Product(s) of the following reaction (A) ethanol and ethane (B) ethanol and meth

Question

Product(s) of the following reaction (A) ethanol and ethane (B) ethanol and methylbromide (C) ethanol and ethylbromide (D) ethanol (E) methoanol and ethylbromide A compound with molecular formula C_4H_4O_2 shows the following spectral data: A compound with molecular formula C_5H_5O_2 shows two strong peaks at 3548 and 1716 cm^-1 in the IR spectrum. Possible structure of this compound is: Multiplicity (splitting) of the circled proton in^1 H NMR spectrum of (A) q (B) t (C) d (D) s (E) hept The number of^13 C NMR peaks in the product formed in the reaction of 2-pentanone with H_2N - NH_2, KOH is: (A) 2 (B) 3 (C) 1 and 1 (D) 2 and 3 (E) 3 and 5

Explanation / Answer

(25)

CH3CH2OCH2CH3 + HBr --------> CH3CH2OH (ethanol) + CH3CH2Br (ethyl bromide)

(C)

(26) As IR spectrum is showing only carbonyl signal at 1710 cm-1 but not hydrogen bonding signal, the compound is carbonyl but not carboxylic acid. It is not an alcohol as there is no hydrogen bond signal in IR. There are 3 signals in 1H NMR spectrum, there should be three different hydrogens.

So, (A) Satisfies all these requirements.

(CH3)2CHOCHO

(27) Since the compound is showing two storng peaks corresponding to carbnyl and hydroxyl group, the compound may be a carboxylic acid.

(E) CH3CH2CH2CH2COOH

(28) (D) s = singlet , because there are no adjacent hydrogens.

(29)

CH3COCH2CH2CH3 (2-pentnone) ----NH2NH2, KOH--> CH3CH2CH2CH2CH3 (pentane)

Pentane has 3 peaks in its 13C NMR spectrum.

(B) 3

(3) (A) 3 and 3

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