Oxazolone TEMPLATE
docx
keyboard_arrow_up
School
Iowa State University *
*We aren’t endorsed by this school
Course
331L
Subject
Chemistry
Date
Feb 20, 2024
Type
docx
Pages
13
Uploaded by KidKangaroo5693
TEMPLATE: Oxazolone Synthesis
Please make a copy before editing.
Name: Olivia Mertes
Section: TA First Name: Sepi, Moha
TA email: abbais@iastate.edu
Combination: 38-14-28
Pre-lab Questions
Day 1: Hippuric Acid Synthesis
1.
(4 pts) The first synthesis for this experiment is shown below. Examine the product of the reaction. Given the most common types of reactions for acyl chlorides, what type of reaction is this? (e.g. nucleophilic substitution, addition, elimination, etc.)
This type of reaction is a nucleophilic substitution since the lone pairs in the nitrogen will attack the carbonyl and the chlorine will be kaicked off.
2.
(4 pts) Consider the structure of glycine at various pHs as shown below. Explain why the addition of NaOH is necessary to facilitate the reaction between benzoyl chloride and glycine.
The addition of NaOH is necessary to facilitate the reaction between benzoyl chloride and glycine since we want glycine to act as the nucleophile instead of the base in the reaction. The lone pair on the nitrogen
needs to be there so that it can attack the carbonyl of the benzoyl chloride. It the reaction did not have NaOH the amine group would be protonated and the lone pairs on notrogen wouldn’t be there and thereofr wouldn’t attack the carbonyl aand a whole different product would form.
3.
(16 pts) Draw the complete mechanism for the reaction between benzoyl chloride and glycine. 4.
(20 pts) Fill in the following tables with amounts to use.
Amounts for Synthesis of Hippuric Acid
Reactant
Reactant
Base
Acid
Product
benzoyl chloride
glycine
NaOH (aq)
conc HCl (aq)
hippuric acid
Moles
2.5 mmol
2.5 mmol
3x excess Enough to neutralize NaOH
2.5 mmol
MW
140.57 g/mol
75.07 g/mol
NA
NA
179.17 g/mol
Concentration
NA
NA
6 M
12 M NA
Amount 0.35g
0.19g
1.25mL
0.625mL
0.448g
Benzoyl chloride: 0.0025mol x 140.57g/mol = 0.35g
Glycine: 0.0025mol x 75.07g/mol = 0.19g
NaOH: 0.0075mol / 6M = 1.25mL
HCl: 0.0075mol / 12M = 0.625mL
Hippuric Acid: 0.0025mol x 179.17g/mol = 0.448g
Day 2: Oxazolone Sythesis
Mechanism
The reaction of hippuric acid and an aromatic aldehyde to produce a fluorescent oxazolone has multiple steps. These questions will walk you through the steps.
1.
(4 pts) The first step is simply a proton transfer. Fill in the missing curved arrows and draw product A to complete the step.
2.
(4 pts) The second step is a nucleophilic attach on the anhydride. Draw product A and fill in the missing arrows to complete the step.
3.
(4 pts) The third step is loss of a leaving group. Draw product B to complete the step.
4.
(4 pts) Compound B tautomerizes as shown below. Draw product B and curved arrows to show tautomerization.
5.
(8 pts) Next step is a nucleophilic attack of the double bond on the carbonyl carbon of the aldehyde. This is followed by a proton transfer step to remove the charge on the oxygen. Draw the missing product C and fill in missing curved arrows to complete these two steps.
6.
(4 pts) Notice that the product of the last step is a beta hydroxy ketone (circled in red below). Remember that a beta hydroxy ketone is also the product of an aldol addition. The next step in the oxazolone reaction is like an aldol condensation: Base removes a proton, a double bond is formed, and a hydroxide leaves. Using this information, draw product D and fill in missing curved arrows.
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
7.
(8 pts) The next step involves intramolecular nucleophilic attack to form a five membered ring. Draw the missing product E. The curved arrows are drawn for you this time.
8.
(4 pts) The final step involves loss of a leaving group to form the final product, an oxazolone. Draw the missing product E and fill in missing curved arrows.
Amounts
9.
(16 pts) Fill in the following tables with amounts to use.
