Description

1,2-Diamino-3,5-difluorobenzene (CAS No. 2369-29-1) is a high-purity fluorinated aromatic diamine with the molecular formula C₆H₆F₂N₂. This specialized compound, also known as 3,5-difluorobenzene-1,2-diamine, is a valuable building block in organic synthesis and pharmaceutical research. Its unique structure, featuring two adjacent amino groups and fluorine substituents, enables applications in ligand design, heterocycle formation, and fluorinated material development. Available in ≥98% purity (HPLC/GC), this light-sensitive solid is supplied in amber glass vials under inert atmosphere to ensure stability. Suitable for nucleophilic aromatic substitution (S_NAr) reactions and as a precursor for benzimidazole derivatives. Store at 2-8°C with desiccant.

Properties

• CAS Number: 2369-29-1
• Complexity: 120
• IUPAC Name: 3,5-difluorobenzene-1,2-diamine
• InChI: InChI=1S/C6H6F2N2/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,9-10H2
• InChI Key: QGNXDMSEEPNKCF-UHFFFAOYSA-N
• Exact Mass: 144.04990452
• Molecular Formula: C6H6F2N2
• Molecular Weight: 144.12
• SMILES: C1=C(C=C(C(=C1N)N)F)F
• Topological: 52
• Monoisotopic Mass: 144.04990452
• Synonyms: 2369-29-1, 1,2-Diamino-3,5-difluorobenzene, DTXSID50371575, DTXCID10322609, 3,5-Difluorobenzene-1,2-diamine, 1,2-Benzenediamine, 3,5-difluoro-, 3,5-Difluoro-1,2-benzenediamine, MFCD00973899, 1,2-Benzenediamine,3,5-difluoro-, 3,5-difluoro-benzene-1,2-diamine, 3,5-DIFLUORO-1,2-PHENYLENEDIAMINE, SCHEMBL101668, QGNXDMSEEPNKCF-UHFFFAOYSA-N, 3,5-difluoro-1,2-diaminobenzene, SBB069966, AKOS006230240, AC-9692, CS-W021815, PS-8974, SY047165, DB-046224, 1,2-diamino-3,5-difluorobenzene, AldrichCPR, EN300-112912, 3 pound not5-Difluorobenzene-1 pound not2-diamine, Z1201620733

Application

1,2-Diamino-3,5-difluorobenzene serves as a key intermediate in the synthesis of fluorinated benzimidazole scaffolds for pharmaceutical development. The compound’s electron-deficient aromatic ring facilitates palladium-catalyzed cross-coupling reactions in medicinal chemistry. Researchers utilize this diamine for constructing fluorescent probes due to the synergistic effects of fluorine substitution and amine reactivity. It also finds application in materials science as a monomer for high-performance polyimides with enhanced thermal stability.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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