4-Bromophenylhydrazine hydrochloride CAS 622-88-8

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4-Bromophenylhydrazine hydrochloride CAS 622-88-8

CAS: 622-88-8
Molecular Formula: C6H8BrClN2
Molecular Weight: 223.5
EINECS: 628-672-6
HS Code: 29280090

Synonyms: BUTTPARK96\57-56; LABOTEST-BB LT01143342; [(4-bromophenyl)amino]azanium chloride; Hydrazine, (p-bromophenyl)-, monohydrochloride; Hydrazine, (p-bromophenyl)-, monohydrochloride (8CI); HYDRAZINE, 1-(p-BROMOPHENYL)-, HYDROCHLORIDE; WLN: ZMRDE & GH; 4-Bromophenylhydrazinium chloride for synthesis

What is 4-Bromophenylhydrazine hydrochloride CAS 622-88-8?

4-Bromophenylhydrazine hydrochloride CAS 622-88-8 serves as a key building block in organic synthesis, especially for constructing indole derivatives and other nitrogen-containing heterocycles through reactions like the Fischer indole synthesis and related processes.

Specifications

Property Value
Appearance Light gray to light brown-beige Crystalline Powder
Melting Point 220-230 °C (dec.) (lit.)
Storage Conditions Keep in a dark place, sealed in a dry environment at room temperature. Keep container tightly closed and separate from strong oxidizing agents and bases.

Features

  • High Reactivity: The active hydrazine core enables highly efficient condensation, hydrazone formation, and cyclization reactions.
  • Bromo Functionality: The para-substituted bromine atom acts as a strategic functional handle for subsequent transition-metal catalyzed cross-coupling pathways (e.g., Suzuki, Heck, Buchwald-Hartwig) or nucleophilic substitutions.
  • Hydrochloride Salt Form: Converting the native aromatic amine to its hydrochloride salt significantly enhances long-term crystalline stability, limits atmospheric oxidation, and simplifies safe industrial handling.
  • Versatile Intermediate: Adapts seamlessly to diverse multi-step synthetic sequences spanning industrial bulk manufacturing and early-stage chemical design.

Applications

  • Heterocycle Synthesis: Heavily utilized as an essential precursor in classic Fischer Indole Synthesis pathways to form multi-substituted bromoindoles, indoline rings, and complex functional phenylhydrazones.
  • Pharmaceutical Intermediates: Works as a key active reagent for constructing advanced small-molecule APIs, active therapeutic candidates, and complex drug-like chemical structures.
  • Acylsulfonamide Preparation: Extensively employed in structural synthetic configurations for creating targeted medicinal acylsulfonamides and therapeutic acylsulfamides.
  • Specialty Compounds: Actively involved in building complex polycyclic architectural molecules, including high-value targets like 9-bromo-2-ethenyl-7,12-dihydroindolo[3,2-d]benzazepin-6(5H)-one.
  • Enzyme Inhibition Studies: Applied directly in biochemistry and life science discovery programs as a functional tyrosinase inhibitor model to investigate pigmentation and enzymatic catalytic pathways.

Packaging

Mikem offers flexible packaging options, including 25 kg of fiber drums for liquid products and 15–25 kg PP/PE bags for powder products, all customizable to meet your specific needs.

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