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    IR Exercise: 1-Butanol Acetophenone

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    Dedi saputra
    This document provides information to help match 10 compounds to their infrared spectra. It lists the 10 compounds and reference infrared stretching frequencies for common functional groups. These include N-H, O-H, C-H, C=O, C=C, C-C and C-O stretches that can be used to identify the major peaks on each spectrum and receive full credit for the assignment. Carbonyl stretching frequencies are discussed in more detail based on the functional groups neighboring the carbonyl.

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    IR Exercise: 1-Butanol Acetophenone

    Uploaded by

    Dedi saputra
    73 views6 pages
    This document provides information to help match 10 compounds to their infrared spectra. It lists the 10 compounds and reference infrared stretching frequencies for common functional groups. These include N-H, O-H, C-H, C=O, C=C, C-C and C-O stretches that can be used to identify the major peaks on each spectrum and receive full credit for the assignment. Carbonyl stretching frequencies are discussed in more detail based on the functional groups neighboring the carbonyl.

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    IRexerciseA.pdf

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    This document provides information to help match 10 compounds to their infrared spectra. It lists the 10 compounds and reference infrared stretching frequencies for common functional groups. These include N-H, O-H, C-H, C=O, C=C, C-C and C-O stretches that can be used to identify the major peaks on each spectrum and receive full credit for the assignment. Carbonyl stretching frequencies are discussed in more detail based on the functional groups neighboring the carbonyl.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    73 views6 pages

    IR Exercise: 1-Butanol Acetophenone

    Uploaded by

    Dedi saputra
    This document provides information to help match 10 compounds to their infrared spectra. It lists the 10 compounds and reference infrared stretching frequencies for common functional groups. These include N-H, O-H, C-H, C=O, C=C, C-C and C-O stretches that can be used to identify the major peaks on each spectrum and receive full credit for the assignment. Carbonyl stretching frequencies are discussed in more detail based on the functional groups neighboring the carbonyl.

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    IR Exercise

    Match the following 10 compounds with the 10 spectra on the following pages. Label the major diagnostic
    peaks on each spectrum to receive full credit.
    O
    C
    1-butanol HOCH2CH2CH2CH3 acetophenone CH3

    O
    benzyl alcohol CH2OH ethyl acetate C CH2CH3
    H 3C O

    N-methylcyclo- NHCH3 1-hexene CH2=CHCH2CH2CH2CH3


    hexylamine

    aniline NH2 pentane CH3CH2CH2CH2CH3

    O O
    2-pentanone H3C C CH2CH2CH3 butyraldehyde H3CH2CH2C C
    H

    Reference

    Some IR Stretching Frequencies

    3400-3250 cm-1 N–H (1˚, 2˚ amines) 1680-1640 cm-1 C=C (alkenes)

    3500-3200 cm-1 O–H (alcohols) 1600-1585 cm-1 C–C (aromatics)

    3100-3000 cm-1 C–H (alkenes, aromatics) 1500-1400 cm-1 C–C (aromatics)

    3000-2850 cm-1 C–H (alkanes) 1335-1250 cm-1 C–N ( aromatic amines)

    2830-2695 cm-1 C–H (aldehydes) 1250-1020 cm-1 C–N (aliphatic amines)

    1750-1665 cm-1 C=O (see discussion on back) 1300-1050 cm-1 C–O (alcohols, esters)
    Carbonyl Stretching Frequencies
    The exact position of the carbonyl band in the 1760-1665 cm-1 range is determined by the constituents
    neighboring the carbonyl group. Some examples are:

    range type of carbonyl examples

    1750-1735 cm-1 saturated aliphatic esters O


    C R'
    R O

    1740-1720 cm-1 saturated aliphatic alde- O


    hydes C
    R H

    1730-1715 cm-1 !,"-unsaturated esters O


    R' O C
    C OR
    "R OR

    1715 cm-1 saturated aliphatic O


    ketones C
    R R'

    1710-1665 cm-1 !,"-unsaturated alde- O O


    hydes and ketones R' O R' O C C
    H R
    C C
    "R H "R R

    Another way of looking at the correlation between wavenumber and functional group stretch:

    H (or R) C C
    O
    N
    C C
    increasing band intensity

    H
    H
    C
    H
    C
    }

    O
    H H (or R)
    O
    C C
    H (or R) C N
    O
    }

    4400 4000 3750 3500 3250 3000 2750 2500 2250 2000 1750 1500 1250 1000 750 450 cm
    1

    3
    4

    A
    7

    A
    10

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