Amounts for Synthesis of Oxazolone
Reactant
Reactant
Base
Product
4-(dimethylamino)benzaldehyde
Hippuric acid
anhydrous sodium acetate
Moles
1.4 mmol
1.4 mmol
1.4 mmol 1.4 mmol
MW
149.19 g/mol
179.17 g/mol
82.03 g/mol
292.3 g/mol
Amount 0.2089g
0.251g
0.115g
0.409g
Reactant: (4-dimethyl): 1.4mmol = 0.0014mol x 149.19g/mol = 0.2089g
Reactant (Hippuric): 0.0014mol x 179.17g/mol = 0.251g
Base: 0.0014mol x 82.03g/mol = 0.115g
Product: 0.0014mol x 292.3g/mol = 0.409g
In-lab Notes
Week 1:
o
Mass of benzoyl chloride: 0.3mL
o
Mass of glycine: 0.185g
o
Mass of watch glass: 22.641g
o
Mass of watch glass + product: 22.702g
o
Mass of product: 0.061g
o
Melting point: 185-189 degrees C
Week 2:
o
Mass of aldehyde: 0.16mL
o
Mass of anhydrous sodium acetate: 0.118g
o
Mass of hippuric acid: 0.253g
o
Mass of acetic anhydride: 0.7 mL
o
Mass of watch glass: 24.185g
o
Mass of watch glass + product: 24.306g
o
Mass of product: 0.121g
o
Melting point: 140-142 degrees C
Analysis and Application Questions
Do not copy and paste structures or mechanisms from any source.
Answers must be legible or they will not be graded.
Note that there are no application questions and point structure is different due to this being a 2-
day experiment.
Part 1: Hippuric Acid Synthesis
Data and Observations
1.
(5 pts) Calculate your percent yield. Show your work for full credit.
2.
(1 pts) Melting point range of crude and pure product.
a.
Our melting point range was 185-189 degrees
3.
Copy of FTIR spectra of crude and pure product annotated with:
Crude Product:
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
Pure Product:
a.
(6 pts) Structure (3 pts ea)
b.
(8 pts) Peaks labeled according to functional groups in product. (4 pts ea)
4.
Copy of Proton NMR spectra of product annotated with:
3 . 6
3 . 8
4 . 0
4 . 2
4 . 4
4 . 6
4 . 8
5 . 0
5 . 2
5 . 4
5 . 6
5 . 8
6 . 0
6 . 2
6 . 4
6 . 6
6 . 8
7 . 0
7 . 2
7 . 4
7 . 6
7 . 8
8 . 0
8 . 2
8 . 4
8 . 6
8 . 8
9 . 0
9 . 2
f 1 ( p p m
)
- 5 0 0 0
0
5 0 0 0
1 0 0 0 0
1 5 0 0 0
2 0 0 0 0
2 5 0 0 0
3 0 0 0 0
3 5 0 0 0
4 0 0 0 0
4 5 0 0 0
5 0 0 0 0
5 5 0 0 0
6 0 0 0 0
6 5 0 0 0
7 0 0 0 0
A
p r 1 2 2 0 2 3 _
3 3 2 L S e c 5 . 3 3 . f i d
O
x a z o
l o n e p 1
2 . 1 0
2 . 1 6
1 . 0 3
2 . 0 0
1 . 0 0
3 . 8 5
3 . 9 2
3 . 9 4
6 . 1 5
7 . 3 4
7 . 3 6
7 . 3 7
7 . 3 8
7 . 3 8
7 . 3 8
7 . 4 2
7 . 4 3
7 . 4 4
7 . 4 6
7 . 4 7
7 . 4 7
7 . 4 8
7 . 4 9
7 . 4 9
7 . 5 0
7 . 5 1
7 . 5 3
7 . 5 4
7 . 5 4
7 . 5 4
7 . 5 5
7 . 5 6
7 . 5 6
7 . 5 7
7 . 5 8
7 . 5 8
7 . 6 9
7 . 7 0
7 . 7 1
7 . 7 1
7 . 7 2
7 . 8 6
7 . 8 7
7 . 8 7
7 . 8 8
7 . 8 8
7 . 8 9
7 . 8 9
7 . 9 4
7 . 9 4
7 . 9 6
8 . 8 2
8 . 8 3
8 . 8 5
a.
(3 pts) Structure
b.
(7 pts) Prediction table showing shift, integrations and splitting
c.
(5 pts) Each peak labeled with associated proton(s) in structure
Analysis
5.
Explain how your data give evidence that you synthesized the product that you expected and that
it is pure.
a.
