Description

1,5-Bis(p-aminophenoxy)pentane (CAS No. 2391-56-2) is a high-purity aromatic diamine compound with the molecular formula C₁₇H₂₂N₂O₂. This specialized chemical features two terminal aminophenoxy groups linked by a flexible pentane spacer, making it an excellent building block for advanced polymer synthesis. Its IUPAC name is 4-[5-(4-aminophenoxy)pentoxy]aniline, and it is characterized by its white to off-white crystalline appearance.

With a molecular weight of 286.37 g/mol, this compound is particularly valuable in materials science applications due to its dual amine functionality and ether linkages. It is supplied with comprehensive analytical documentation including ¹H NMR, HPLC, and mass spectrometry data to ensure batch-to-batch consistency. Store in airtight containers under inert atmosphere at 2-8°C to maintain stability.

Key applications include use as a monomer for polyimides, epoxy resins, and other high-performance polymers where thermal stability and mechanical properties are critical. The compound is packaged in amber glass bottles with optional argon blanket for oxygen-sensitive applications.

Properties

• CAS Number: 2391-56-2
• Complexity: 234
• IUPAC Name: 4-[5-(4-aminophenoxy)pentoxy]aniline
• InChI: InChI=1S/C17H22N2O2/c18-14-4-8-16(9-5-14)20-12-2-1-3-13-21-17-10-6-15(19)7-11-17/h4-11H,1-3,12-13,18-19H2
• InChI Key: SLHXQWDUYXSTPA-UHFFFAOYSA-N
• Exact Mass: 286.168127949
• Molecular Formula: C17H22N2O2
• Molecular Weight: 286.37
• SMILES: C1=CC(=CC=C1N)OCCCCCOC2=CC=C(C=C2)N
• Topological: 70.5
• Monoisotopic Mass: 286.168127949
• Synonyms: 2391-56-2, 1,5-Bis(p-aminophenoxy)pentane, 1,5-Di(p-aminophenoxy)pentane, DTXSID70178624, 4,4′-(1,5-Pentanediylbis(oxy))bisbenzenamine, DTXCID30101115, 1,5-BIS(4-AMINOPHENOXY)PENTANE, 4,4′-(pentane-1,5-diylbis(oxy))dianiline, 4-[5-(4-aminophenoxy)pentoxy]aniline, 1092-82-6, Benzenamine, 4,4′-[1,5-pentanediylbis(oxy)]bis-, dihydrochloride, DAPP, Acucela, Benzenamine, 4,4′-[1,5-pentanediylbis(oxy)]bis-, [4-[5-(4-azaniumylphenoxy)pentoxy]phenyl]azanium dichloride, SCHEMBL562258, MFCD01632139, AKOS024348895, SB82281, 1,5-Bis(4-amino-benzene-1-oxy)pentane, AS-75615, 4-[5-(4-aminophenoxy)pentyloxy]phenylamine, CS-0336279, ST50826100, 4-{[5-(4-aminophenoxy)pentyl]oxy}phenylamine, A10846, 4,4 inverted exclamation mark -(Pentane-1,5-Diylbis(Oxy))Dianiline

Application

1,5-Bis(p-aminophenoxy)pentane serves as a crucial monomer in the synthesis of high-temperature resistant polyimides for aerospace and electronics applications. The compound’s flexible pentane spacer improves processability in polymer formulations while maintaining thermal stability. Researchers utilize this diamine to develop advanced epoxy curing agents with enhanced mechanical properties. Its symmetrical structure makes it valuable for creating precisely controlled polymer architectures in materials science research.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (20%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (80%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (80%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (20%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (80%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (20%)
• Acute Tox. 4 (20%)

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