Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 4, Problem 4.54P
Draw the two possible chair conformations for
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Highlight each glycosidic bond in the molecule below. Then answer the questions in the table under the drawing area.
HO-
HO-
-0
OH
OH
HO
NG
HO-
HO-
OH
OH
OH
OH
NG
OH
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+
Suppose the molecule in the drawing area below were reacted with H₂ over a platinum catalyst. Edit the molecule to show what would happen to it. That is, turn
it into the product of the reaction.
Also, write the name of the product molecule under the drawing area.
Name: ☐
H
C=0
X
H-
OH
HO-
H
HO-
-H
CH₂OH
×
Draw the Haworth projection of the disaccharide made by joining D-glucose and D-mannose with a ẞ(1-4) glycosidic bond. If the disaccharide has more than
one anomer, you can draw any of them.
Click and drag to start drawing a
structure.
X
Chapter 4 Solutions
Organic Chemistry
Ch. 4 - Prob. 4.1PCh. 4 - Problem 4.2 Which of the following is not another...Ch. 4 - Problem 4.3 Draw the five constitutional isomers...Ch. 4 - Prob. 4.4PCh. 4 - Prob. 4.5PCh. 4 - Draw the five constitutional isomers that have...Ch. 4 - Problem 4.7 Give the IUPAC name for each...Ch. 4 - Give the IUPAC name for each compound. a....Ch. 4 - Problem 4.9 Give the structure corresponding to...Ch. 4 - Prob. 4.10P
Ch. 4 - Give the IUPAC name for each compound.Ch. 4 - Give the structure corresponding to each IUPAC...Ch. 4 - Arrange the following compounds in order of...Ch. 4 - Problem 4.14 Draw the staggered and eclipsed...Ch. 4 - Prob. 4.15PCh. 4 - Prob. 4.16PCh. 4 - Problem 4.17 a. Draw the three staggered and...Ch. 4 - Problem 4.18 Rank the following conformations in...Ch. 4 - Problem 4.19 Consider rotation around the...Ch. 4 - Calculate the destabilization present in each...Ch. 4 - Problem 4.21 Classify the ring carbons as up or...Ch. 4 - Problem 4.22 Using the cyclohexane with the C’s...Ch. 4 - Draw a second chair conformation for each...Ch. 4 - Problem 4.24 Draw both conformations for and...Ch. 4 - Problem 4.25 Draw the structure for each compound...Ch. 4 - For cis-1, 3-diethylcyclobutane, draw a a...Ch. 4 - Prob. 4.27PCh. 4 - Problem 4.28 Consider .
Draw structures f or the...Ch. 4 - Problem 4.29 Draw a chair conformation of...Ch. 4 - Prob. 4.30PCh. 4 - Draw the products of each combustion reaction.Ch. 4 - Explain why beeswax is insoluble in H2O, slightly...Ch. 4 - Prob. 4.33PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 - Consider the substituted cyclohexane shown in the...Ch. 4 - Prob. 4.36PCh. 4 - Prob. 4.37PCh. 4 - 4.38 Give the IUPAC name for each compound.
a. c....Ch. 4 - 4.39 Give the structure and IUPAC name for each of...Ch. 4 -
4.40 Draw the structure corresponding to each...Ch. 4 - Prob. 4.41PCh. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 4.43PCh. 4 - Prob. 4.44PCh. 4 - 4.45 Which conformation in each pair is higher in...Ch. 4 - 4.46 Considering rotation around the bond...Ch. 4 - Prob. 4.47PCh. 4 - 4.48 (a) Using Newman projections, draw all...Ch. 4 - 4.49 Label the sites of torsional and steric...Ch. 4 - 4.50 Calculate the barrier to rotation for each...Ch. 4 - 4.51 The eclipsed conformation of is less...Ch. 4 - (a) Draw the anti and gauche conformations for...Ch. 4 - For each compound drawn below: a.Label each OH,Br...Ch. 4 - Draw the two possible chair conformations for...Ch. 4 - For each compound drawn below: a. Draw...Ch. 4 - 4.56 Convert each of the following structures into...Ch. 4 - Prob. 4.57PCh. 4 - Prob. 4.58PCh. 4 - 4.59 Classify each pair of compounds as...Ch. 4 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 4.61PCh. 4 - 4.62 Draw the three constitutional isomers having...Ch. 4 - Prob. 4.63PCh. 4 - 4.64 Draw the products of combustion of each...Ch. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Prob. 4.66PCh. 4 - Prob. 4.67PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 4.69PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 4.71PCh. 4 - Prob. 4.72PCh. 4 - Consider the tricyclic structure B (a) Label each...Ch. 4 - Read Appendix B on naming branched alkyl...Ch. 4 - Read Appendix B on naming bicyclic compounds. Then...
