ChemicalBook CAS DataBase List 2688-84-8

2688-84-8

Name	2-Phenoxyaniline
CAS	2688-84-8
EINECS(EC#)	220-254-8
Molecular Formula	C12H11NO
MDL Number	MFCD00035765
Molecular Weight	185.22
MOL File	2688-84-8.mol

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%

Chemical Properties

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

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. less more
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 . less more
RIDADR	2811
WGK Germany	3
RTECS	BY7940000
Hazard Note	Irritant
TSCA	Yes
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 less more

Raw materials And Preparation Products

Hazard Information

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

591-50-4

95-55-6

2688-84-8

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

Material Safety Data Sheet(MSDS)

Spectrum Detail

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