Description
2,2′-[1,2-Ethanediylbis(oxy)]bis[benzenamine] (CAS No. 52411-34-4) is a high-purity aromatic amine compound with the molecular formula C14H16N2O2. This specialized chemical features a unique ethylene glycol-bridged bis(2-aminophenyl) ether structure, making it valuable for advanced organic synthesis and polymer applications. The compound is characterized by its dual primary amine functionality and ether linkages, offering versatile reactivity for crosslinking, polymerization, and functionalization reactions. Available in >98% purity by HPLC, this product is supplied as a crystalline solid with strict quality control for batch-to-batch consistency. Ideal for research in advanced materials science, this chemical should be stored under inert atmosphere at 2-8°C to maintain stability.
Properties
- CAS Number: 52411-34-4
- Complexity: 214
- IUPAC Name: 2-[2-(2-aminophenoxy)ethoxy]aniline
- InChI: InChI=1S/C14H16N2O2/c15-11-5-1-3-7-13(11)17-9-10-18-14-8-4-2-6-12(14)16/h1-8H,9-10,15-16H2
- InChI Key: PSDFQEVOCCOOET-UHFFFAOYSA-N
- Exact Mass: 244.121177757
- Molecular Formula: C14H16N2O2
- Molecular Weight: 244.29
- SMILES: C1=CC=C(C(=C1)N)OCCOC2=CC=CC=C2N
- Topological: 70.5
- Monoisotopic Mass: 244.121177757
- Solubility: >36.6 [ug/mL]
- Synonyms: 2-[2-(2-aminophenoxy)ethoxy]aniline, 2,2′-[1,2-Ethanediylbis(oxy)]bis[benzenamine], Ethylene Glycol Bis(2-aminophenyl) Ether, 2-(2-(2-aminophenoxy)ethoxy)aniline, 2,2′-(1,2-Ethanediylbis(oxy))bis(benzenamine), 459-990-1, 610-833-7, 52411-34-4, 1,2-Bis(o-aminophenoxy)ethane, 1,2-Bis(2-aminophenoxy)ethane, 2,2′-(Ethylenedioxy)dianiline, 2-[2-(2-aminophenoxy)ethoxy]phenylamine, Benzenamine, 2,2′-[1,2-ethanediylbis(oxy)]bis-, MFCD00087648, 2,2′-[ethane-1,2-diylbis(oxy)]dianiline, 1,2-Bis[2-aminophenoxy]ethane, 1,2-Di(o-aminophenoxy)ethane, BAPE, Enamine_001170, EE2HG8UFW4, 1,2,7,8-Dibenzo-1,8-diamino-3,6-dioxaoctane, MLS001195443, SCHEMBL864648, 2,2′-(Ethylenedioxy)bisaniline, CHEMBL1708016, DTXSID00365262, PSDFQEVOCCOOET-UHFFFAOYSA-N, HMS1397F04, HMS2859I03, 1,2-Bis-(2-amino-phenoxy)ethane, BCP06902, Aniline, 2,2′-(ethylenedioxy)di-, STK792960, 2,2′-(Ethylenebisoxy)bisbenzeneamine, AKOS000115429, MS-2652, SMR000550754, SY067169, DB-097676, ST4019461, CS-0036462, E1365, EU-0017646, NS00032503, EN300-02384, Z56793625
Application
This bifunctional aromatic amine serves as a key intermediate in the synthesis of advanced polyimides and epoxy resins, particularly for high-temperature applications. The compound’s dual reactive sites enable its use as a crosslinking agent in specialty polymer formulations. Researchers utilize this chemical in developing conductive polymers and liquid crystal materials due to its rigid-rod molecular structure. It also finds application in corrosion-resistant coating formulations and as a building block for pharmaceutical intermediates.
Safety and Hazards
GHS Hazard Statements
- H411 (100%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
Precautionary Statements
- P273, P391, and P501
Hazard Classes and Categories
- Acute Tox. 4 (33.3%)
- Skin Irrit. 2 (66.7%)
- Eye Irrit. 2A (66.7%)
- STOT SE 3 (33.3%)
- Aquatic Chronic 2 (66.7%)
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