Question

need help elucidating this please

IR Spectrum liquid 4000 3000 2000 2000 1600 V (cm) 1000 1200 1200 00 100F Mass Spectrum M . 152 280 80 120 180 200 240 40 m / expansion 13C NMR Spectrum (100 O MHE. COCI, solution 130 120 pm DEPT CH CH. CH 10178 por proton decoupled 08 (ppm) 40 80 120 200 160 'H NMR Spectrum (400 MH. COCI, solution) 70 74 pp 5 4 3 2 8 (ppm) 10 9

Answer 1

Hi Dear Friend, don't worry we are here to help you!

The unknown is Benzaldehyde dimethyl acetal

НС—0 H,сно

IR:

3033 cm-1, medium is due to aromatic benzene ring =C-H stretch

2830 - 2990 cm-1, strong are due to sp3 alkane C-H stretch

1400 - 1600 cm-1, medium-weak, multiple bands are due to sp2 aromatic C=C stretch

1350-1480 cm-1, medium are due to sp3 alkane C-H bending

1074 & 1106 cm-1, strong are due to ether C-O stretch

701 cm-1, strong is due to sp2 =C-H bending

Mass:

M+ (molecular ion) at m/z 152, base peak is at m/z 121

loss of -O-CH₃ (m/z 31) from 152 gives 121 peak

DEPT:

There is no -CH₂- groups (no negative peaks in DEPT 135),

HNMR & CNMR:

A A CH3C 6H3C—0 CH2C-6 6H2C—0 Assign. ppm Assign. Shift (ppm) 7.42 to 7.31 5.376 3.302 Halo 138.23 128.44 128.20 126.77 103.26 52.64 HNMR CNMR

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