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Merck
CN

57190

Indole

puriss., ≥98.5% (GC)

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
EC Number:
204-420-7
UNSPSC Code:
12352100
PubChem Substance ID:
329758278
Beilstein/REAXYS Number:
107693
MDL number:
MFCD00005607

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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

grade

puriss.

assay

≥98.5% (GC)

bp

253-254 °C (lit.)

mp

50-53 °C, 51-54 °C (lit.)

solubility

methanol: 0.1 g/mL, clear

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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

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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Mohamed A A Mahmoud et al.
Frontiers in chemistry, 6, 241-241 (2018-07-11)
Although the microbiota is considered to be the primary source of off-flavors in farmed fish, there is a lack of information about the possible contribution of feeds to fish malodor. For this reason, the current study was designed to perform
Total synthesis of the tremorgenic indole diterpene paspalinine.
Masaru Enomoto et al.
Angewandte Chemie (International ed. in English), 51(51), 12833-12836 (2012-11-09)
Facile access to 3-acylindoles through palladium-catalyzed addition of indoles to nitriles: the one-pot synthesis of indenoindolones.
Yuanhong Ma et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(4), 1189-1193 (2012-12-15)
Jin-Hyung Lee et al.
FEMS microbiology reviews, 34(4), 426-444 (2010-01-15)
Bacteria can utilize signal molecules to coordinate their behavior to survive in dynamic multispecies communities. Indole is widespread in the natural environment, as a variety of both Gram-positive and Gram-negative bacteria (to date, 85 species) produce large quantities of indole.
Thomas Lindel et al.
Topics in current chemistry, 309, 67-129 (2011-09-15)
Important biologically active indole alkaloids are decorated with prenyl (3,3-dimethylallyl) and tert-prenyl (1,1-dimethylallyl) groups. Covering the literature until the end of 2010, this review article comprehensively summarises and discusses the currently available technologies of prenylation and tert-prenylation of indoles, which
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