(3 pts) Compare melting point with what was expected. Comment on possible contaminants if relevant. Was the melting point improved with recrystallization? Explain.
i.
Our expected melting point was 190 degrees C and we had a melting point of 185-189 degrees C for our pure product. Pur product does not show any contaminants or deviation from what we expected with our observed melting point.
b.
(5 pts) Compare FTIR spectrum with what was expected. Comment on possible contaminants if relevant. Was the FTIR spectrum improved with recrystallization? Explain.
i.
We expected the FTIR spectrums to have four relevent peaks. These peaks were
N-H which is expected to show at around 3250cm^-1, O-H stretch which is supposed to appear around 3000cm^-1, a C-H stretch which is supposed to appear around 2750cm^-1 and a C=O stretch that is supposed to appear around 1750cm^-1. Our pure spectra shows all founr relevent peaks. The N-H stretch appears at around 3300cm^-1, O-H appears at about 3000cm^-1, C-H appears right under 3000cm^-1, C=O appears right about 1700cm^-1. Yes, the FTIR was improved with recrystallization as the peaks in the pure product were a lot atringer and easier to identify. This also indicated our product had little contaminates and our product is pure.
c.
(5 pts) Compare 1
H-NMR spectrum with what was expected. Comment on possible contaminants if relevant.
i.
We predicted the final product of Hippuric acid to have 5 relevent peaks. Proton A around the aromatic were expected to have a shift between 7-8ppm, integration of 3H and multiplet splitting. Our spectra shows a peak at about 7.5ppm with 3H integration and multiplet splitting. Proton B, connected to nitrgoen was predicted to habe a shift between 8-9ppm with 1H integration and triplet splitting. Our spectra shows a peak at about 8.8ppm that has 1H integration and triplet splitting. Proton C, which is the proton off of the carbon between the nitrogen and carbonyl was expected to have a shift between 3-4ppm
2H integration, and doublet splitting. Our spectra shows a peak at about 4.0ppm with 2H integration and doublet splitting. Proton D which is connected to the oxygen was predicted to have a shift between 12-13ppm with 1H integration and singlet splitting. Our spectra does not show a peak anywhere near 12ppm. Proton E whish are next to A on the aromatic ring were expected to have a shift between 7-8ppm with 2H integration and doublet splitting. Our spectra shows a peak at about 7.9ppm with 2H integration and doublet splitting. Our spectra does not show any contaminants, but it also seems to be missing a peak which indicates that our synthesis had some issues and our product is probably not as pure as it could have been.
Part 2: Oxazolone Sythesis
Data and Observations
6.
(5 pts) Calculate your percent yield. Show your work for full credit.
7.
(1 pts) Melting point range
a.
140-142 degrees C
8.
(4 pts) Photo of TLC plate with R
values calculated.
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
9.
(1 pts) Photo of fluorescence properties of product.
10.
Include an annotated FTIR spectrum of your product annotated with:
a.
(3 pts) Structure
b.
(4 pts) Label each peak with the corresponding functional group on the structure.
11.
Proton NMR spectra of your product annotated with:
2 . 5
3 . 0
3 . 5
4 . 0
4 . 5
5 . 0
5 . 5
6 . 0
6 . 5
7 . 0
7 . 5
8 . 0
8 . 5
f 1 ( p p m
)
- 2 0 0 0 0
0
2 0 0 0 0
4 0 0 0 0
6 0 0 0 0
8 0 0 0 0
1 0 0 0 0 0
1 2 0 0 0 0
1 4 0 0 0 0
1 6 0 0 0 0
1 8 0 0 0 0
2 0 0 0 0 0
2 2 0 0 0 0
2 4 0 0 0 0
2 6 0 0 0 0
2 8 0 0 0 0
A
p r 1 9 2 0 2 3 _
3 3 2 L S e c 5 . 3 3 . f i d
O
x a z o
l o n e p t . 2
3 . 0 0
1 . 9 3
2 . 1 1
1 . 9 8
0 . 9 9
1 . 9 7
1 . 9 2
2 . 4 6
2 . 4 7
7 . 2 7
7 . 2 8
7 . 3 1
7 . 3 3
7 . 3 4 C
D
C l 3
7 . 5 4
7 . 5 4
7 . 5 5
7 . 5 6
7 . 5 8
7 . 5 9
7 . 6 1
7 . 6 2
7 . 6 2
7 . 6 4
7 . 6 4
7 . 6 5
7 . 6 5
7 . 6 6
8 . 1 3
8 . 1 5
8 . 2 0
8 . 2 0
8 . 2 1
8 . 2 2
8 . 2 3
a.
