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W259306

Sigma-Aldrich

Indole

≥99%, FG

Sinónimos:

1H-Benzo[b]pyrrole

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About This Item

Fórmula empírica (notación de Hill):
C8H7N
Número de CAS:
120-72-9
Peso molecular:
117.15
FEMA Number:
2593
Beilstein/REAXYS Number:
107693
EC Number:
204-420-7
Council of Europe no.:
560
MDL number:
MFCD00005607
UNSPSC Code:
12164502
PubChem Substance ID:
24901173
Flavis number:
14.007
NACRES:
NA.21
organoleptic:
pungent; floral; animal
grade:
FG
Fragrance grade
Kosher
biological source:
synthetic
agency:
follows IFRA guidelines
meets purity specifications of JECFA
food allergen:
no known allergens

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 172.515

assay

≥99%

impurities

≤250 ppm Hexane, residual (solvent)

bp

253-254 °C (lit.)

mp

51-54 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

pungent; floral; animal

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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General description

Indole is one of the main flavor constituents of green tea.

Biochem/physiol Actions

Taste at 0.3-2 ppm

Other Notes

Natural occurrence: Burley tobacco, butter, coffee, dried bonito, egg, fish, malt, rum, tea, and wine.

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_germany

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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Certificados de análisis (COA)

Lot/Batch Number
SHBR8137
SHBQ4023
SHBP2220
SHBN0380
SHBP7714

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Further Investigation of Flavor Constituents in Manufactured Green Tea
Yamanishi T, et al.
Agricultural and Biological Chemistry, 34(4), 599-608 (1970)
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)
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)
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
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.
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