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I3408

Indole

≥99%

Synonym(s):

1H-Benzo[b]pyrrole

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About This Item

Empirical Formula (Hill Notation):
C8H7N
CAS Number:
120-72-9
Molecular Weight:
117.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24896037
EC Number:
204-420-7
Beilstein/REAXYS Number:
107693
MDL number:
MFCD00005607
Assay:
≥99%
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Quality Level

200

assay

≥99%

bp

253-254 °C (lit.)

mp

51-54 °C (lit.)

SMILES string

c1ccc2[nH]ccc2c1

InChI

1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H

InChI key

SIKJAQJRHWYJAI-UHFFFAOYSA-N

Application

  • Indole is a nitrogen-containing heterocycle used in the total synthesis of compounds such as goniomitine, (−)-isatisine A, and (±)-aspidospermidine.
  • It is used as an electron donor moiety in synthesizing dyes for organic photovoltaics.
  • It can also be used in the preparation of indole based conjugated small molecules for nonlinear optics applications.

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pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

249.8 °F - closed cup

flash_point_c

121 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT2488
SHBR3823
SHBR2198
SHBP8899
SHBP3984

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Catalytic selective cyclizations of aminocyclopropanes: formal synthesis of aspidospermidine and total synthesis of goniomitine
De Simone F, et al.
Angewandte Chemie (International ed. in English), 122(33), 5903-5906 (2010)
Regioselective Inter-and Intramolecular Formal [4+ 2] Cycloaddition of Cyclobutanones with Indoles and Total Synthesis of (?)-Aspidospermidine
Kawano M, et al.
Angewandte Chemie (International ed. in English), 125(3), 940-944 (2013)
Total Synthesis of (−)-Isatisine A
Zhang X, et al.
Angewandte Chemie (International ed. in English), 50(27), 6164-6166 (2011)
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