| Identification | More | [Name]
2-Phenoxyaniline | [CAS]
2688-84-8 | [Synonyms]
2-AMINODIPHENYL ETHER
2-AMINOPHENYL PHENYL ETHER
2-PHENOXYANILINE
AKOS B020146
AURORA KA-7802
O-PHENOXYANILINE
2-Ade
2-phenoxy-anilin
2-phenoxy-benzenamin
2-phenoxybenzenamine
Aniline, 2-phenoxy-
Aniline, o-phenoxy-
Benzenamine, 2-phenoxy-
o-Aminophenyl phenyl ether
o-aminophenylphenylether
o-phenoxy-anilin
2-Aminodiphenyl ether~2-Aminophenyl phenyl ether
Aminodiphenylether,97%
2-Phonoxyaniline
2-Phenoxyaniline,99% | [EINECS(EC#)]
220-254-8 | [Molecular Formula]
C12H11NO | [MDL Number]
MFCD00035765 | [Molecular Weight]
185.22 | [MOL File]
2688-84-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Whitetolightyellowcrystalpowde | [Melting point ]
47-49 °C(lit.)
| [Boiling point ]
170 °C18 mm Hg(lit.)
| [density ]
1.0936 (rough estimate) | [refractive index ]
1.5300 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Slightly soluble in chloroform and methanol. | [form ]
Crystalline Powder or Flakes | [pka]
3.78±0.10(Predicted) | [color ]
Brown to gray | [BRN ]
777766 | [Stability:]
Hygroscopic | [InChI]
1S/C12H11NO/c13-11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9H,13H2 | [InChIKey]
NMFFUUFPJJOWHK-UHFFFAOYSA-N | [SMILES]
Nc1ccccc1Oc2ccccc2 | [CAS DataBase Reference]
2688-84-8(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Aminodiphenyl ether(2688-84-8) | [EPA Substance Registry System]
2688-84-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
2811 | [WGK Germany ]
3
| [RTECS ]
BY7940000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [REACH Registrations]
Inactive | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29222990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | [Toxicity]
LD50 ivn-mus: 212 mg/kg TXCYAC 8,347,77 |
| Hazard Information | Back Directory | [Chemical Properties]
Whitetolightyellowcrystalpowde | [Uses]
2-Phenoxyaniline serves as an antiinflammatory agent that inhibits preferentially COX-2 over COX-1. It is used in the preparation of sodium primary amide complex, 4-methyl-2-(2-phenoxyphenyl)azo-phenol and 2-acetoaminodiphenyl ether. Further, it is used to form complexes with beta-cyclodextrin. | [General Description]
2-Phenoxyaniline forms crystalline 2:1 (host-to-guest) inclusion complexes with β-cyclodextrin. | [Safety Profile]
Poison by intravenous route. When heated to decomposition it emits toxic vapors of NOx. | [Synthesis]
General procedure: all reactions were carried out under air atmosphere. Iodobenzene (1.0 mmol), o-aminophenol (1.0 mmol), CuI (0.1 mmol), 1-(α-aminobenzyl)-2-naphthol (0.2 mmol), and K2CO3 (2.0 equiv.) were dissolved in 3 mL of DMSO, and the reaction was carried out for 24 hr at 120 °C. The reaction process was monitored by gas chromatography (GC). Upon completion of the reaction, the catalyst was removed by filtration and the product was extracted with ethyl acetate (EtOAc). The organic layers were combined and dried with anhydrous MgSO4 for 12 hours. The solvent was removed by concentration under reduced pressure and the resulting crude product was purified by silica gel column chromatography with the eluent of petroleum ether/ethyl acetate (10:1, v/v) to afford the target compound 2-aminodiphenyl ether. | [References]
[1] Synthetic Communications, 2014, vol. 44, # 17, p. 2468 - 2477
[2] Tetrahedron Letters, 2014, vol. 55, # 51, p. 7082 - 7088 |
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