Question
Question: Which of the following should be most volatile? A \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}N{{H}_{2}}\] B...
Which of the following should be most volatile?
A CH3CH2CH2NH2
B (CH3)3N
C CH3CH2−HN−CH3
D CH3CH2CH3
Solution
Volatility is a material characteristic in chemistry that defines how easily a substance vaporizes. A material with high volatility is more likely to exist as a vapour at a given temperature and pressure, whereas a substance with low volatility is more likely to exist as a liquid or solid. Volatility also refers to a vapor's ability to condense into a liquid or solid; less volatile compounds will condense from a vapour more quickly than highly volatile ones.
Complete answer:
Amines are compounds and functional groups in organic chemistry that include a basic nitrogen atom with a lone pair. Amines are officially ammonia derivatives with one or more hydrogen atoms substituted by a substituent such as an alkyl or aryl group. Amines, such as monochloramine, are inorganic derivatives of ammonia.
Primary (1∘) amines are formed when an alkyl or aromatic group replaces one of the three hydrogen atoms in ammonia.
Secondary (2∘) amines—Secondary amines are nitrogen-bound with two organic substituents (alkyl, aryl, or both) and one hydrogen.
Tertiary (3∘) amines—Nitrogen contains three organic substituents in tertiary amines.
Because they may form intermolecular hydrogen bonds, primary and secondary amines have higher boiling temperatures than alkanes or ethers of comparable molar mass. Because alcohol molecules include hydrogen atoms linked to an oxygen atom, which is more electronegative, their boiling temperatures are lower.
The boiling temperatures of tertiary amines, which lack a hydrogen atom on the nitrogen atom and so cannot form hydrogen bonds, are comparable to alkanes and ethers of similar molar mass.
Low-molecular-mass amines are very soluble in water because all three types of amines may form hydrogen bonds with water.
Isomeric amines have boiling points in the following order: 1∘>2∘>3∘
3∘ amines have no intermolecular interaction since there is no H atom available for hydrogen bonding.
Because there are two H available for H bonding, intermolecular interaction is greater in 1∘ amines than in 2∘ amines. Hydrocarbons are almost non-polar molecules with weak van der Waals forces; as a result, they have the lowest boiling point and are the most volatile.
Note:
The smells of amines are "interesting." The simple ones have an ammonia-like odour. Higher aliphatic amines have a fishy odour. Alternatively, we might say it the opposite way around: Odorous amines are released by decaying fish. Putrescine and cadaverine are two diamines that contribute to the odour of decaying fish. They are formed when ornithine and lysine, two amino acids present in mammalian cells, are decarboxylated.