(3 pts) Structure
b.
(7 pts) prediction table showing shift, integrations and splitting
c.
(5 pts) each peak labeled with associated proton(s) in structure
Analysis
12.
Explain how your data give evidence that you synthesized the product that you expected and that
it is pure.
a.
(2 pts) Compare melting point with what was expected. Comment on possible
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
contaminants if relevant. a.
Our expected melting point of our final product was around 149-151 degrees C. Our product had a melting point range of 140-142 degrees C. Based on the melting point, our product shows that is was decently pure as it was in the reasonable range of acceptable melting point of 10 degrees.
b.
(4 pts) Did the TLC plate give evidence of successful synthesis? Explain
a.
Our TLC plate does give evidence of a pretty successful synthesis. Our product only has one spot showing that it had no contaminants and it had a higher Rf value than 2 out of 3 of our starting materials, one matching our product Rf value which indicates evidence of a successful synthesis, but there could be some contaminants in it with the matching Rf value of one of the starting materials.
c.
(3 pts) Did the color and fluorescence properties give evidence of a successful synthesis of oxazolone? Explain.
a.
Yes, the color and flourescence properties do give evidence of a successful synthesis since we know oxazilone has flourescence properties due to its amino acid light sensitivity. Our product showed a neon yellow color and flourescent properties under the UV light which indicates a succeddful synthesis and creation
of oxazolone.
d.
(5 pts) Compare FTIR spectrum with what was expected. Comment on possible contaminants if relevant. a.
The FTIR spectra is what we expected. We expected three rlelvent peaks of our product. The first peak was a C-H stretch around 2500cm^-1, a C=O stretch at about 1750cm^-1, and a C=C stretch at right about 1500cm^-1. Our soectra shows these three relevent peaks, C-H right above 2500cm^-1, C=O right above 1500cm^-1 ans C=C right below 1500cm^-1. There do not appear to be any contaminants in our spectra.
e.
(5 pts) Compare 1
H-NMR spectrum with what was expected. Comment on possible contaminants if relevant.
a.
For our product we expected four major peaks in the NMR spectra. The first proton A the methyl group was expected to have a shift of 2-3ppm, integration of 3H and singlet splitting. Our graph shows a peak at about 2.5ppm with a 3H integration and singlet splitting. Proton B which is around the aromatic right connected to the methyl group was expected to have a shirt of 7-8ppm with 4H integration and multiplet splitting. Our spectra shows a peak at about 7.4ppm with 3H integration and multiplet splitting. Proton C which is connected to the alkene was expected to have a shihft between 4-5ppm with 1H integration and singlet splitting. Our spectra does not show a peak for proton C. Proton D which is connected to the second aromatic ring was expected to show between 7-8ppm
with 5H integration and multiplet splitting. Our soectra shows a peak at about 7.6ppm with 3H integration and multiplet splitting. Our spectra shows many contaminants are present. There are peaks that are not accounted for in the product, and there are peaks we expected to be there that aren’t. Since we are missing a whole peak from our product we can conclude that our product was not
synthesized correctly, and there are contaminants in our product.
Related Documents
Related Questions
The synthesis of an azo dye is shown below. Please answer the following questions.
NH2
*N2
1) Na2CO3
2) NANO2, HCI
B N-N A
ŠOH
Step 1
Step 2
1
2. In step 2, Why compound 2 selectively adds to the para position of aniline? (multiple answers)
Oa) amino group is an electron-withdrawing group
ob) amino group is an electron-donating group
Oc) amino group is an ortho-para directing group
Od) para positions is more sterically hindered
arrow_forward
Prelab Questions:
1. Write the balanced equation for the bromination of 4-methylbenzoic acid.
2. Complete the following table for the bromination with the values from the procedure given:
density,
g/mL
XXX
XXX
MW,
mp/bp, °C
mp, 179-181
mp, 175-180 (dec)
mp, 105
bp, 132
equiv mmol
compound
4-methylbenzoic acid
NBS
Benzoyl peroxide
chlorobenzene
g/mol
mL
XXX
XXX
XXX
XXX
XXX
XXX
XXX
XXX
3. What is the theoretical yield for this reaction?
arrow_forward
When aspirin is made from acetic acid, the by product is H2O; when acetic anhydride 1Sused, the by-product is acetic acid. When acetyl chloride is used (see above), the by product is HC1. Which route should you use if you were working for Leica, a company that mass produces aspirin on a daily basis? Why?
arrow_forward
I am not sure how to do number 10
arrow_forward
Please Help
arrow_forward
X 10 (select) v
molecules of penicillin
arrow_forward
S-adenosylmethionine reacts with norepinephrine to form epinephrine.
