CAS 6025-60-1 2-(1H-pyrrol-1-yl)aniline (HCID 80123)

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Basic information

CAS: 6025-60-1
Standard SMILES: Nc1ccccc1-n1cccc1
InChIKey: GDMZHPUPLWQIBD-UHFFFAOYSA-N
Molecular formula: C10H10N2
Average molar mass: 158.2 g/mol
Monoisotopic mass: 158.08439832

Names & identifiers

Preferred name: 2-(1H-pyrrol-1-yl)aniline
IUPAC: 2-pyrrol-1-ylaniline
English name: 1-(2-Aminophenyl)pyrrole
Molecular formula: C10H10N2
Molecular weight: 158.2

Names & synonyms

2-(1H-Pyrrol-1-yl)anilineEINECS 227-884-2DTXSID90208997NSC 130753RefChem:451528DTXCID40131488227-884-26025-60-11-(2-Aminophenyl)pyrrole2-pyrrol-1-ylaniline[2-(1H-pyrrol-1-yl)phenyl]amineN-(2-Aminophenyl)pyrrole

Show more names

(2-pyrrol-1-ylphenyl)amine1-(o-Aminophenyl)-1H-pyrrole2-(1H-Pyrrol-1-yl)benzenamine1-(2-AMINOPHENYL)PYRROLE, 98+%

MFCD000053441-(2-Aminophenyl)-1H-pyrroleBenzenamine, 2-(1H-pyrrol-1-yl)-2-(1-pyrrolyl)anilineNSC130753NSC-1307531-(2'-Aminophenyl)pyrroleMLS000833745

Database identifiers

CAS: 6025-60-1
PubChem CID: 80123
DTXSID: DTXSID90208997
ChEMBL: CHEMBL1463101
UNII: K5T4GB3PMR
EC Number: 227-884-2
Nikkaji: J223.956F

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 31 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 12
Formal charge: 0
Complexity: 141

Experimental & physicochemical properties

Solubility14.5 [ug/mL] (The mean of the results at pH 7.4)

Physicochemical properties

Melting point: 96 · 96-98 °C(lit.)
Boiling point: 273.29 °C · 273.29°C (rough estimate)
Density: 1.1192 · 1.1192 (rough estimate)
refractive index: 1.6392 · 1.6392 (estimate)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: solid
pka: 2.09 · 2.09±0.10(Predicted)
Appearance: White to light brown Solid
Water Solubility: Insoluble in water.
BRN: 1307631 · 1307631
InChI: 1S/C10H10N2/c11-9-5-1-2-6-10(9)12-7-3-4-8-12/h1-8H,11H2
InChIKey: GDMZHPUPLWQIBD-UHFFFAOYSA-N

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (97.8%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29339980
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26-36
Storage Class: 11 - Combustible Solids
packing_group: III
target organs: Respiratory system
Hazard statements: H302+H312+H332-H315-H319-H335
Hazard Classifications: Acute 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

Uses1-(2-Aminophenyl)pyrrole is used in the synthesis of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives. It participates in Pt(IV)-catalyzed hydroamination triggered cyclization reaction to yield fused pyrrolo [1,2-a] quinoxalines. It is also used as primary and secondary intermediates. They act as antileishmanial agents.

Uses1-(2-Aminophenyl)pyrrole was used in the synthesis of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives.

General Description1-(2-Aminophenyl)pyrrole participates in Pt(IV)-catalyzed hydroamination triggered cyclization reaction to yield fused pyrrolo [1,2-a] quinoxalines. It reacts with aromatic or heteroaromatic aldehydes in ethanol and catalytic amounts of acetic acid to yield 4,5-dihydropyrrolo[1,2-a]quinoxalines. Thin films of poly(1-(2-aminophenyl)pyrrole) has been prepared via oxidative electropolymerization.