How would you synthesize the following compound from ethylbenzene? For the compo

Question

How would you synthesize the following compound from ethylbenzene? For the compound below, draw an isomer that shows only one singlet peak in its ^1H NMR. C_4 H_4 O_2 What is molecular formula of the following compound? Which of the following compound will show the base peak @ 57 in its mass spectrum? (A) CH_3 CH_2 CH_2 CH_2 CH_2 CH_3 (B) (CH_3)_2 CH CH_2 CH_2 CH_3 (C) (CH_3)_3 CCH_2 CH_3 (D) (CH_3)_2 CH CH CH_3 How many peaks would be detected by DEPT-90 in the following compound? (CH_3)_3 CCH_2 CH_3 For the following compound, draw an isomer that would show no (-) Peak in DEPT-135. (CH_3)_3 CCH_2 CH_3 The IR spectrum shown below most likely belongs to what class of compounds?

Explanation / Answer

36. Synthetic scheme is shown below.

Treated with NBS then elimination and hydroboration gives terminal alcohol which is oxidised to aldehyde by PCC

37. Isomer with one peak in 1H NMR is drawn below

(CH3)3COOH

38. Molecular formula

C8H19ClO

39. Compound which shows base peak 57 in Mass,

C.

40. Number of peaks in dept-90 for the given compound

0 (no peaks)

41. Isomer with no -ve peak in DEpt-135 is,

(CH3)2CH-CH(CH3)2

42. It belongs to class of compound,

alkene

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