: OH
sor
:5:
HO
HO
norepinephrine
HO
HO
:5:
Draw curved arrows to show the first step of the mechanism. Do not alter the pre-drawn structures.
HO
S-adenosylmethionine
NH₂
: OH
—s:
NH₂
НО,
HO
: ÖH
epinephrine
OH
N
NH₂
N:
arrow_forward
Draw the products of the hydrolysis shown.
O Macmillan Learning
Chapter 6 HW - General, Organic, and Biological Chemistry for Health Sciences - Acha
Resources
Hint
Submit A
H3C
C.
H₂
CH3
H
H*
Draw products.
Select Draw Templates More
////// C O
OCT
11
5
%
Λ
6
H
S
O
MacBook Pro
27
Erase
2Q
*
(
8
9
0
Z
arrow_forward
The following three derivatives of succinimide are anticonvulsants and have found use in the treatment of epilepsy, particularly petit mal seizures.
Ph.
Ph
`N'
ČH3
ČH3
Methsuximide
Ethosuximide
Phensuximide
Following is a synthesis of phensuximide.
CN
Ph
CN
Ph
CN
NaOEt
KCN
1. NaOH, H2O
Ph-CHO
2. HС, Н20
COOET
H
cOOEt
NC
COOEt
3. Нeat
Ethyl
cyanoacetate
(A)
(B)
Benzaldehyde
Ph.
Ph
Ph
CH3NH2
НООС
СООН
EtOOC
COOET
`N'
(C)
(D)
ČH3
Phensuximide
In the conversion of (B) to (C), draw the structure of the product of step 1.
arrow_forward
I need help with predicting the ester.
arrow_forward
The following chemical equation is for an elimination reaction, where the importan
H
H-
H-
H
catalyst
A
Explanation
Use the information provided to predict the missing organic product and draw its stru-
skeletal ("line") style for the structure as the rest of the equation.
? + H-H
Check
27
Click and drag to start drawing a
structure..
útv
2023 McGr
arrow_forward
Match column A (common active ingredients of insect repellants) to column
B (IUPAC names).
Column A
Column B
1. Citronellol and Geraniol
a. 6 parts DMP, 2 parts Indalone, and 2 part of
Rutgers 612
b. Six esters (pyrethrins)
2. DEET
3. DMP
c. 1-piperidine carboxylic acid-2(2-
4. 6-2-2
hydroxyethyl)-1-methylpropyl ester
d. 3-(N-acetyl-N-butyl) aminopropionic acid
5. Picaridin
6. Citriodiol
ethyl ester
7. IR-3535
e. butyl-3,3- dihydro-2,2-dimethyl-4-oxo-2H-
pyran-6-carboохуlate
f. para-menthane-3,8-diol
8. Rutgers 612
9. Indalone
g. dimethyl phthalate
10. Pyrethrum
h. 2-ethyl-1,3-hexanediol
i. 3,7-Dimethyloct-6-en-1-ol
j. N, N-diethyl-m-toluamide
arrow_forward
The image shows a lipid bilayer, with the polar heads represented by circles and the hydrophobic tails represented by lines. Add
The fatty acids into the lipid bilayer to indicate a structure that, when incorporated into a phospholipid, would result in a more
Suid membrane with a lower melting point. Be sure to insert the fatty acids into the bilayer in the correct orientation.
© Macmillan Leag
OCT
18
Ը
Answer Bank
all
A
arrow_forward
t
Question 43
Consider the Chapter 39: Wittig reaction: Synthesis of
trans-9-(2-phenylethenyl) anthracene (pages 507-510)
lab.
To form the Wittig reagent, benzyltriphenylphosphonium
chloride is reacted with
NaOH
HCI
Triphenylphosphine
9-Anthraaldehyde
arrow_forward
Draw a reasonable curved arrow mechanism for the hydrolysis of DNA (shown below).
