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  • I3750
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I3750

Sigma-Aldrich

3-Indoleacetic acid

98%

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

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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1 of 4

This Item
357451.0844543858
3-Indoleacetic acid 98%

Sigma-Aldrich

I3750

3-Indoleacetic acid

1-Naphthaleneacetic acid PESTANAL®, analytical standard

Supelco

35745

1-Naphthaleneacetic acid

Heptanoic acid analytical standard

Supelco

43858

Heptanoic acid

assay

98%

assay

95-100% (HPLC)

assay

-

assay

≥99.0% (GC)

mp

165-169 °C (lit.)

mp

-

mp

180-185 °C

mp

−10.5 °C (lit.)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

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

13 - Non 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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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