I3750
3-Indoleacetic acid
98%
Sinónimos:
Heteroauxin, IAA
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About This Item
Fórmula empírica (notación de Hill):
C10H9NO2
Número de CAS:
Peso molecular:
175.18
Beilstein/REAXYS Number:
143358
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
98%
mp
165-169 °C (lit.)
SMILES string
OC(=O)Cc1c[nH]c2ccccc12
InChI
1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
Inchi Key
SEOVTRFCIGRIMH-UHFFFAOYSA-N
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General description
3-Indoleacetic acid (IAA) is a naturally occurring hydrophilic organic compound consists of an unsaturated aromatic ring that is commonly used in the synthesis of indolylated diarylmethanes, α-acetoxyl ketones, and Indolmethyl-Chromones via copper catalyzed coupling reactions.
Application
3-Indoleacetic acid (IAA) can be used as a building block to synthesize ,(±) harmacine using 4,4-diethoxybutan-1-amine via an acid-catalyzed acyl iminium ion cyclization reaction.
(±)-Harmacine is a vital step in the synthesis of a variety of indole alkaloids and dopamine/serotonin receptor ligands. IAA can also be used in the preparation of alkaloid (±)-19-hydroxyibogamine.
(±)-Harmacine is a vital step in the synthesis of a variety of indole alkaloids and dopamine/serotonin receptor ligands. IAA can also be used in the preparation of alkaloid (±)-19-hydroxyibogamine.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Los clientes también vieron
Copper-Mediated Decarboxylative Coupling of 3-Indoleacetic Acids with Sulfoxonium Ylides for the Synthesis of alpha-Acetoxyl Ketones
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Copper-Mediated Cyclization of o-Hydroxyaryl Enaminones with 3-Indoleacetic Acids toward the Synthesis of 3-Indolmethyl-Chromones
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The Journal of Organic Chemistry, 87, 9270-9281 (2022)
Effects of exogenous 3-indoleacetic acid and cadmium stress on the physiological and biochemical characteristics of Cinnamomum camphora
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Microwave-assisted copper catalyzed decarboxylative reductive coupling of para-quinone methides with 3-indoleacetic acids: rapid access to polycyclic spiroindolequinone derivatives
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