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I3408

Sigma-Aldrich

Indole

≥99%

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Synonym(s):
1H-Benzo[b]pyrrole
Empirical Formula (Hill Notation):
C8H7N
CAS Number:
Molecular Weight:
117.15
Beilstein:
107693
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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1 of 4

This Item
PHR3524W259378W259306
Indole ≥99%

Sigma-Aldrich

I3408

Indole

Indole pharmaceutical secondary standard, certified reference material

Supelco

PHR3524

Indole

Indole natural, ≥97%, FG

Sigma-Aldrich

W259378

Indole

Indole ≥99%, FG

Sigma-Aldrich

W259306

Indole

bp

253-254 °C (lit.)

bp

253-254 °C (lit.)

bp

253-254 °C (lit.)

bp

253-254 °C (lit.)

mp

51-54 °C (lit.)

mp

51-54 °C (lit.)

mp

51-54 °C (lit.)

mp

51-54 °C (lit.)

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Slide 1 of 5

1 of 5

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)
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)
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)

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