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Merck
CN

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

Key Documents

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Product Name

Indole, ≥99%

InChI key

SIKJAQJRHWYJAI-UHFFFAOYSA-N

InChI

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

SMILES string

c1ccc2[nH]ccc2c1

assay

≥99%

bp

253-254 °C (lit.)

mp

51-54 °C (lit.)

Quality Level

200

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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.

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

wgk

WGK 1

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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Total Synthesis of (−)-Isatisine A
Zhang X, et al.
Angewandte Chemie (International ed. in English), 50(27), 6164-6166 (2011)
Synthesis of double D-A branched organic dyes employing indole and phenoxazine as donors for efficient DSSCs
Hong Y, et al.
Tetrahedron, 70(36), 6296-6302 (2014)
Synthesis and nonlinear optical properties of novel conjugated small molecules based on indole donor
Liu J, et al.
Journal of Molecular Structure, 1165(30), 223-227 (2018)
Impact of Thermal Annealing on Organic Photovoltaic Cells Using Regioisomeric Donor-Acceptor-Acceptor Molecules
Zhang T, et al.
ACS Applied Materials & Interfaces, 9(30), 25418-25425 (2017)
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)
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