Description

4-Aminodiphenyl ether (CAS 139-59-3), also known as 4-phenoxyaniline, is a high-purity aromatic amine compound with the molecular formula C₁₂H₁₁NO. This fine chemical is widely utilized in organic synthesis, pharmaceutical intermediates, and advanced material research. Its structure features an amino group (-NH₂) para-substituted to a phenoxy moiety, making it a valuable building block for heterocyclic compounds and functional polymers. Available in crystalline powder form with ≥98% purity (HPLC), it is rigorously tested for consistency, low heavy metal content, and minimal impurities. Suitable for use under inert conditions due to potential air sensitivity. Packaged in amber glass bottles or vacuum-sealed bags to ensure stability and longevity.

Properties

• CAS Number: 139-59-3
• Complexity: 158
• IUPAC Name: 4-phenoxyaniline
• InChI: InChI=1S/C12H11NO/c13-10-6-8-12(9-7-10)14-11-4-2-1-3-5-11/h1-9H,13H2
• InChI Key: WOYZXEVUWXQVNV-UHFFFAOYSA-N
• Exact Mass: 185.084063974
• Molecular Formula: C12H11NO
• Molecular Weight: 185.22
• SMILES: C1=CC=C(C=C1)OC2=CC=C(C=C2)N
• Topological: 35.3
• Monoisotopic Mass: 185.084063974
• Synonyms: 4-PHENOXYANILINE, 139-59-3, 4-Aminodiphenyl ether, p-Phenoxyaniline, 4-Phenoxybenzenamine, Benzenamine, 4-phenoxy-, 4-Aminophenyl phenyl ether, Aniline, p-phenoxy-, 4-Aminodifenylether, 4-Amino-1-phenoxybenzene, 4-Aminobiphenyl ether, 4-Aminodiphenylether, p-Aminophenyl phenyl ether, Ether, 4-aminophenyl phenyl, NSC 4629, 4-Aminodifenylether [Czech], CCRIS 3561, EINECS 205-367-2, BRN 0777708, 44P7PAW368, NSC-4629, ANILINE, 4-PHENOXY-, BENZENAMINE, P-PHENOXY-, DTXSID8059687, DTXCID6034506, 205-367-2, 4-phenoxyphenylamine, MFCD00007862, CHEMBL249550, WLN: ZR DOR, 4-Phenoxyaniline(Chunks or pellets or Flake), 4-Phenoxaniline, p-phenoxy aniline, 4-phenyloxyaniline, 4-phenoxy aniline, 4-phenoxy-aniline, para-phenoxyaniline, 4-(phenoxy)aniline, 4-(phenyloxy)aniline, 4-Phenoxy-phenylamine, (4-phenoxyphenyl)amine, 4-phenoxy-phenyl amine, 4-Phenoxyaniline, 97%, ChemDiv3_000338, Oprea1_328270, BIDD:GT0348, SCHEMBL159084, UNII-44P7PAW368, SCHEMBL1204061, SCHEMBL1283612, SCHEMBL6847262, SCHEMBL8534929, SCHEMBL28114545, NSC4629, HMS1473P08, NSC57084, NSC61131, 4-Phenoxyaniline(Chunks or pellets), BDBM50334276, CL8445, NSC-57084, NSC-61131, SBB003715, STK041542, AKOS000103555, CCG-103474, CS-W020611, IDI1_019656, NCGC00175907-01, AC-14414, AS-15655, DB-032327, NS00024511, P0981, ST50213725, EN300-17937, A807567, SR-01000393015, SR-01000393015-1, BRD-K85539327-001-01-4, Z57124586, F0020-1798

Application

4-Aminodiphenyl ether serves as a key intermediate in the synthesis of dyes, agrochemicals, and liquid crystal materials. Researchers employ it in Suzuki coupling reactions to construct biaryl systems for pharmaceutical development. Its electron-rich aromatic structure also makes it useful in polymer chemistry for creating thermally stable resins and conductive materials.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (89.6%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (97.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (89.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H341 (14.6%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
• H400 (12.5%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
• H410 (12.5%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P203, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (89.6%)
• Skin Sens. 1 (97.9%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (89.6%)
• Muta. 2 (14.6%)
• Aquatic Acute 1 (12.5%)
• Aquatic Chronic 1 (12.5%)

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