Organic Compounds Containing Nitrogen

$(CH_3)_2CHNH_2$

$(CH_3)_2NH$

$CH_3CH_2NHCH_3$

$(CH_3)_3N$

Secondary aromatic amine

Primary aromatic amine

Tertiary aromatic amine

Primary aliphatic amine

$C_nH_{2n+1}N$

$C_nH_{2n+2}N$

$C_nH_{2n+3}N$

$C_nH_{2n}N$

Acetyl chloride

Ethyl oxalyl chloride

Benzene sulphonyl chloride

Phthalic anhydride

$Sn / HCl$

$Na / C_2H_5OH$

$Zn / NaOH$

$H_2 / Pd$

$Br_2$ and alcoholic $KOH$

$Cl_2$ and $PCl_5$

$LiAlH_4$ and ether

$Na$ and $C_2H_5OH$

Engaged in hydrogen bonding with water

Withdrawn by the $+I$ effect of the phenyl group

Delocalized into the benzene ring through resonance

Strongly attracted by the protons in the ring

$NH_{3}$ is more basic because it is smaller.

$CH_{3}NH_{2}$ is more basic due to the $+I$ effect of the methyl group.

$NH_{3}$ is more basic due to the $-I$ effect of the methyl group.

$CH_{3}NH_{2}$ is less basic because carbon is more electronegative than hydrogen.

$(CH_{3})_{3}N > (CH_{3})_{2}NH > CH_{3}NH_{2} > NH_{3}$

$NH_{3} > CH_{3}NH_{2} > (CH_{3})_{2}NH > (CH_{3})_{3}N$

$(CH_{3})_{2}NH > CH_{3}NH_{2} > (CH_{3})_{3}N > NH_{3}$

$(CH_{3})_{2}NH > (CH_{3})_{3}N > CH_{3}NH_{2} > NH_{3}$

Primary amine

Secondary amine

Tertiary amine

Quaternary ammonium salt

Secondary aliphatic amines

Primary aliphatic amines

Tertiary aliphatic amines

Secondary aromatic amines

Benzene sulphonyl chloride

Benzene sulphonic acid

Ethyl chloroformate

Nitrous acid

Chlorobenzene

Benzene

Aniline

Phenol

$Cu_2Cl_2 / HCl$

$Cu \text{ powder} / HCl$

$Cl_2 / FeCl_3$

$HCl / ZnCl_2$

Inductive effect

Electromeric effect

Resonance stabilization

Hyperconjugation

A primary amine and methanoic acid

A carboxylic acid and ammonia

A secondary amine and water

An amide and an alcohol

$-CN$

$-NC$

$-NH_{2}$

$-NO_{2}$

Methyl isocyanide

Ethane nitrile

Methane nitrile

Methyl nitrite