Question: How can this IR graph of the crude product be an evadience that proof it is pure and the same as the product in the reaction? 60 50 40 30 20 4000 3491.185 3500 3088 205 2935.719 COP OH 3000 Crude product IR graph +3 2500 2000 Wavenumbers (cm-1) 9-anthracenemethanol N-methylmaleimide 1788 247 H₂O A 1hr 008 9071 1680.148- on 1500 009 998 4900 1890 1124 301-1072 RR m 1000 500 OH 9-(hydroxymethyl)-13-methyl-9, 10- dihydro-9,10-[3,4]epipyrroloanthracene- 12,14-dione Product Write your answer using this example as a guide. it should be in the same (fill in the blank) (keep in mind that 9-anthracenmethanol is the starting material should compare with) The crude product was crystallized to synthesize the product (0.246 g, 60 %) as white, needle-like crystals; IR: ------(cm³). Comparison of the IR spectrum of the product (polycyclic imide) with the IR spectrum of the starting material (9-anthracene-methanol) revealed an which was not present in the starting material. This also confirmed successful- The starting material, 9-anthracene-methanol contains a that is not found in the product. The IR of the final product had an absorption at, (cm³)., which is indicative of

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Question: How can this IR graph of the crude product be
an evadience that proof it is pure and the same as the
product in the
reaction?
70
60
50
40
30
20
80
4000
P
3491.185-
3500
Crude product IR graph
XXX
OH
3088 255
2935.7194
9-anthracenemethanol
3000
2500
+3
Mand
2000
Wavenumbers (cm-1)
1706 247
N-methylmaleimide
abner be
H₂Onub
A 1 hr
1405250
1455.800
1680.146-
the MATIARI no. 2084 no botell
1295 203
TOP2 BR
1124.381-1072
1500
RR
97200
965.500
m
789.10972800
581.374-832 550-
1000
500
OH
9-(hydroxymethyl)-13-methyl-9, 10-
dihydro-9,10-[3,4]epipyrroloanthracene-
mul si os 12,14-dione
Product
Write your answer using this example as a guide. it should be in the same (fill in the blank)
(keep in mind that 9-anthracenmethanol is the starting material should compare with)
The crude product was crystallized to synthesize the product (0.246 g, 60%) as
white, needle-like crystals; IR:¬
--(cm²).
Comparison of the IR spectrum of the product (polycyclic imide) with the IR
spectrum of the starting material (9-anthracene-methanol) revealed an
which was not present in the starting material. This
also confirmed successful
The starting material, 9-anthracene-methanol contains a
--that is not found in the product. The IR of the final product had an absorption at, -
------(cm¹)., which is indicative of
Transcribed Image Text:Question: How can this IR graph of the crude product be an evadience that proof it is pure and the same as the product in the reaction? 70 60 50 40 30 20 80 4000 P 3491.185- 3500 Crude product IR graph XXX OH 3088 255 2935.7194 9-anthracenemethanol 3000 2500 +3 Mand 2000 Wavenumbers (cm-1) 1706 247 N-methylmaleimide abner be H₂Onub A 1 hr 1405250 1455.800 1680.146- the MATIARI no. 2084 no botell 1295 203 TOP2 BR 1124.381-1072 1500 RR 97200 965.500 m 789.10972800 581.374-832 550- 1000 500 OH 9-(hydroxymethyl)-13-methyl-9, 10- dihydro-9,10-[3,4]epipyrroloanthracene- mul si os 12,14-dione Product Write your answer using this example as a guide. it should be in the same (fill in the blank) (keep in mind that 9-anthracenmethanol is the starting material should compare with) The crude product was crystallized to synthesize the product (0.246 g, 60%) as white, needle-like crystals; IR:¬ --(cm²). Comparison of the IR spectrum of the product (polycyclic imide) with the IR spectrum of the starting material (9-anthracene-methanol) revealed an which was not present in the starting material. This also confirmed successful The starting material, 9-anthracene-methanol contains a --that is not found in the product. The IR of the final product had an absorption at, - ------(cm¹)., which is indicative of
OIR table
Nitrile
Nitro
C-N
Carboxylic
Acid
C=0
O-H
C-0
Aldehyde
C=0
O=C-H
Amide
Ester
C=0
N-H
N-H
Anhydride
C=0
C=0
C-0
Ketone
Acyclic
Cyclic
Table of Common IR Absorptions for Organic Functional Groups
(1070-1150)
2210-2260
Arylketone
stretch
stretch
stretch
