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36. Which of the following statements is INCORRECT?

(1) Propanal has a lower boiling point than propanol because propanol is more polar and the dipole-dipole attractive forces between the molecules are stronger.

(2) Propanone is soluble in water because the carbonyl oxygen atom of propanone can form hydrogen bonds with the protons of the water molecule.

(3) Butan-2-one has a lower boiling point than propan-2-one because of the larger alkyl groups bonded to the carbonyl carbon atom increases the degree of bonding between molecules.

(4) Acetone is more soluble in water than butan-2-one because the larger alkyl groups bonded to the carbonyl carbon atom reduces the extent of intermolecular hydrogen bonding with the protons of the water molecule.


Identify the major product formed in the reaction below:

3-Hexyne + excess hydrogen + Pt catalyst →


Which of the alkyne addition reactions below involve(s) an enol intermediate?

(1) hydroboration/oxidation

(2) hydrogenation in the presence of a metal catalyst

(3) halogenation

(4) none of the above


Which of the following reactions will take place as shown?

(1)

CH3 C C CH2CH3 + Na / NH3 C C

H

H CH2CH3

CH3

(2)

CH3 C C CH2CH3 + Na / NH3 CH3CH2CH2CH2CH3

(3)

CH3C CH + HBr CH CH CH Br 3

(4)

CH3C CH + HBr (excess) CH3 CH

Br

CH2Br


Which of the following reactions will NOT produce the MAJOR organic product as shown?

(1)

CH3 C

CH3

CH3

C CH

NaNH2

NH3

CH3Br

CH3 C C

CH3

CH3

C CH3

(2)

CH3 C

CH3

CH3

C CH

NaOH

H2O

CH3Br

CH3 C C

CH3

CH3

C CH3

(3)

H C C H

(i) NaNH2

/NH3

(ii)CH3CH2Br

(i) NaNH2

/NH3

(ii)CH3Br

CHE1502/103/0/2021

23

(4)

H C C H

NaNH2

NH3

CH3 C

CH3

CH3

Br

CH2 C

CH3

CH3


Which of the following statements is INCORRECT?
(1) Acetylene is a stronger acid than ethylene since the conjugate base of acetylene is
more stable than the conjugate base of ethylene
(2) Terminal alkynes are strong acids since ionization gives an acetylide ion in which
the unshared electron pair occupied an orbital with 50% s-character.
(3) The acetylide ion is a carbanion, an anion in which the negative charge is borne by
the carbon atom
(4) The amide ion is a weaker base than the acetylide ion and cannot convert
acetylene to its conjugate base in quantitative yields

a.    You are the owner of a company that produces banana oil (isoamyl acetate) in large quantities. Determine which reactant is more cost effective to use in excess given the following information:




. If 10.0g of an organic compound is combusted in excess O2(g) to give 20.0g of Carbon (IV) oxide and 5.0g of water vapour, what is the molecular formula of the compound? Take molar mass of the compound to be 83.947g/mol.


The Drug Enforcement Agency (DEA) confiscated substance during a drug raid. When the DEA chemists subjected the unknown substance to chemical analysis, they found that the substance had a molecular mass of 303 g/mole. Elemental analysis revealed the presence of carbon oxygen (21.12%), nitrogen (4.62%) the remaining elements of the substance was carbon and hydrogen. Determine a molecular formula and an index of hydrogen deficiency for this substance
cyclic alkynes such as cyclohexene are normally unstable compounds in coordination to transition metals, they are more stable. Give reasons
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