Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 4, Problem 4.7P
Interpretation Introduction
Interpretation: To identify which two structures among A-C are identical.
Concept introduction: Two similar structures will have the same longest carbon chain with same arrangement of atoms and substituents on the longest carbon chain.
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(Part A) Provide structures of the FGI products and missing reagents (dashed box)
1 eq Na* H*
H
-H
B1
B4
R1
H2 (gas)
Lindlar's
catalyst
A1
Br2
MeOH
H2 (gas)
Lindlar's
catalyst
MeO.
OMe
C6H1402
B2
B3
A1
Product carbons' origins
Draw a box around product
C's that came from A1.
Draw a dashed box around
product C's that came from B1.
Classify each of the amino acids below.
Note for advanced students: none of these amino acids are found in normal proteins.
X
CH2
H3N-CH-COOH3N-CH-COO-
H3N-CH-COO
CH2
CH3-C-CH3
CH2
NH3
N
NH
(Choose one) ▼
(Choose one)
S
CH2
OH
(Choose one) ▼
+
H3N-CH-COO¯
CH2
H3N CH COO H3N-CH-COO
CH2
오오
CH
CH3
CH2
+
O
C
CH3
O=
O_
(Choose one)
(Choose one) ▼
(Choose one)
G
Another standard reference electrode is the standard calomel electrode:
Hg2Cl2(s) (calomel) + 2e2 Hg() +2 Cl(aq)
This electrode is usually constructed with saturated KCI to keep the Cl- concentration
constant (similar to what we discussed with the Ag-AgCl electrode). Under these
conditions the potential of this half-cell is 0.241 V.
A measurement was taken by dipping a Cu wire and a saturated calomel electrode into a
CuSO4 solution:
saturated
calomel
electrode
potentiometer
copper wire
CuSO4
a) Write the half reaction for the Cu electrode.
b) Write the Nernst equation for the Cu electrode, which will include [Cu2+]
c) If the voltage on the potentiometer reads 0.068 V, solve for [Cu²+].
Chapter 4 Solutions
Organic Chemistry
Ch. 4 - Prob. 4.1PCh. 4 - Prob. 4.2PCh. 4 - (a) Classify the carbon atoms in each compound as...Ch. 4 - Problem 3.3 Classify a carbon atom by the number...Ch. 4 - Problem 4.3 Draw the five constitutional isomers...Ch. 4 - Prob. 4.6PCh. 4 - Prob. 4.7PCh. 4 - Draw the five constitutional isomers that have...Ch. 4 - Give the IUPAC name for each compound. a. c. b. ...Ch. 4 - Give the IUPAC name for each compound. a....
Ch. 4 - Problem 4.9 Give the structure corresponding to...Ch. 4 - Prob. 4.12PCh. 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. 4.17PCh. 4 - a.Draw the three staggered and three eclipsed...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 - Draw a second chair conformation for each...Ch. 4 - Prob. 4.23PCh. 4 - Problem 4.25 Draw the structure for each compound...Ch. 4 - For cis-1, 3-diethylcyclobutane, draw a a...Ch. 4 - Prob. 4.26PCh. 4 - Problem 4.28 Consider .
Draw structures f or the...Ch. 4 - Problem 4.29 Draw a chair conformation of...Ch. 4 - Prob. 4.29PCh. 4 - Draw the products of each combustion reaction.Ch. 4 - Explain why beeswax is insoluble in H2O, slightly...Ch. 4 - Prob. 4.32PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 - Consider the substituted cyclohexane shown in the...Ch. 4 - Prob. 4.35PCh. 4 - 3.31 For each alkane: (a) classify each carbon...Ch. 4 - Prob. 4.37PCh. 4 - Prob. 4.38PCh. 4 - Give the IUPAC name for each compound. a. h.k....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. 4.42PCh. 4 - Prob. 4.43PCh. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 4.45PCh. 4 - Prob. 4.46PCh. 4 - 4.45 Which conformation in each pair is higher in...Ch. 4 - Considering rotation around the bond highlighted...Ch. 4 - Prob. 4.49PCh. 4 - Prob. 4.50PCh. 4 - 4.49 Label the sites of torsional and steric...Ch. 4 - Prob. 4.52PCh. 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. 4.59PCh. 4 - Prob. 4.60PCh. 4 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 4.62PCh. 4 - Prob. 4.63PCh. 4 - 4.62 Draw the three constitutional isomers having...Ch. 4 - Prob. 4.65PCh. 4 - Prob. 4.66PCh. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Which of the following compounds are lipids?Ch. 4 - Prob. 4.69PCh. 4 - Prob. 4.70PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 4.72PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 4.74PCh. 4 - Prob. 4.75PCh. 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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- 2. (Part B). Identify a sequence of FGI that prepares the Synthesis Target 2,4-dimethoxy- pentane. All carbons in the Synthesis Target must start as carbons in either ethyne, propyne or methanol. Hint: use your analysis of Product carbons' origins (Part A) to identify possible structure(s) of a precursor that can be converted to the Synthesis Target using one FGI. All carbons in the Synthesis Target must start as carbons in one of the three compounds below. H = -H H = -Me ethyne propyne Synthesis Target 2,4-dimethoxypentane MeOH methanol OMe OMe MeO. OMe C₂H₁₂O₂ Product carbons' origins Draw a box around product C's that came from A1. Draw a dashed box around product C's that came from B1.arrow_forwardDraw the skeletal ("line") structure of the smallest organic molecule that produces potassium 3-hydroxypropanoate when reacted with KOH. Click and drag to start drawing a structure. Sarrow_forwardDraw the skeleatal strucarrow_forward
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- 1. Provide missing starting materials, reagents, products. If a product cannot be made, write NP (not possible) in the starting material box. C7H12O Ph HO H 1) 03-78 C 2) Me₂S + Ph .H OH + 2nd stereoisomer OH Ph D + enantiomer cat OsO 4 NMO H2O acetonearrow_forwardPlease note that it is correct and explains it rightly:Indicate the correct option. The proportion of O, C and H in the graphite oxide is:a) Constant, for the quantities of functional groups of acids, phenols, epoxy, etc. its constants.b) Depending on the preparation method, as much oxidant as the graphite is destroyed and it has less oxygen.c) Depends on the structure of the graphic being processed, whether it can be more tridimensional or with larger crystals, or with smaller crystals and with more edges.arrow_forwardCheck the box under each a amino acid. If there are no a amino acids at all, check the "none of them" box under the table. Note for advanced students: don't assume every amino acid shown must be found in nature. ནང་་་ OH HO HO NH2 + NH3 O OIL H-C-CO CH3-CH O C=O COOH COOH + H2N C-H O H2N C H CH3-CH CH2 HO H3N O none of them 口 CH3 CH2 OH Хarrow_forward
- What is the systematic name of the product P of this chemical reaction? 010 HO-CH2-CH2-C-OH ☐ + NaOH P+ H2Oarrow_forward1. Provide missing starting materials, reagents, products. If a product cannot be made, write NP (not possible) in the starting material box. a) C10H12 Ph OMe AcOHg+ + enantiomer Br C6H10O2 + enantiomerarrow_forwardDraw the Fischer projection of the most common naturally-occurring form of cysteine, with the acid group at the top and the side chain at the bottom. Important: be sure your structure shows the molecule as it would exist at physiological pH. Click and drag to start drawing a structure. :☐ ©arrow_forward
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