EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
9th Edition
ISBN: 9781305084391
Author: McMurry
Publisher: CENGAGE L
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Chapter 20.SE, Problem 70AP
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Explain why the representation of a one-dimensional velocity distribution function for a particular gas becomes flatter as the temperature increases.
Draw a Lewis structure for each of the following molecules and assign
charges where appropriate. The order in which the atoms are connected
is given in parentheses.
a. CIFCIF
b. BrCNBrCN
0
c. SOCI2 × (CISCIO) SOC₁₂ (CISCI)
You can draw both an octet and a valence
shell expanded structure. Considering the following structural information, which
is the better one: The measured S-OS-O bond length in SOC12SOCl2 is 1.43 Å.
For comparison, that in SO2SO2 is 1.43 Å [Exercise 1-9, part (b)], that in
CHзSOHCH3 SOH
d. CH3NH2CH3NH2
(methanesulfenic acid) is 1.66 A.
e. CH3OCH3 CH3 OCH3
NH2
f. N2H2× (HNNH) N2 H2 (HNNH)
g. CH2COCH₂ CO
h. HN3× (HNNN) HN3 (HNNN)
i. N20 × (NNO) N2O (NNO)
bre
The reaction sequence shown in Scheme 5 demonstrates the synthesis of a
substituted benzene derivative Q.
wolsd works 2
NH2
NaNO2, HCI
(apexe) 13× (1
HNO3, H2SO4
C6H5CIN2
0°C
HOTE
CHINO₂
N
O
*O₂H (
PO
Q
Я
Scheme 5
2 bag abouoqmics to sounde odi WEIC
(i)
Draw the structure of intermediate O.
[2 marks]
to noitsmot od: tot meinedogm, noit so oft listsb ni zaupaib bas wa
(ii) Draw the mechanism for the transformation of aniline N to intermediate O.
Spoilage
(b)
[6 marks]
(iii) Identify the reagent X used to convert compound O to the iodinated compound
[tom E
P.
vueimado oilovonsa ni moitos nolisbnolov ayd toes ai tedw nisiqx
(iv) Identify the possible structures of compound Q.
[2 marks]
[2 marks]
[shom 2]
(v)
bus noires goiribbeolovo xnivollot adj to subora sidab
Draw the mechanism for the transformation of intermediate P to compound Q.
[5 marks]
vi
(vi) Account for the regiochemical outcome observed in the reaction forming
compound Q.
[3 marks]
Chapter 20 Solutions
EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
Ch. 20.1 - Give IUPAC names for the following compounds:Ch. 20.1 - Draw structures corresponding to the following...Ch. 20.2 - Prob. 3PCh. 20.2 - The Ka for dichloroacetic acid is 3.32 Ă— 10-2....Ch. 20.3 - Calculate the percentages of dissociated and...Ch. 20.4 - Which would you expect to be a stronger acid, the...Ch. 20.4 - Dicarboxylic acids have two dissociation...Ch. 20.4 - The pKa of p-cyclopropylbenzoic acid is 4.45. Is...Ch. 20.4 - Prob. 9PCh. 20.5 - Prob. 10P
Ch. 20.6 - Prob. 11PCh. 20.6 - How might you carry out the following...Ch. 20.7 - Prob. 13PCh. 20.7 - Prob. 14PCh. 20.8 - Cyclopentanecarboxylic acid and...Ch. 20.8 - Prob. 16PCh. 20.SE - Prob. 17VCCh. 20.SE - Prob. 18VCCh. 20.SE - The following carboxylic acid can’t be prepared...Ch. 20.SE - Electrostatic potential maps of anisole and...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Prob. 23MPCh. 20.SE - Predict the product(s) and provide the complete...Ch. 20.SE - Acid-catalyzed hydrolysis of a nitrile to give a...Ch. 20.SE - Prob. 26MPCh. 20.SE - Naturally occurring compounds called cyanogenic...Ch. 20.SE - 2-Bromo-6, 6-dimethylcyclohexanone gives 2,...Ch. 20.SE - Naturally occurring compounds called terpenoids,...Ch. 20.SE - In the Ritter reaction, an alkene reacts with a...Ch. 20.SE - Give IUPAC names for the following compounds:Ch. 20.SE - Prob. 32APCh. 20.SE - Prob. 33APCh. 20.SE - Prob. 34APCh. 20.SE - Prob. 35APCh. 20.SE - Prob. 36APCh. 20.SE - Prob. 37APCh. 20.SE - Prob. 38APCh. 20.SE - Calculate the Ka's for the following acids: (a)...Ch. 20.SE - Thioglycolic acid, HSCH2CO2H, a substance used in...Ch. 20.SE - Prob. 41APCh. 20.SE - Prob. 42APCh. 20.SE - How could you convert butanoic acid into the...Ch. 20.SE - How could you convert each of the following...Ch. 20.SE - How could you convert butanenitrile into the...Ch. 20.SE - How would you prepare the following compounds from...Ch. 20.SE - Prob. 47APCh. 20.SE - Using 13CO2 as your only source of labeled carbon,...Ch. 20.SE - Prob. 49APCh. 20.SE - Which method-Grignard carboxylation or nitrile...Ch. 20.SE - Prob. 51APCh. 20.SE - Prob. 52APCh. 20.SE - Propose a structure for a compound C6H12O2 that...Ch. 20.SE - Prob. 54APCh. 20.SE - How would you use NMR (either 13C or 1H) to...Ch. 20.SE - Prob. 56APCh. 20.SE - A chemist in need of 2,2-dimethylpentanoic acid...Ch. 20.SE - Prob. 58APCh. 20.SE - Prob. 59APCh. 20.SE - Prob. 60APCh. 20.SE - Prob. 61APCh. 20.SE - Prob. 62APCh. 20.SE - Prob. 63APCh. 20.SE - The following pKa values have been measured....Ch. 20.SE - Identify the missing reagents a-f in the following...Ch. 20.SE - Propose a structure for a compound, C4H7N, that...Ch. 20.SE - Prob. 67APCh. 20.SE - The 1H and 13C NMR spectra below belong to a...Ch. 20.SE - Propose structures for carboxylic acids that show...Ch. 20.SE - Carboxylic acids having a second carbonyl group...
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