C341 SP2024 Week 2 Chapter 2 KEY
.pdf
keyboard_arrow_up
School
Indiana University, Bloomington *
*We aren’t endorsed by this school
Course
341
Subject
Chemistry
Date
Feb 20, 2024
Type
Pages
5
Uploaded by SuperDangerPrairieDog41
C341 Chapter 2 Page 1 of 5 1.)
Intermolecular forces
. Many esters have distinctive fruit
‐
like odors, and many occur naturally in the essential oils of
plants. This has also led to their common use in artificial flavorings and fragrances which aim to mimic those odors.
Below are two molecules that lend themselves to the cherry fruit flavor. Indicate the intermolecular forces exhibited
by each molecule in a pure sample. Choices are London forces (
LF
), dipole
‐
dipole (
DD
), hydrogen bonding (
HB
).
Use
acronyms for your answers.
Then determine if the molecules below are water soluble (
WS
) or fat soluble (
FS
).
a.)
Provide the
molecular
formula for
the
molecules.
b.)
List the intermolecular forces exhibited by
each molecule in a pure sample.
Choices
are London forces (
LF
), dipole
‐
dipole (
DD
),
hydrogen bonding (
HB
).
Use acronyms provided for your answers.
c.)
Predict if fat soluble (
FS
) or water soluble
(
WS
)?
Use acronyms provided for your
answers.
2.)
Constitutional isomers
. For the following compound, identify its molecular formula and then draw several
constitutional isomers.
Cly
Hey02
6541003
LF DD
LF DD
HB
FS
WS
6541003
OH
5
MANY
no
on
the
Howl
on
I
CE
85
0H
what
it
oct
1
of
homat
C341 Chapter 2 Page 2 of 5 3.)
Functional groups
. Identify and circle
all
the different functional groups in these two compounds.
If you can be
descriptive, such as using 1
o
, 2
o
, etc., than do so.
4.)
Provide
line drawings
for the following functional groups containing five carbons (and exactly five carbons). Try
drawing a couple different constitutional isomers for each.
2
o
alcohol
ketone
ester
amide
1
o
amine
ether
aldehyde
3
o
alkyl halide
carboxylic acid
arene
zoam.me
20
add
30
amide
ether
arene
ester
cabad
Lamine
20
alcohol
arene
ketone
20
amine
ester
aside
alkene
HOW
or
NF
MNH
not
WEH
out
C341 Chapter 2 Page 3 of 5 5.)
Conjugation.
Molecule A
Molecule B
Draw orbital drawings of the pi
‐
orbitals for the molecules above.
Are the molecules above conjugated? Briefly explain. If so, how many p
‐
electrons are in conjugation?
Molecule C
Molecule D
Draw orbital drawings of the pi
‐
orbitals for the molecules above.
Are the molecules above conjugated? Briefly explain. If so, how many p
‐
electrons are in conjugation?
88k
8T
Molecule
A
conjugated
4
it
e
on
4
consecutive
atoms
with
4
overlapping
p
orbitals
Molecule
B
not
conjugated
8T
8
6
it
e
5
p
orbitals
4
it
e
5
p
orbitals
Both
are
conjugated
through
the
5
Porbitals
on
5
adjacent
atoms
Your preview ends here
Eager to read complete document? Join bartleby learn and gain access to the full version
- Access to all documents
- Unlimited textbook solutions
- 24/7 expert homework help
Related Questions
1. Write the skeletal structures of propanal, acetone and cyclohexanone. What is the major intermolecular force (IMF) found in them? Based on their major intermolecular force and molecular weight, what can you predict on their solubility in water?
Chemical Name
Skeletal Structures
Major IMF
Solubility in water
Propanal
Acetone
Cyclohexanone
2. What is the purpose of Tollens’ test (Part B)? What is the evidence of a positive result?
3. What is the purpose of oxidation test (Part C)? What is the evidence of a positive result?
arrow_forward
Which of the following aldehydes has the highest solubility in water?
A) CH₃CH₂C(=O)H
B) CH₃CH₂CH₂CH₂C(=O)H
C) CH₃(CH₂)₅C(=O)H
D) CH₃(CH₂)₁₀C(=O)H
E) All of these have equal solubility.
arrow_forward
You have a mixture of an aryl halide and a carboxylic acid that you wish to separate
(both are solids). Both are soluble in diethyl ether. Explain ALL the steps you would take
to obtain the two compounds in pure form from your sample.
arrow_forward
You have a mixture of an aryl halide and a carboxylic acid that you wish to separate(both are solids). Both are soluble in diethyl ether. Explain ALL the steps you would take to obtain the two compounds in pure form from your sample.
arrow_forward
Using the relationship between the structure and the boiling point. Obtain a table for the listed chemicals below showing how the boiling point will be different with (1) the different chemical structures, (2) with different functional groups.
Boiling Point and Functionalized Compounds:
Chemical:
Cyclohexanol
Cyclohexanone
Cyclohexene
Benzaldehyde
Benzyl alcohol
arrow_forward
Write the products of the reaction of diphenhydramine (a base) with the
acid HCI shown below.