Draw your mechanism on a separate page (one page) and upload as a PDF (one page).
НО.
base
base
OH
pH = 10
H₂O
2
НО.
base
OH
+
PO43-
...
arrow_forward
To make ethyl acetate, what substrate and reagents and solvent are needed?
Example: acetic aicd + ethanol + H2SO4
arrow_forward
Which question will your experiment investigate? (select one and delete the others)
How does temperature affect how lactase drops work to break down lactose into glucose and
galactose?
How does pH affect how lactase drops work to break down lactose into glucose and galactose?
How does agitation (movement) affect how lactase drops work to break down lactose into
glucose and galactose?
What variable will you change in this experiment? This is also called the Independent variable.
How will you change it?
What variable will you measure in this experiment to determine the effect of the variable you
changed? This is also called the Dependent variable.
How will you measure it?
What variables will you keep the same in this experiment?
Check off the items in this list that you would use for this experiment. You may add any items
you feel you would need.
O skim milk (which contains lactose)
O Lactase drops
O Graduated cylinder
Eye dropper
Ice cubes
O pH paper
O Hot plate
Mixing spoon
O…
arrow_forward
Consider the tripeptide phenylalanylcysteylmethionine.
Part: 0/2
Part 1 of 2
Draw the structure of this tripeptide at physiological pH.
Click and drag to start drawing a
structure.
C™ č
X
arrow_forward
A student was trying to treat an alcohol with PCC and when they took the IR below they wanted to see if the product had formed. What evidence supports the suspicions that the product did form?
arrow_forward
Which bases can deprotonate acetylene? The pKa values of the conjugate acids are given in parentheses.a.) CH3NH− (pKa = 40)b.) CO32− (pKa = 10.2)CH2=CH− (pKa = 44)(CH3)3CO− (pKa = 18)
arrow_forward
27) Hydrolysis of an ester:
O
II
CH,-C-O-CH2-CH2-CH, + H20
28) Acid/ Base reaction of an amine
CH3-CH2-NH2 H2CO3
29) Hydrolysis of an amide
11
CH3-CH2-CH2-CH2-CH2-C-NH-CH2-CH2-CH, + H20
OMIC Molecules
arrow_forward
(neutralisation reaction) use the given guidelines to solve this question
arrow_forward
Synthesis of Dilantin by Multi-Step Synthesis Part 4 - Ureabenzil Condensation
Table of Reagents
Molecular
weight
(g/mol)
Mass
(g)
Volume
(mL)
density
(g/mL)
Amount
(mmol)
Reagent
benzil
210.23 1.0
4.75
Sodium hydroxide
(30% wv)
39.997
1.2
loo
urea
0.432
7,19
-
Limiting Reagent:
Identify the limiting reagent (warning, some reagents may be catalysts, and can be used in sub-
stoichiometric amounts, and not all reactions have 1:1 stoichiometric coefficients)
Yield of Product:
Calculate the % yield of product you obtained. Watch significant figures and SHOW YOUR
WORKING.
Overall yield of product based on benzaldehyde:
Calculate the % yield of the product you obtained based on the starting material for this synthesis,
benzaldehyde. Watch significant figures and SHOW YOUR WORKING.
arrow_forward
Chrome File Edit View History Bookmarks People Window Help
(89%) Sun Nov 24 12:25 PM
MasteringChemistry: Chap X
https://session.masteringchemistry.com/myct/itemView?assignmentProblemID=128921094
Chemistry11-Fall2019
Grecia
Chapter 15
ydrolysis and Hydrogenation of Triacylglycerols
K
22 of 23
Review I Constants I Periodic Table
A triacylglycerol is made up of a glycerol moiecule and three fatty acid chains.
During hydrolysis, water reacts with the triacylglycerol, splitting it into its
component molecules.
Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Template toolbars. The single bond is active by default. Include all
hydrogen atoms.
