The simplest organic compounds that contain only carbon and hydrogen
Hydrocarbons
Can be open chain (aliphatic) or closed chain (cyclic)
Can be saturated or unsaturated
Saturated hydrocarbons
Characterized by the presence of only sigma (σ) bonds; the carbon atoms are all single-bonded
Unsaturated hydrocarbons
Include alkenes (C=C) which contain at least one pi bond (π) as well as alkynes, cycloalkenes, cycloalkanes and aromatic compounds (contains benzene ring)
Saturated hydrocarbons are generally inert towards HCl and H2SO4, as well as towards oxidizing agents like KMnO4 and Na2Cr2O7 at room temperature
Saturated hydrocarbons are nonpolar compounds and do not react with ionic compounds such as laboratory acids, bases, oxidizing agents or reducing agents
Saturated hydrocarbons react with Halogens (Br2 or Cl2) to yield halogenated alkanes under the presence of UV light or at very high temperature
Addition reaction
The characteristic reaction of unsaturated hydrocarbons that takes place at the double bond
Substitution reaction
The characteristic reaction of saturated hydrocarbons with Halogens (Br2 or Cl2) to yield halogenated alkanes
Aromatic compounds
Exhibit resonance that results in conjugative stability of the molecule
Resist addition to the pi bonds but readily undergo substitution
Phenols
Compounds in which a hydroxyl group is bonded to an aromatic ring
Phenol is a weak acid, it gives red color with litmus paper
Bromine water test for unsaturation
Alkenes and alkynes decolorize the bromine water due to their ability to undergo addition reactions with bromine, which breaks the pi bond in the unsaturated compound
Baeyer's test for unsaturation
Double bonds in alkenes are oxidized by KMnO4, leading to the formation of diols (1,2-diols) or cleavage of the double bond in the presence of a triple bond (alkyne)
Electrophilic Aromatic Substitution (EAS)
Involves an electrophile substituting for an atom or group in an aromatic ring
Alcohols
Compounds containing the hydroxyl (-OH) functional group bonded to an alkyl, R
Chromic acid test for alcohols
Primary or secondary alcohols undergo oxidation to form an aldehyde or ketone, while tertiary alcohols do not react
Lucas test for alcohols
Tertiary alcohols react immediately with Lucas reagent to form a cloudy solution, secondary alcohols react within minutes to hours, while primary alcohols do not react at room temperature
Esterification test for alcohols
The alcohol is mixed with a carboxylic acid and heated under reflux with the acid catalyst, producing an ester and water
Iodoform test for alcohols
The compound is treated with iodine in a basic solution, forming a yellow precipitate of iodoform (CHI3) if a methyl ketone or alcohol is present
Acrolein test for alcohols
The alcohol is heated with potassium bisulfate (KHSO4) or chromic acid (H2CrO4) under acidic conditions, forming acrolein which can be recognized by its pungent smell and irritating fumes
Carbonyl group
The general formula of an aldehyde is R(C=O)H, while a ketone is represented by the formula R(C=O)R
2,4-Dinitrophenylhydrazine test for carbonyl group
Interacts with the carbonyl group found in aldehydes and ketones, producing a yellow or orange precipitate of 2,4-Dinitrophenylhydrazone
Sodium bisulfite test for carbonyl group
Produces a white precipitate, confirming the existence of the carbonyl group
Schiff's test for aldehydes
Schiff's reagent produces a distinctive pink or magenta hue with an aldehyde
Carbonyl group
Found in aldehydes and ketones
2,4-Dinitrophenylhydrazine test
1. Interacts with carbonyl group
2. Produces yellow or orange precipitate of 2,4-Dinitrophenylhydrazone
Positive 2,4-Dinitrophenylhydrazine test
Acetone
Acetophenone
Benzaldehyde
Formalin
Sodium Bisulfite test
1. Produces white precipitate
2. Confirms existence of carbonyl group
3. Aldehyde reacts with sodium bisulfite to form white crystalline compound
Aldehydes
Have hydrogen atom next to carbonyl group
Schiff's test
1. Schiff's reagent produces pink or magenta hue with aldehydes
2. Determines presence of aldehydes
Positive Schiff's test
Benzaldehyde
Formalin
Negative Schiff's test
Acetone
Acetophenone
Fehling's test
1. Aldehyde reduces copper(II) ions to red copper(I) oxide precipitate
2. Indicates presence of aldehydes prone to oxidation
Positive Fehling's test
Formalin
5% glucose
Negative Fehling's test
Acetone
Benzaldehyde
Sodium Nitroprusside test
Produces deep red-to-purple color complex with some ketones, particularly those containing a methyl group adjacent to carbonyl group
Positive Sodium Nitroprusside test
Acetone
Ethyl methyl ketone
Iodoform test
Gives yellow iodoform precipitate with methyl ketones