H
COCH₂CH₂NCH3 + HC1
CH3
Consider the chemical reaction from the previous question. Are the
reactants or products more soluble in water? Briefly explain.
arrow_forward
9.
An organic compound, P, has the molecular formula, C3H6O. It reacts with chromic acid
to form Q. Q reacts with ethanol in the presence of concentrated sulphuric acid to give a
sweet-smelling liquid, R.
a) Identify P, Q and R.
b) Arrange in decreasing order the boiling point of compound P, Q and ethanol.
Explain.
c) Compare acidity of Q and propanol
arrow_forward
Choose the best explanation for why these
compounds are all less than fifteen carbons.
A) Aldehydes with longer alkyl chains
become increasingly nonpolar and the LDF
are stronger than hydrogen bonding with
ethanol.
B) Ethanol molecules will hydrogen bond
with the oxygen of the aldehydes. However,
longer alkyl chains interrupt the ability of
the aldehyde to hydrogen bond with
ethanol which decreases the solubility.
C) Ethanol molecules will form strong LDF
interactions between the alkyl chains of the
aldehydes and the alkyl groups of ethanol.
The strong attractions cause the aldehydes
to precipitate out of solution.
D) When aldehydes chain length increases,
the aldehydes have stronger intermolecular
force with the small ethanol solvent
molecules than the ethanol-ethanol
intermolecular force.
arrow_forward
KINDLY HELP ME WITH THIS PROBLEM MULTIPLE CHOICE THANK YOU !
arrow_forward
Write the skeletal structures of propanal, acetone and cyclohexanone. What is the major intermolecular force
(IMF) found in them? Based on their major intermolecular force and molecular weight, what can you predict
on their solubility in water?
Chemical Name
Skeletal Structures
Major IMF
Solubility in water
Propanal
Acetone
Cyclohexanone
arrow_forward
Give correct detailed Solution with explanation needed..don't give Handwritten answer
arrow_forward
Give detailed Solution with explanation needed
arrow_forward
Following are IUPAC names and structural formulas for compound Divide each name into a prefix, an infix, and a suffix and specify the information about the structural formula that is contained in each part of the name.
arrow_forward
3. The melting point of salicylic acid is higher than that of acetylsalicylic acid. Explain why this is with reference to their functional groups?
arrow_forward
Explain why benzocaine precipitates during the neutralization.
arrow_forward
Compound A and compound B (see figure below) are used in different industries. They both have six carbon atoms. Which would be soluble in water and which would be soluble in hexane?
arrow_forward
1. The reactant (2-methyl-2-butanol) has a limited solubility in water at room temperature. 10.0 mL of 2-methyl-2-butanol will dissolve in ~ 80 mL of water. In this experiment, 10.0 mL of 2-methyl-2-butanol readily dissolved in 20 mL of 12 mol/L aqueous HCl.
a. Why does this compound exhibit some solubility in water? Consider intermolecular forces and include a diagram to illustrate the relevant intermolecular forces. Why is it not completely miscible in water (in all proportions)?
arrow_forward
what solvent acetic acid will be soluble in? Water or ether? What structural and/or molecular properties of acetic acid contributes to its solubility?
arrow_forward
Cocaine is a widely abused, addicting drug. Cocaine is usually obtained as its hydrochloride salt (cocaine hydrochloride) but can be converted to crack (the neutral molecule) by treatment with base. Which of the two compounds here has a higher boiling point? Which is more soluble in water? How does the relative solubility explain why crack is usually smoked but cocaine hydrochloride is injected directly into the bloodstream?
arrow_forward
Explain a procedure to separate a mixture of the following 3 compounds to 3 separate individual components. May use any organic solvents and reagents. (Part A is first mixture, Part B is second mixture)
First answer (a) then (b)
arrow_forward
Please help me solve this problem.
arrow_forward
explain why on addition of 1 mol of NaCl to 1 litre of water, the boiling point of water increases, while addition of 1 mol of methyl alcohol to one litre of water decreases its boiling point.
arrow_forward
why ethyl acetate is immiscible with water?
arrow_forward
3. Consider the following lists of solutes and solvents. Using the general guideline of "like
dissolves like" and the concept of polarity, determine which solute will dissolve best in
which solvent.
Solvents
H₂O
bromomethane
octane
Solutes
propane
ethanoic acid
heptan-1-ol
arrow_forward
1. Esters can be formed by the condensation of a carboxylic acid with the hydroxyl group of an alcohol or phenol.
a) Use structures to show the condensation of acetic acid (IUPAC: ethanoic acid) with the hydroxyl of cyclohexanol.
b) Explain why 'condensation' is an appropriate name for this reaction.
c) You'll synthesize the ester in aspirin by condensing the phenol group of salicylic acid not with acetic acid, but with
acetic anhydride. Explain why the experiment calls for the use of an anhydride, rather than an acid.
arrow_forward
how many pi bond and sigma bonds occur in lactic acid?
arrow_forward
URIC ACID vs. CYSTINE
II. Complete the table. Choose the answer from the box below.
URIC ACID
CYSTINE
Color
Solubility in Ammonia
Solubility in HCl
Birefringence (ability to refract light in 2 directions)
Cyanide-nitroprusside reaction
Positive
Insoluble
Birefringent
Soluble
Not Birefringent
Yellow-brown
Soluble
Negative
Soluble
Colorless
arrow_forward
What kind of solvent ingredients is usually used in the concentrations of 4-10 percent in skin care products and their function is to soften skin cells and to lessen wrinkles?