View Available Hint(s)
Hydrogenation (the addition of hydrogen) of an unsaturated triacylglycerol
produces a saturated triacylglyceroil
e H
H
CI
IMarvinJS
Figure
Br
1 of 2
F
CH:-O-C-(CH).CH
CH O-C-(CH)CH
CH-0-C-(CH)CH
A OOOO
Submit
WXOBOM
HOW
24
FV
FIT
F1O
F9
DOO
F8
F7
F6
F5
esc
F3
+
&
%
$
delete
0
8
7…
arrow_forward
SEE MORE QUESTIONS
Recommended textbooks for you

Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning

Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning

Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education

Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning

Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
Related Questions
- The synthesis of an azo dye is shown below. Please answer the following questions. NH2 *N2 1) Na2CO3 2) NANO2, HCI B N-N A ŠOH Step 1 Step 2 1 2. In step 2, Why compound 2 selectively adds to the para position of aniline? (multiple answers) Oa) amino group is an electron-withdrawing group ob) amino group is an electron-donating group Oc) amino group is an ortho-para directing group Od) para positions is more sterically hinderedarrow_forwardPrelab Questions: 1. Write the balanced equation for the bromination of 4-methylbenzoic acid. 2. Complete the following table for the bromination with the values from the procedure given: density, g/mL XXX XXX MW, mp/bp, °C mp, 179-181 mp, 175-180 (dec) mp, 105 bp, 132 equiv mmol compound 4-methylbenzoic acid NBS Benzoyl peroxide chlorobenzene g/mol mL XXX XXX XXX XXX XXX XXX XXX XXX 3. What is the theoretical yield for this reaction?arrow_forwardWhen aspirin is made from acetic acid, the by product is H2O; when acetic anhydride 1Sused, the by-product is acetic acid. When acetyl chloride is used (see above), the by product is HC1. Which route should you use if you were working for Leica, a company that mass produces aspirin on a daily basis? Why?arrow_forward
- S-adenosylmethionine reacts with norepinephrine to form epinephrine. : OH sor :5: HO HO norepinephrine HO HO :5: Draw curved arrows to show the first step of the mechanism. Do not alter the pre-drawn structures. HO S-adenosylmethionine NH₂ : OH —s: NH₂ НО, HO : ÖH epinephrine OH N NH₂ N:arrow_forwardDraw the products of the hydrolysis shown. O Macmillan Learning Chapter 6 HW - General, Organic, and Biological Chemistry for Health Sciences - Acha Resources Hint Submit A H3C C. H₂ CH3 H H* Draw products. Select Draw Templates More ////// C O OCT 11 5 % Λ 6 H S O MacBook Pro 27 Erase 2Q * ( 8 9 0 Zarrow_forwardThe following three derivatives of succinimide are anticonvulsants and have found use in the treatment of epilepsy, particularly petit mal seizures. Ph. Ph `N' ČH3 ČH3 Methsuximide Ethosuximide Phensuximide Following is a synthesis of phensuximide. CN Ph CN Ph CN NaOEt KCN 1. NaOH, H2O Ph-CHO 2. HС, Н20 COOET H cOOEt NC COOEt 3. Нeat Ethyl cyanoacetate (A) (B) Benzaldehyde Ph. Ph Ph CH3NH2 НООС СООН EtOOC COOET `N' (C) (D) ČH3 Phensuximide In the conversion of (B) to (C), draw the structure of the product of step 1.arrow_forward
- I need help with predicting the ester.arrow_forwardThe following chemical equation is for an elimination reaction, where the importan H H- H- H catalyst A Explanation Use the information provided to predict the missing organic product and draw its stru- skeletal ("line") style for the structure as the rest of the equation. ? + H-H Check 27 Click and drag to start drawing a structure.. útv 2023 McGrarrow_forwardMatch column A (common active ingredients of insect repellants) to column B (IUPAC names). Column A Column B 1. Citronellol and Geraniol a. 6 parts DMP, 2 parts Indalone, and 2 part of Rutgers 612 b. Six esters (pyrethrins) 2. DEET 3. DMP c. 1-piperidine carboxylic acid-2(2- 4. 6-2-2 hydroxyethyl)-1-methylpropyl ester d. 3-(N-acetyl-N-butyl) aminopropionic acid 5. Picaridin 6. Citriodiol ethyl ester 7. IR-3535 e. butyl-3,3- dihydro-2,2-dimethyl-4-oxo-2H- pyran-6-carboохуlate f. para-menthane-3,8-diol 8. Rutgers 612 9. Indalone g. dimethyl phthalate 10. Pyrethrum h. 2-ethyl-1,3-hexanediol i. 3,7-Dimethyloct-6-en-1-ol j. N, N-diethyl-m-toluamidearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY

Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning

Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning

Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education

Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning

Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY