I3750
3-Indoleacetic acid
98%
Synonym(s):
Heteroauxin, IAA
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About This Item
Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
Molecular Weight:
175.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-748-2
Beilstein/REAXYS Number:
143358
MDL number:
Assay:
98%
Quality Segment
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
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.
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Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
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