A. Ethly acetate
B. Alpha hydroxyl acids
C. Phenols and phenol derivatives
D. Aliphatic alcohols
arrow_forward
Select the stronger acid from pair and explain your reasoning. For stronger acid, write a structural formula for its conjugate base.
Q.) CH3CH2OH or CH3C=(three sticks in equals)CH
arrow_forward
I. Complete the table.
Classification
of Carboxylic
Acids and its
derivatives
No.
Common Name
Structure
IUPAC Name
1.
CH3CH2CH2COONA
COOH(CH2)SCOOH
3.
CH3CH2CH2CH2CH2COOH
4.
C6HSCOOCOC6H5
5.
CICOCH2CH2CH2CH2OH
6.
CH3(CH2)7CONH2
7.
CH3(CH2)3CH2COOCH2(CH2).CH3
CH3CH2OCOCH2CH2CH2CH2CH2CH2
8.
CH3
9.
CH3CH2CH2CH2CH2CH2CH2CH2COCI
10.
H2NCOCH2CH2CH2CH3
2.
arrow_forward
SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Related Questions
- 1. Write the skeletal structures of propanal, acetone and cyclohexanone. What is the major intermolecular force (IMF) found in them? Based on their major intermolecular force and molecular weight, what can you predict on their solubility in water? Chemical Name Skeletal Structures Major IMF Solubility in water Propanal Acetone Cyclohexanone 2. What is the purpose of Tollens’ test (Part B)? What is the evidence of a positive result? 3. What is the purpose of oxidation test (Part C)? What is the evidence of a positive result?arrow_forwardWhich of the following aldehydes has the highest solubility in water? A) CH₃CH₂C(=O)H B) CH₃CH₂CH₂CH₂C(=O)H C) CH₃(CH₂)₅C(=O)H D) CH₃(CH₂)₁₀C(=O)H E) All of these have equal solubility.arrow_forwardYou have a mixture of an aryl halide and a carboxylic acid that you wish to separate (both are solids). Both are soluble in diethyl ether. Explain ALL the steps you would take to obtain the two compounds in pure form from your sample.arrow_forward
- You have a mixture of an aryl halide and a carboxylic acid that you wish to separate(both are solids). Both are soluble in diethyl ether. Explain ALL the steps you would take to obtain the two compounds in pure form from your sample.arrow_forwardUsing the relationship between the structure and the boiling point. Obtain a table for the listed chemicals below showing how the boiling point will be different with (1) the different chemical structures, (2) with different functional groups. Boiling Point and Functionalized Compounds: Chemical: Cyclohexanol Cyclohexanone Cyclohexene Benzaldehyde Benzyl alcoholarrow_forwardWrite the products of the reaction of diphenhydramine (a base) with the acid HCI shown below. H COCH₂CH₂NCH3 + HC1 CH3 Consider the chemical reaction from the previous question. Are the reactants or products more soluble in water? Briefly explain.arrow_forward
- 9. An organic compound, P, has the molecular formula, C3H6O. It reacts with chromic acid to form Q. Q reacts with ethanol in the presence of concentrated sulphuric acid to give a sweet-smelling liquid, R. a) Identify P, Q and R. b) Arrange in decreasing order the boiling point of compound P, Q and ethanol. Explain. c) Compare acidity of Q and propanolarrow_forwardChoose the best explanation for why these compounds are all less than fifteen carbons. A) Aldehydes with longer alkyl chains become increasingly nonpolar and the LDF are stronger than hydrogen bonding with ethanol. B) Ethanol molecules will hydrogen bond with the oxygen of the aldehydes. However, longer alkyl chains interrupt the ability of the aldehyde to hydrogen bond with ethanol which decreases the solubility. C) Ethanol molecules will form strong LDF interactions between the alkyl chains of the aldehydes and the alkyl groups of ethanol. The strong attractions cause the aldehydes to precipitate out of solution. D) When aldehydes chain length increases, the aldehydes have stronger intermolecular force with the small ethanol solvent molecules than the ethanol-ethanol intermolecular force.arrow_forwardKINDLY HELP ME WITH THIS PROBLEM MULTIPLE CHOICE THANK YOU !arrow_forward
- Write the skeletal structures of propanal, acetone and cyclohexanone. What is the major intermolecular force (IMF) found in them? Based on their major intermolecular force and molecular weight, what can you predict on their solubility in water? Chemical Name Skeletal Structures Major IMF Solubility in water Propanal Acetone Cyclohexanonearrow_forwardGive correct detailed Solution with explanation needed..don't give Handwritten answerarrow_forwardGive detailed Solution with explanation neededarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning