Advanced Organic Chemistry: Infrared spectrum of ethyl ethanoate CH3COOCH2CH3

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Interpreting the infrared spectrum of ethyl ethanoate (ethyl acetate)

[Author © Dr Phil Brown PhD: Doc Brown's advanced level organic chemistry exam revision notes suitable for students of UK A level chemistry courses, IB chemistry & US K12 grade 11, grade 12 and AP honors chemistry courses: Molecular spectroscopy analysis of ethyl ethanoate [spectrum page updated RE-EDIT]


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 Infrared spectroscopy - spectra index


Introductory note on the infrared spectrum of ethyl ethanoate

Students and teachers please note my explanation of the infrared spectrum of ethyl ethanoate is designed for advanced, but pre-university, chemistry courses.

Based in the infrared spectrum diagram for ethyl ethanoate, only some of the most prominent peaks for particular bond vibrations are discussed, particularly if ethyl ethanoate has a functional group with a particular characteristic wavenumber peak.

The infrared spectrum of ethyl ethanoate is unique and the whole, or selected wavenumbers, can be used to fingerprint its identity, sometimes analysing a mixture containing ethyl ethanoate or following its change of concentration in a reaction.

You would expect a prominent IR absorption wavenumber around 1700-1750 cm-1 for the >C=O bond in the ester ethyl ethanoate molecule and you would not expect to see

infrared spectrum of ethyl ethanoate wavenumbers cm-1 functional group detection fingerprint pattern identification of ethyl acetate doc brown's advanced organic chemistry revision notes 

Spectra obtained from a liquid film of ethyl ethanoate. The right-hand part of the of the infrared spectrum of ethyl ethanoate, wavenumbers ~1500 to 400 cm-1 is considered the fingerprint region for the identification of ethyl ethanoate and most organic compounds. It is due to a unique set of complex overlapping vibrations of the atoms of the molecule of ethyl ethanoate.

Ethyl ethanoate C4H8O2  (c) doc b , (c) doc b , (c) doc b , (c) doc b 

The molecular structure and naming of carboxylic acids and derivatives

Interpretation of the infrared spectrum of ethyl ethanoate

The most prominent infrared absorption lines of ethyl ethanoate

C-H stretching vibrations occur at wavenumbers 2975 to 2845 cm-1.

The most characteristic band is at wavenumbers ~1750 to 1735 cm-1, for the carbonyl C=O bond stretching vibrations.

For ethanoate esters the C-O stretching vibration absorptions occur at wavenumbers 1250 to 1230 cm-1.

The absence of other specific functional group bands will show that particular functional group is absent from the ethyl ethanoate molecular structure e.g. ester infrared spectra are easily distinguished from isomeric carboxylic acids or unsaturated alcohols by the absence of the broad O-H band at 3300 to 2500 cm-1.

See Isomers of molecular formula C4H8O2 for other isomeric structures

Practise exam questions based on the infrared spectrum of ethyl ethanoate

Five multiple choice questions with worked out answers an full explanations based on the infrared spectrum of ethyl ethanoate

These questions are an experiment of doc brown using AI to generate practice exam questions based on typical specifications of UK A-level chemistry exam boards - I have checked and re-edited the questions where necessary, if you think there is any error PLEASE email me at chem55555@hotmail.com asap.

I don't mind if students/teachers do a selected printout of these questions and answers.

ANSWERS


1. Ethyl ethanoate shows a very strong absorption around 1740 cm⁻¹. Which bond vibration is responsible?

A. C=C stretching in an alkene

B. O–H stretching in an alcohol

C. C=O stretching in an ester

D. C–H bending in a methyl group


2. Ethyl ethanoate does not show a broad absorption between 3200–3600 cm⁻¹. What does this absence tell you?

A. The molecule contains no C–H bonds

B. The molecule contains no O–H group

C. The molecule contains no C=O group

D. The molecule contains no C–O bonds


3. A strong absorption near 1050–1300 cm⁻¹ is present in the spectrum. What functional group vibration does this correspond to?

A. C–O stretching in an ester

B. C–Cl stretching in a halogenoalkane

C. N–H bending in an amine

D. C=C stretching in an aromatic ring


4. The IR spectrum of ethyl ethanoate shows several peaks around 2850–3000 cm⁻¹. What do these represent?

A. Aromatic C–H stretching

B. Alkane C–H stretching

C. Aldehyde C–H stretching

D. Carboxylic acid O–H stretching


5. Which combination of IR absorptions would uniquely identify ethyl ethanoate as an ester rather than an aldehyde or ketone?

A. Strong peak at 1740 cm⁻¹ only

B. Broad peak at 3300 cm⁻¹ and strong peak at 1740 cm⁻¹

C. Strong peak at 1740 cm⁻¹ and strong peak at 1050–1300 cm⁻¹

D. Weak peak at 1680 cm⁻¹ only


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Links associated with ethyl ethanoate

The mass spectrum of Ethyl ethanoate (ethyl acetate)

The H-1 NMR spectrum of ethyl methanoate (ethyl formate)

The C-13 NMR spectrum of ethyl methanoate (ethyl formate)

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Website content © Dr Phil Brown 2000+. All copyrights reserved on revision notes, images, quizzes, worksheets etc. Copying of Doc Brown's pre-university advanced level chemistry website material is NOT permitted. Exam revision summaries & references to science course specifications are unofficial. These organic chemistry revision notes on spectroscopy (detailed analysis of the infrared (IR) spectrum of ethyl ethanoate - prominent wavenumbers) are suitable for use of pre-university students studying AQA advanced level chemistry, Edexcel advanced level chemistry, OCR advanced level chemistry, IB advanced level chemistry, WJEC (Eduqas) advanced level chemistry, CIE advanced level chemistry, CCEA advanced level chemistry, US grade 11-12 AP honors chemistry courses and they will also prove useful to 1st year undergraduate students of chemistry.

ANSWERS

Five multiple choice questions with worked out answers an full explanations based on the infrared spectrum of ethyl ethanoate

These questions are an experiment of doc brown using AI to generate practice exam questions based on typical specifications of UK A-level chemistry exam boards - I have checked and re-edited the questions where necessary, if you think there is any error PLEASE email me at chem55555@hotmail.com asap.

I don't mind if students/teachers do a selected printout of these questions and answers.


1. Ethyl ethanoate shows a very strong absorption around 1740 cm⁻¹. Which bond vibration is responsible?

A. C=C stretching in an alkene

B. O–H stretching in an alcohol

C. C=O stretching in an ester

D. C–H bending in a methyl group

Correct answer: C — C=O stretching in an ester Explanation: Esters have a characteristic carbonyl stretch slightly higher than aldehydes and ketones, typically 1735–1750 cm⁻¹. Ethyl ethanoate fits this pattern exactly. A-level examiners love this because it tests whether students know that different carbonyl-containing functional groups absorb at slightly different frequencies.


2. Ethyl ethanoate does not show a broad absorption between 3200–3600 cm⁻¹. What does this absence tell you?

A. The molecule contains no C–H bonds

B. The molecule contains no O–H group

C. The molecule contains no C=O group

D. The molecule contains no C–O bonds

Correct answer: B — The molecule contains no O–H group Explanation: A broad, rounded peak in the 3200–3600 cm⁻¹ region is the classic signature of an O–H stretch (alcohols and carboxylic acids). Ethyl ethanoate is an ester, so it has no O–H. This is a common exam trick: students must recognise that absence of evidence is evidence of absence in IR interpretation.


3. A strong absorption near 1050–1300 cm⁻¹ is present in the spectrum. What functional group vibration does this correspond to?

A. C–O stretching in an ester

B. C–Cl stretching in a halogenoalkane

C. N–H bending in an amine

D. C=C stretching in an aromatic ring

Correct answer: A — C–O stretching in an ester Explanation: Esters show two key IR features:

  • A strong C=O stretch around 1740 cm⁻¹
  • A strong C–O stretch in the 1050–1300 cm⁻¹ region This second peak helps distinguish esters from aldehydes/ketones, which lack the C–O single bond.

4. The IR spectrum of ethyl ethanoate shows several peaks around 2850–3000 cm⁻¹. What do these represent?

A. Aromatic C–H stretching

B. Alkane C–H stretching

C. Aldehyde C–H stretching

D. Carboxylic acid O–H stretching

Correct answer: B — Alkane C–H stretching Explanation: All organic molecules containing sp³ C–H bonds show absorptions in the 2850–3000 cm⁻¹ region. Ethyl ethanoate contains two alkyl groups (ethyl + methyl), so these peaks are expected and help confirm the presence of alkyl chains.


5. Which combination of IR absorptions would uniquely identify ethyl ethanoate as an ester rather than an aldehyde or ketone?

A. Strong peak at 1740 cm⁻¹ only

B. Broad peak at 3300 cm⁻¹ and strong peak at 1740 cm⁻¹

C. Strong peak at 1740 cm⁻¹ and strong peak at 1050–1300 cm⁻¹

D. Weak peak at 1680 cm⁻¹ only

Correct answer: C — 1740 cm⁻¹ + 1050–1300 cm⁻¹ Explanation: The carbonyl peak alone cannot distinguish esters from aldehydes or ketones. The C–O stretch in the 1050–1300 cm⁻¹ region is the crucial second feature that confirms an ester. This combination is the standard A‑level identification pattern.


ANSWERS

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