Consider the IR spectrum of the product, isopentyl ethanoate(attached below). Please comment on the product absorbances and differences from the IR spectrum of the starting material, 3-methylbutanol.Then Please comment on the product absorbances and differences from the IR spectrum of the starting material, 3-methylbutanol.

Organic Chemistry: A Guided Inquiry
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Consider the IR spectrum of the product, isopentyl ethanoate(attached below). Please comment on the product
absorbances and differences from the IR spectrum of the starting material, 3-methylbutanol.Then Please comment on the product
absorbances and differences from the IR spectrum of the starting material, 3-methylbutanol.

Experiment: Fischer Ester Synthesis (FE)
Title: Synthesis of Isopentyl Ethanoate, the Banana Fragrance (concentrated), the Pear Fragrance
(dilute aqueous solution), and Honeybee's Sting Pheromone.
Ref:
Miner Laboratories, Organic Syntheses Collected Volume I (1941), p. 285.
Purpose: Emil Fischer synthesis of isopentyl ethanoate from isopentanol and acetic acid.
cat. H2SO4
H2O
reflux 1 h
Reagent table:
Reagent
(source)
Mwt
mp °C
bp °C
mmol
equiv
mass
density
volume
4.41 g
3-methylbutanol
(Fisher)
88.2
130
50
1.0
0.81 g/mL 5.4 mL
ethanoic acid
60.1
17
118
100
2.0
6.00 g
1.06 g/mL 5.7 mL
(99.7%)
(Fisher)
H2SO4
(Fisher)
98.0
0.06
0.001
5.4 mg
1.84 g/mL 0.3 mL
isopentyl
ethanoate
130.2
6.51 g
-79
136
50
1.0
0.87 g/mL 7.5 mL
(Fisher)
Pentane
36
0.63 g/mL 43 mL
(Fisher)
Procedure:
Transcribed Image Text:Experiment: Fischer Ester Synthesis (FE) Title: Synthesis of Isopentyl Ethanoate, the Banana Fragrance (concentrated), the Pear Fragrance (dilute aqueous solution), and Honeybee's Sting Pheromone. Ref: Miner Laboratories, Organic Syntheses Collected Volume I (1941), p. 285. Purpose: Emil Fischer synthesis of isopentyl ethanoate from isopentanol and acetic acid. cat. H2SO4 H2O reflux 1 h Reagent table: Reagent (source) Mwt mp °C bp °C mmol equiv mass density volume 4.41 g 3-methylbutanol (Fisher) 88.2 130 50 1.0 0.81 g/mL 5.4 mL ethanoic acid 60.1 17 118 100 2.0 6.00 g 1.06 g/mL 5.7 mL (99.7%) (Fisher) H2SO4 (Fisher) 98.0 0.06 0.001 5.4 mg 1.84 g/mL 0.3 mL isopentyl ethanoate 130.2 6.51 g -79 136 50 1.0 0.87 g/mL 7.5 mL (Fisher) Pentane 36 0.63 g/mL 43 mL (Fisher) Procedure:
80
75
70
65
3000
2500
2000
1500
1000
Wavenumbers (cm-1)
% Transmittance
2958.93
2873.36
1737.95
1464.35
1386.84
90'99E
1228.38
1170.18
1120.43
1053.76
60' 196
Transcribed Image Text:80 75 70 65 3000 2500 2000 1500 1000 Wavenumbers (cm-1) % Transmittance 2958.93 2873.36 1737.95 1464.35 1386.84 90'99E 1228.38 1170.18 1120.43 1053.76 60' 196
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