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I3750

Sigma-Aldrich

3-Indoleacetic acid

98%

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Synonym(s):
Heteroauxin, IAA
Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
Molecular Weight:
175.18
Beilstein:
143358
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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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This Item
1.00353I2886I7675
3-Indoleacetic acid 98%

Sigma-Aldrich

I3750

3-Indoleacetic acid

Indole-3-acetic acid LAB

Millipore

1.00353

Indole-3-acetic acid

3-Indoleacetic acid suitable for plant cell culture, crystalline

Sigma-Aldrich

I2886

3-Indoleacetic acid

2-Iodobenzoic acid 98%

Sigma-Aldrich

I7675

2-Iodobenzoic acid

mp

165-169 °C (lit.)

mp

167-170 °C

mp

165-169 °C (lit.)

mp

160-162 °C (lit.)

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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