Question

What is the structure of the unknown compound?

WOW BRUKER 100 w 90 80 Transmittance [%] 70 60 50 2961.71 2935.26 2876.04 1709.82 1457.73 1411.13 1372.93 1132.48 1500 1000 3000 3500 2500 2000 Wavenumber cm-1 Default C:\OPUS_7.0.129MEAS\Sample 6.2 Sample 1 Instrument type and/or accessory Page 1/1

It is probably 4-heptanone

the only thing that doesn't match is m/z=27 in mass spectrum. right?

Answer 1

* IR spectra- (1) No broad spectrum so -0-4 d-N-H spectra are absent (2) 29 6171, 2935.26 2876.40 cm shows c-H streching frequency 631 1709.82 cant shows carbonyl streching frequency 1457.73, 1411-13, 1372-83 cm Shows Aromatic region frequency or also there may be c-c single bond AS * H NMR:- Wo.855 t. 34 It contain, & CH₂-Chhk (2) 1.55s Sextet, 2 H It may contains th- CH₂ - CH₂ (3) 2.305 t 24 It may contain * (th-cth 11

A Mass spectrum :- (6 m/2 = 114 (2 Base peak - 43 (3) Another peak at 71 & 27 * so according to Rule of 3 we have 13 where n = 8 (nt nts we have, od 8=10 Cq H&tio = C8H, 8 * There may be one oxygen present according to IR spectrum, so replace CH4 by one oxygen. (oxygen atomic mass 16 amu? Cytayo So according to this formule site of unsaturation is

a According to mass spectrum there are a 7 carbon & in case of 'H NMR there are three Corobon signal to be seen so it indicates that there is plane of symmetry So most probable structure is on CH₂ - CH₂ - CH₂ - C - CH₂ - CH₂ - CH₂ 4-heptanone... the are question remains that how 27 value drises. so consider the fragment CH₂ - CH₂ - CH M/2=43 Ich - et + -CH₂=CH m/z=27 so According 4-heptenone to this, it may be probably