ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
10th Edition
ISBN: 9781260008562
Author: Carey
Publisher: MCG
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Chapter 2.17, Problem 12P
Interpretation Introduction
Interpretation:
The IUPAC names for each of the given compounds are to be written.
Concept introduction:
The parent chain in each structure is first identified when writing the IUPAC name for the compound.
The chain is numbered such that the substituents attached get lowest numbers.
Prefixes are used to denote number of identical substituents.
The substituents are written in alphabetical order when writing the IUPAC name.
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Solution
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Use retrosynthetic analysis to suggest two paths to synthesize 2-methyl-3-hexanol using the Grignard reaction. (Click and drag
the appropriate image to the correct position in the reactions.)
Route 1
Aldehyde 1
or
+98
Aldehyde 2
Route 2
Q6
+100
Solved in 1 attempt
Q7
+95
Solved in 2 attempts
Q8
+98
Unlimited attempts
possible
+
+
Grignard 1
OH
H3O+
Grignard 2
Answer Bank
Q9
+90
MgBr
Unlimited attempts
possible
CH3CH2CH2MgBr
Q10
Unlimited attempts
Q11
?
?
+100
in 1 attempt
2-methyl-3-hexanol
CH3CH2MgBr
H
H
о
H
Attempt 3
2) (4 pt) After the reaction was completed, the student collected the following data. Crude
product data is the data collected after the reaction is finished, but before the product
is purified. "Pure" product data is the data collected after attempted purification using
recrystallization.
Student B's data:
Crude product data
"Pure"
product data
after
recrystallization
Crude mass: 0.93 g grey solid
Crude mp: 96-106 °C
Crude % yield:
Pure mass: 0.39 g white solid
Pure mp: 111-113 °C
Pure % yield:
a) Calculate the crude and pure percent yields for the student's reaction.
b) Summarize what is indicated by the crude and pure melting points.
Chapter 2 Solutions
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
Ch. 2.4 - Prob. 1PCh. 2.7 - Prob. 2PCh. 2.8 - Identify the orbital overlaps of all of the bonds...Ch. 2.9 - The hydrocarbon shown, called vinylacetylene, is...Ch. 2.12 - Prob. 5PCh. 2.12 - Prob. 6PCh. 2.13 - Prob. 7PCh. 2.14 - Refer to Table 2.2 as needed to answer the...Ch. 2.15 - Prob. 9PCh. 2.15 - Prob. 10P
Ch. 2.16 - Prob. 11PCh. 2.17 - Prob. 12PCh. 2.18 - Prob. 13PCh. 2.20 - Prob. 14PCh. 2.21 - Match the boiling points with the appropriate...Ch. 2.22 - Write a balanced chemical equation for the...Ch. 2.22 - Using the data in Table 2.3, estimate the heat of...Ch. 2.22 - Prob. 18PCh. 2.22 - Prob. 19PCh. 2.23 - Prob. 20PCh. 2.23 - Which of the following reactions requires an...Ch. 2 - The general molecular formula for alkanes is...Ch. 2 - Prob. 23PCh. 2 - Prob. 24PCh. 2 - Prob. 25PCh. 2 - What is the hybridization of each carbon in...Ch. 2 - Prob. 27PCh. 2 - Does the overlap of two p orbitals in the fashion...Ch. 2 - Prob. 29PCh. 2 - Aphids secrete an alarm pheromone having the...Ch. 2 - All the parts of this problem refer to the alkane...Ch. 2 - Prob. 32PCh. 2 - Prob. 33PCh. 2 - Prob. 34PCh. 2 - From among the 18 constitutional isomers of C8H18,...Ch. 2 - Give the IUPAC name for each of the following...Ch. 2 - Using the method outlined in Section 2.16, give an...Ch. 2 - Prob. 38PCh. 2 - Write a balanced chemical equation for the...Ch. 2 - The heats of combustion of methane and butane are...Ch. 2 - In each of the following groups of compounds,...Ch. 2 - Given H for the reaction H2(g)+12O2(g)H2O(l)...Ch. 2 - Prob. 43PCh. 2 - Prob. 44PCh. 2 - Prob. 45PCh. 2 - Prob. 46PCh. 2 - Prob. 47PCh. 2 - Compound A undergoes the following reactions:...Ch. 2 - Prob. 49PCh. 2 - Some Biochemical Reactions of Alkanes Alkanes...Ch. 2 - Prob. 51DSPCh. 2 - Some Biochemical Reactions of Alkanes Alkanes...Ch. 2 - Prob. 53DSP
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- Shown below is the major resonance structure for a molecule. Draw the second best resonance structure of the molecule. Include all non-zero formal charges. H. H. +N=C H H H Cl: Click and drag to start drawing a structure. : ? g B S olo Ar B Karrow_forwardDon't used hand raitingarrow_forwardS Shown below is the major resonance structure for a molecule. Draw the second best resonance structure of the molecule. Include all non-zero formal charges. H H = HIN: H C. :0 H /\ H H Click and drag to start drawing a structure. ×arrow_forward
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