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I3750

3-Indoleacetic acid

Name: 3-Indoleacetic acid
Brand: ALDRICH

98%

Synonym(s):

Heteroauxin, IAA

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₉NO₂

CAS Number:

87-51-4

Molecular Weight:

175.18

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24896043

EC Number:

201-748-2

Beilstein/REAXYS Number:

143358

MDL number:

MFCD00005636

Assay:

98%

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Properties

Quality Level

200

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

Description

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

农药列管产品

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A CRISPR/Cas9-based central processing unit to program complex logic computation in human cells.

Hyojin Kim et al.

Proceedings of the National Academy of Sciences of the United States of America, 116(15), 7214-7219 (2019-03-30)

Controlling gene expression with sophisticated logic gates has been and remains one of the central aims of synthetic biology. However, conventional implementations of biocomputers use central processing units (CPUs) assembled from multiple protein-based gene switches, limiting the programming flexibility and

Distribution of indole-3-acetic acid in Petunia hybrida shoot tip cuttings and relationship between auxin transport, carbohydrate metabolism and adventitious root formation.

Amir H Ahkami et al.

Planta, 238(3), 499-517 (2013-06-15)

To determine the contribution of polar auxin transport (PAT) to auxin accumulation and to adventitious root (AR) formation in the stem base of Petunia hybrida shoot tip cuttings, the level of indole-3-acetic acid (IAA) was monitored in non-treated cuttings and

The Tinkerbell (Tink) Mutation Identifies the Dual-Specificity MAPK Phosphatase INDOLE-3-BUTYRIC ACID-RESPONSE5 (IBR5) as a Novel Regulator of Organ Size in Arabidopsis.

Kim L Johnson et al.

PloS one, 10(7), e0131103-e0131103 (2015-07-07)

Mitogen-activated dual-specificity MAPK phosphatases are important negative regulators in the MAPK signalling pathways responsible for many essential processes in plants. In a screen for mutants with reduced organ size we have identified a mutation in the active site of the

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Global Trade Item Number

SKU	GTIN
I3750-100MG	04061833856277
I3750-500MG	04061833856291
I3750-100G-A	04061833856260
I3750-1G	04061826683576
I3750-25G-A	04061833856284
I3750-25MG	04061835545742
I3750-2G	04061835545759
I3750-5G-A	04061835557295