stretch
stretch
stretch
stretch
Detailed Description of Carbonyl Functional Group Absorptions
stretch
stretch
bending
stretch
stretch
stretch
stretch
stretch
-Unsaturated stretch
Stretch
1515-1560
1345-1385
1700-1725
2500-3300
1210-1320
1740-1720
2820-2850
2720-2750
1640-1690
3100-3500
1550-1640
1800-1830 & 1740-
1775
1735-1750
1000-1300
1750-1725
3-membered - 1850
4-membered-1780
5-membered-1745
6-membered-1715
7-membered - 1705
medium
1665-1685
1680-1700
strong, two bands
strong
strong, very broad
strong
strong
medium, two bands
strong
(unsubstituted amides have two bands)
strong, two bands
strong
two bands or more
strong
strong
strong
strong
Functional
Group
Alcohol
0-H
0-H
C-0
Alkane
C-H
-C-H
Alkene
C-H
=C-H
C=C
Alkyl Halide
C-F
C-CI
C-Br
Alkyne
T
Amine
C-H
N-H
(RNH₂)
(R₂NH)
C-N
N-H
Aromatic
C-H
C=C
Ether
Carbonyl
C=0
C-O
Table of Common IR Absorptions for Organic Functional Groups
Type of
Vibration
stretch
(H-bonded)
stretch
(free OH)
stretch
stretch
bending
stretch
bending
stretch
stretch
stretch
stretch
stretch
stretch
stretch
stretch
stretch
bending
stretch
stretch
Characteristic
Absorptions (cm)
stretch
3200-3600
3500-3700
1050-1150
2850-3000
1350-1480
3010-3100
675-1000
1620-1680
1000-1400
600-800
500-600
500
3300
2100-2260
3300-3500
1080-1360
1600
3000-3100
1400-1600
Intensity
1000-1300
strong, broad
strong, sharp
strong
strong
variable
medium
strong
variable
medium
medium-weak, multiple b
See Detailed Description of Carbonyl Functional Group Absorp
(Conjugation shifts absorptions to lower wave numbers)
1670-1820
Stretch
strong
strong
strong
strong
strong
strong, sharp
variable
(not present in symmetrical a
medium
(1° amines have two ban
(2 amines have one band, ofte
medium, weak
medium
strong
Transcribed Image Text:OIR table Nitrile Nitro C-N Carboxylic Acid C=0 O-H C-0 Aldehyde C=0 O=C-H Amide Ester C=0 N-H N-H Anhydride C=0 C=0 C-0 Ketone Acyclic Cyclic Table of Common IR Absorptions for Organic Functional Groups (1070-1150) 2210-2260 Arylketone stretch stretch stretch stretch stretch stretch stretch Detailed Description of Carbonyl Functional Group Absorptions stretch stretch bending stretch stretch stretch stretch stretch -Unsaturated stretch Stretch 1515-1560 1345-1385 1700-1725 2500-3300 1210-1320 1740-1720 2820-2850 2720-2750 1640-1690 3100-3500 1550-1640 1800-1830 & 1740- 1775 1735-1750 1000-1300 1750-1725 3-membered - 1850 4-membered-1780 5-membered-1745 6-membered-1715 7-membered - 1705 medium 1665-1685 1680-1700 strong, two bands strong strong, very broad strong strong medium, two bands strong (unsubstituted amides have two bands) strong, two bands strong two bands or more strong strong strong strong Functional Group Alcohol 0-H 0-H C-0 Alkane C-H -C-H Alkene C-H =C-H C=C Alkyl Halide C-F C-CI C-Br Alkyne T Amine C-H N-H (RNH₂) (R₂NH) C-N N-H Aromatic C-H C=C Ether Carbonyl C=0 C-O Table of Common IR Absorptions for Organic Functional Groups Type of Vibration stretch (H-bonded) stretch (free OH) stretch stretch bending stretch bending stretch stretch stretch stretch stretch stretch stretch stretch stretch bending stretch stretch Characteristic Absorptions (cm) stretch 3200-3600 3500-3700 1050-1150 2850-3000 1350-1480 3010-3100 675-1000 1620-1680 1000-1400 600-800 500-600 500 3300 2100-2260 3300-3500 1080-1360 1600 3000-3100 1400-1600 Intensity 1000-1300 strong, broad strong, sharp strong strong variable medium strong variable medium medium-weak, multiple b See Detailed Description of Carbonyl Functional Group Absorp (Conjugation shifts absorptions to lower wave numbers) 1670-1820 Stretch strong strong strong strong strong strong, sharp variable (not present in symmetrical a medium (1° amines have two ban (2 amines have one band, ofte medium, weak medium strong
Expert Solution
Step 1

Given that, a synthesis from 9-anthracenemethanol by reacting with N-methylmaleimide to form 9-(hydroxymethyl)-13-methyl-9,10-dihydro-9,10-[3,4]-epipyrroloanthracene-12,14-dione.

We have to discuss about the formation of the product from the 9-anthracenemethanol using the given IR spectrum of the crude product.

 

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