Question

unk # R161 7.133 THE HNMR - 1.753 ** 1.702 CH Рpn

Expansion of HAMR -1.71) 1.420 1.981 1.457 3.4 3.2 3.0 2.3 2.6 2.4 2.2 2.0 1.8 1.6 1.4 1.3 1.0 0.0 0.0 PPA 33.85 46.75

Expansion of HNMR -7.993 2.2 8.1 8.0 7.9 7.8 7.7 7.6 7.5 7.4 7.3 7.2 ppm

136.610 132.863 -128.353 . 127.862 BC NMR Solvent 38.100 - 28.153 22.255 20 Dom -13.716

% Transmittance 95 100 R16T 4000 3500 3000 3059.93 2956.83 2931.32 2871.22 Wavenumbers (cm-1) 2500 2164 98 2000 2012.58 1990.

I am struggling to decipher these spectrums, can you help?

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Answer #1

1H NMR Data

7.9 (d, J = 8 Hz, 2H) indicates aromatic protons attached ortho to electron withdrawing group attached to benzene ring

7.25-7.60 (m, 3H) remaining three aromatic protons (mono substituted aromatic ring present)

2.95 (t, 2H) (CH2 group attached to electron withdrawing group)

1.71 (quintet, 2H) (CH2 attached to two CH2)

1.42 (sextet, 2H) (CH2 attached to CH2 and CH3)

0.95 (t, 3H) (CH3 attached to CH2)

13C NMR data

200 ppm presence of carbonyl group

136 ppm quaternary aromatic carbon attached to electron withdrawing group

132 ppm Aromatic carbon

128 ppm Aromatic carbon

127 ppm Aromatic carbon

38 ppm Aliphatic carbon attached to carbonyl

26 ppm Aromatic carbon

22 ppm Aromatic carbon

13 ppm Aromatic carbon

IR data

2956 cm-1 Aliphatic chain C-H stretching

1681 cm-1 presence of carbonyl group

1465 cm-1 C=C stretching

1250 cm-1 C=C stretching

All above data indicates following structure

1-phenylpentan-1-one

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