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- Epoxides can be opened in aqueous acid or aqueous base to produce diols (molecules with two OH groups). In this question, you'll explore the mechanism of epoxide opening in aqueous acid. 2nd attempt Be sure to show all four bonds at stereocenters using hash and wedge lines. 0 0 Draw curved arrows to show how the epoxide reacts with hydronium ion. 100 +1: 1st attempt Feedback Be sure to show all four bonds at stereocenters using hash and wedge lines. See Periodic Table See Hint H A 5 F F Hr See Periodic Table See Hintarrow_forward03 Question (1 point) For the reaction below, draw both of the major organic products. Be sure to consider stereochemistry. > 1. CH₂CH₂MgBr 2. H₂O 3rd attempt Draw all four bonds at chiral centers. Draw all stereoisomers formed. Draw the structures here. e 130 AN H See Periodic Table See Hint P C Brarrow_forwardYou may wish to address the following issues in your response if they are pertinent to the reaction(s) you propose to employ:1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Please make it in detail and draw it out too in what step what happens. Thank you for helping me!arrow_forward
- 1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Everything in detail and draw out and write it.arrow_forwardCalculating the pH at equivalence of a titration 3/5 Izabella A chemist titrates 120.0 mL of a 0.7191M dimethylamine ((CH3)2NH) solution with 0.5501 M HBr solution at 25 °C. Calculate the pH at equivalence. The pk of dimethylamine is 3.27. Round your answer to 2 decimal places. Note for advanced students: you may assume the total volume of the solution equals the initial volume plus the volume of HBr solution added. pH = ☐ ✓ 18 Ar Boarrow_forwardAlcohols can be synthesized using an acid-catalyzed hydration of an alkene. An alkene is combined with aqueous acid (e.. sulfuric acid in water). The reaction mechanism typically involves a carbocation intermediate. > 3rd attempt 3343 10 8 Draw arrows to show the reaction between the alkene and hydronium ion. that 2nd attempt Feedback 1st attempt تعمال Ju See Periodic Table See Hint F D Ju See Periodic Table See Hintarrow_forward
- Draw the simplified curved arrow mechanism for the reaction of acetone and CHgLi to give the major product. 4th attempt Π Draw the simplified curved arrow mechanism T 3rd attempt Feedback Ju See Periodic Table See Hint H -H H -I H F See Periodic Table See Hintarrow_forwardSelect the correct reagent to accomplish the first step of this reaction. Then draw a mechanism on the Grignard reagent using curved arrow notation to show how it is converted to the final product. 4th attempt Part 1 (0.5 point) Select the correct reagent to accomplish the first step of this reaction. Choose one: OA Mg in ethanol (EtOH) OB. 2 Li in THF O C. Li in THF D. Mg in THF O E Mg in H2O Part 2 (0.5 point) Br Part 1 Bri Mg CH B CH, 1 Draw intermediate here, but no arrows. © TE See Periodic Table See Hint See Hint ין Harrow_forwardSelect the product for the following reaction. HO HO PCC OH ○ OH O HO ○ HO HO HOarrow_forward
- 5:45 Х Select the final product for the following reaction sequence. O O 1. Mg. ether 2.D.Oarrow_forwardBased on the chart Two similarities between the molecule with alpha glycosidic linkages. Two similarities between the molecules with beta glycosidtic linkages. Two differences between the alpha and beta glycosidic linkages.arrow_forwardplease help fill in the tablearrow_forward
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