4-Chloro-1,2-Phenylenediamine, CAS No. 95-83-0

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95-83-0

Catalog No. EBD5864

CAS 95-83-0

Name 4-Chloro-1,2-Phenylenediamine

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Basic Information

Synonyms: 4-chloro-1,2-diaminobenzene 4-chloro-o-phenylenediamine C.I.76015 4-chlorobenzene-1,2-diamine 3,4-diaminochlorobenzene 4-Chloro-1,2-Phenylenediamine 1,2-benzenediamine,-chloro- 1,2-diamino-4-chlorobenzene 2-amino-4-chloroaniline 3,4-diamino-1-chlorobenzene 4-chloro-1,2-benzenediamine 4-chloro-2-benzenediamine 4-chloro-o-phenylenediamin 4-chloro-ortho-phenylenediamine

Molecular Formula: C6H7ClN2

Molecular Weight: 142.59

MDL Number: MFCD00011691

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

4-Chloro-1,2-phenylenediamine is an aromatic amine compound featuring both amine and chloro substituents on the benzene ring. It is a versatile organic building block, primarily recognized as a key intermediate in the synthesis of benzimidazole derivatives. Its most significant application is in the pharmaceutical industry, where it serves as a crucial precursor for the synthesis of various benzimidazole-based drugs. These include anthelmintic agents (e.g., mebendazole, flubendazole), proton pump inhibitors (e.g., omeprazole, lansoprazole), and other therapeutic compounds. The compound's structure allows for cyclization reactions to form the benzimidazole core, a privileged scaffold in medicinal chemistry. Beyond pharmaceuticals, it finds use in the synthesis of dyes, pigments, and corrosion inhibitors. As an amine derivative, it is also employed in polymer chemistry and as a reagent in organic synthesis. Handling requires caution due to its potential toxicity and skin/eye irritation properties.

Physical Properties

Melting Point: 70-73 °C(lit.)

Boiling Point: 300.2 °C at 760 mmHg

Flash Point: 135.4 °C

Density: 1.345 g/cm3

Solubility: 16 g/L (20 ºC)

Analytical Data

Appearance: brown crystalline solid or powder