify each functional group located in the...Ch. 3 - Draw seven constitutional isomers with molecular...Ch. 3 - Prob. 3.27PCh. 3 - Prob. 3.28PCh. 3 - Prob. 3.29PCh. 3 - Intramolecular force of attraction are often...Ch. 3 - 3.40 (a) Draw four compounds with molecular...Ch. 3 - Prob. 3.32PCh. 3 - Explain why CH3CH2NHCH3 has higher boiling point...Ch. 3 - Prob. 3.34PCh. 3 - Prob. 3.35PCh. 3 - Explain the observed trend in the melting points...Ch. 3 - Prob. 3.37PCh. 3 - Prob. 3.38PCh. 3 - Prob. 3.39PCh. 3 - 3.48 Explain why diethylether and have similar...Ch. 3 - Prob. 3.41PCh. 3 - 3.50 Predict the solubility of each of the...Ch. 3 - Prob. 3.43PCh. 3 - Prob. 3.44PCh. 3 - THC is the active component in marijuana, and...Ch. 3 - Prob. 3.46PCh. 3 - Prob. 3.47PCh. 3 - Prob. 3.48PCh. 3 - Label the electrophilic and nucleophilic sites in...Ch. 3 - By using only electron density arguments,...Ch. 3 - Prob. 3.51PCh. 3 - Prob. 3.52PCh. 3 - Prob. 3.53PCh. 3 - Prob. 3.54PCh. 3 - Prob. 3.55PCh. 3 - Recall from section 1.10B that there is restricted...
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- Ethanol and dimethyl ether have the same molecular formula C2H6O. Ethanol is liquid at room temperature while dimethyl ether is gas. Kindly elaborate this occurrence.arrow_forwardDraw Lewis structures and condensed structural formulas for the four alcohols with the molecular formula C4H10O. Classify each alcohol as primary, secondary, or tertiary.arrow_forwardDescribe the melting and boiling point trend of C5H12 isomers.arrow_forward
- What is the meaning of the term tertiary (3) when it is used to classify alcohols? Draw a structural formula for the one tertiary (3) alcohol with the molecular formula C4H10O.arrow_forwardYour roommate, a chemistry major, claims to have synthesized the compound CH5 in the lab. Why is that not possible?arrow_forwardIdentify the intermolecular forces (dipole–dipole, London dispersion, ydrogen bonding) that influence the properties of the following compounds: (a) Ethane, CH3CH3(b) Ethanol, CH3CH2OH(c) Chloroethane, CH3CH2Clarrow_forward
- Your chemistry professor draws a number of molecules on the board: (1) CH4 ; (2) H2C=CH2 ; (3) H2C=C=CH2 ; and (4) H2C=C=C=CH2. You muse about all the molecules that chemists draw on a two-dimensional board and wonder which ones are actually planar, existing basically as they appear on the board, and which ones are not plane but rather three-dimensional. Answer ALL of the following questions. What are the specific orbital overlaps (i.e., sp3-sp3) that are in each of the molecules? What are the bond angles for each central atom in each molecule? Which molecules are planar and which are non-planar?arrow_forwardYour chemistry professor draws a number of molecules on the board: (1) CH4 ; (2) H2C=CH2 ; (3) H2C=C=CH2 ; and (4) H2C=C=C=CH2. You muse about all the molecules that chemists draw on a two-dimensional board and wonder which ones are actually planar, existing basically as they appear on the board, and which ones are not plane but rather three-dimensional. Answer the following questions. What is the geometry and hybridization of the carbon in CH4? What is the geometry and hybridization of each central carbon atom in the remaining molecules? Draw each molecule showing the bonds and identify each bond in all the molecules as s or p. What are the specific orbital overlaps (i.e., sp3-sp3) that are in each of the molecules? What are the bond angles for each central atom in each molecule? Which molecules are planar and which are non-planar?arrow_forwardExplain why the boiling point of CH 3CH 2CONH 2 is higher than the boiling point of CH 3CO 2CH 3.arrow_forward
- Arrange the following alkyl halides in order of increasing boiling point:(CH 3)3Br, (CH 3)2CH C(CH3) 2Br, (CH 3) 2CHBr, CH 3CH 2F.arrow_forwardA compound with the molecular formula C6H8N2arrow_forwardWhy do ionic substances generally have higher meltingand boiling points than covalent substances?arrow_forward
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