Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

196940

Sigma-Aldrich

1-(2-Aminophenyl)pyrrole

≥98%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H10N2
CAS Number:
6025-60-1
Molecular Weight:
158.20
EC Number:
227-884-2
MDL number:
MFCD00005344
UNSPSC Code:
12352100
PubChem Substance ID:
24851811
NACRES:
NA.22

Assay

≥98%

form

solid

mp

96-98 °C (lit.)

SMILES string

Nc1ccccc1-n2cccc2

InChI

1S/C10H10N2/c11-9-5-1-2-6-10(9)12-7-3-4-8-12/h1-8H,11H2

InChI key

GDMZHPUPLWQIBD-UHFFFAOYSA-N

General description

1-(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.

Application

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

196940-5G:
196940-1G:
196940-10G:
196940-VAR:
196940-BULK:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCQ6285
MKCP0401
MKCN3984
MKBX6701V
MKBV9455V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Nitin T Patil et al.
The Journal of organic chemistry, 75(10), 3371-3380 (2010-04-16)
A PtCl(4)-catalyzed hydroamination-triggered cyclization strategy to access biologically interesting N-containing heterocycles such as pyrrolo[1,2-a]quinoxalines, indolo[1,2-a]quinoxalines, and indolo[3,2-c]quinolines is described. The reaction makes use of aminoaromatics such as 1-(2-aminophenyl)pyrroles, N-(2-aminophenyl)indoles, 2-(2-aminophenyl)indoles, and alkynes having a tethered hydroxyl group. Mechanistically, the reaction
Jean Guillon et al.
Bioorganic & medicinal chemistry, 15(1), 194-210 (2006-10-20)
An original series of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives, new structural analogues of Galipea species quinoline alkaloids, was synthesized from various substituted 2-nitroanilines via multistep heterocyclizations and tested for in vitro antiparasitic activity upon Leishmania amazonensis and Leishmania infantum strains. Structure-activity relationships
Photoelectrochemical studies on poly [1-(2-aminophenyl) pyrrole]-Creation of a photoactive inorganic-organic semiconductor interface (IOI).
Kasem KK, et al.
Canadian Journal of Chemistry, 87(8), 1109-1116 (2009)
A Versatile Synthesis of 4, 5-Dihydropyrrolo [1, 2-a] quinoxalines.
Abonia R, et al.
Journal of Heterocyclic Chemistry, 38(3), 671-674 (2001)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service