Benzenamine, 2-phenoxy- (HCID 75899)

Names & identifiers

Preferred name: Benzenamine, 2-phenoxy-
IUPAC: 2-phenoxyaniline
English name: 2-Phenoxyaniline
Molecular formula: C12H11NO
Molecular weight: 185.22

Names & synonyms

2-Phenoxyaniline2688-84-82-Aminodiphenyl ethero-Phenoxyaniline2-Aminophenyl phenyl ether2-PhenoxybenzenamineAniline, o-phenoxy-Benzenamine, 2-phenoxy-Aniline, 2-phenoxy-2-Adeo-Aminophenyl phenyl etherNSC 39655

Show more names

PhenoxyanilineAKOS B0201462-PhenoxyaniLAURORA KA-78022-phenoxy-anilino-phenoxy-anilin

EINECS 220-254-8BRN 0777766T96D49XD9HNSC-39655DTXSID6062593EC 220-254-84-13-00-00809 (Beilstein Handbook Reference)RefChem:561700

Database identifiers

CAS: 2688-84-8
PubChem CID: 75899
DTXSID: DTXSID6062593
ChEMBL: CHEMBL568768
UNII: T96D49XD9H
EC Number: 220-254-8
Nikkaji: J55.372G

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 35.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 166

Physicochemical properties

Melting point: 47 · 47-49 °C(lit.)
Boiling point: 170 °C18 · 170 °C18 mm Hg(lit.)
Density: 1.0936 · 1.0936 (rough estimate)
refractive index: 1.53 · 1.5300 (estimate)
Flash point: 230 °F · >230 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Slightly soluble in chloroform and methanol.
pka: 3.78 · 3.78±0.10(Predicted)
form: Crystalline Powder or Flakes
color: Brown to gray
BRN: 777766 · 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 · 2688-84-8(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 96 D49XD9H · T96D49XD9H
NIST Chemistry Reference: 2 · 2-Aminodiphenyl ether(2688-84-8)
EPA Substance Registry System: o-Phenoxyaniline (2688-84-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302+H312+H332-H315-H319-H335
Precautionary statements: 261 · P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 20 · 20/21/22-36/37/38-22
Safety Statements: 26 · 26-37/39-36/37/39-36
RIDADR: 2811 · 2811
WGK Germany: 3 · 3
RTECS: 7940000 · BY7940000
Hazard Note: Irritant
TSCA: TSCA listed
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29222990 · 29222990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Toxicity: 50 ivn-mus: · LD50 ivn-mus: 212 mg/kg TXCYAC 8,347,77
REACH Registrations: Inactive

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: BY7940000
ridadr: 2811
hs_code: 29222990
Toxicity: LD50 ivn-mus: 212 mg/kg TXCYAC 8,347,77
risk_code: 20/21/22-36/37/38-22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 26-37/39-36/37/39-36
hazard_class: 6.1
Storage Class: 11 - Combustible Solids
packing_group: III
target organs: Respiratory system
Hazard statements: H302+H312+H332-H315-H319-H335
REACH Registrations: Inactive
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338

Chemistry & industry

Applications · 3 items

Uses2-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.

Uses2-Phenoxyaniline may be used in the preparation of sodium primary amide complex, 2-PhOC6H4NHNa·NMe[(CH2)2NMe2]2. It was used in the preparation of 2-acetoaminodiphenyl ether. It may be used in the preparation of 4-methyl-2-(2-phenoxyphenyl)azo-phenol.

General Description2-Phenoxyaniline forms crystalline 2:1 (host-to-guest) inclusion complexes with β-cyclodextrin.