ChemicalBook > CAS DataBase List > Indole-3-acetic acid

Indole-3-acetic acid

Product Name
Indole-3-acetic acid
CAS No.
87-51-4
Chemical Name
Indole-3-acetic acid
Synonyms
IAA;JAA;Gap;3-IAA;a-Iaa;b-Iaa;3-IndoL;RHIZOPIN;Noclosan;NSC 3787
CBNumber
CB8783347
Molecular Formula
C10H9NO2
Formula Weight
175.18
MOL File
87-51-4.mol
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Indole-3-acetic acid Property

Melting point:
165-169 °C(lit.)
Boiling point:
306.47°C (rough estimate)
Density 
1.1999 (rough estimate)
refractive index 
1.5460 (estimate)
Flash point:
171°C
storage temp. 
−20°C
pka
4.75(at 25℃)
form 
crystalline
color 
off-white to tan
Water Solubility 
Soluble in ethanol (50 mg/ml), methanol, DMSO, and chloroform (sparingly). Insoluble in water.
Sensitive 
Light Sensitive
Decomposition 
167 ºC
Merck 
14,4964
BRN 
143358
Stability:
Stable. Incompatible with strong oxidizing agents. Light sensitive.
CAS DataBase Reference
87-51-4(CAS DataBase Reference)
NIST Chemistry Reference
Indole-3-acetic acid(87-51-4)
EPA Substance Registry System
Indole-3-acetic acid (87-51-4)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
NL3150000
8-10-23
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29339990
Toxicity
LD50 intraperitoneal in mouse: 150mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I2886
Product name
3-Indoleacetic acid
Purity
plant cell culture tested, crystalline
Packaging
5g
Price
$27.9
Updated
2020/08/18
Sigma-Aldrich
Product number
45533
Product name
3-Indoleacetic acid
Purity
PESTANAL , analytical standard
Packaging
250mg
Price
$41.6
Updated
2020/08/18
TCI Chemical
Product number
I0022
Product name
3-Indoleacetic Acid
Purity
>98.0%(T)
Packaging
5g
Price
$20
Updated
2020/06/24
TCI Chemical
Product number
I0022
Product name
3-Indoleacetic Acid
Purity
>98.0%(T)
Packaging
25g
Price
$60
Updated
2020/06/24
Alfa Aesar
Product number
A10556
Product name
Indole-3-acetic acid, 98+%
Packaging
25g
Price
$66.9
Updated
2020/06/24
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Indole-3-acetic acid Chemical Properties,Usage,Production

Chemical Properties

white to tan crystals

Uses

Plant growth regulator.

Definition

ChEBI: A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group.

Biosynthesis

3-Indolylacetic acid is biosynthesised in plants from tryptophan by two pathways, the indolylpyruvic acid pathway being quantitatively the more important. Experiments with tomato shoots have shown the existence of a tryptophan transaminase, which catalyses the formation of indolylpyruvic acid, and a tryptophan decarboxylase, which catalyses the formation of tryptamine. The decarboxylation of indolylpyruvic acid is catalysed by indolylpyruvate decarboxylase, while indolylacetaldehyde dehydrogenase catalyses the oxidation of indolylacetaldehyde to indolylacetic acid.

The biosynthesis of 3-indolylacetic acid

Biological Functions

3-Indolylacetic acid (indole-3-acetic acid, IAA) is one of the auxins, which together with the gibberellins and abscisic acid, cyto- kinins and ethylene are hormones regulating the growth and development of plants. IAA is a ubiquitous constituent of higher plants and the most important auxin. Some other, non-indolic compounds, including phenyl- acetic acid biosynthesised in plants from phenylalanine, have similar properties and synthetic auxins have also been prepared.
In the plant, IAA conjugates with many compounds, including glucose and other sugars, and with aspartic and glutamic acids. This is probably a way of storing the hormone for future use.
IAA initiates many growth effects in plants, including geotropism and phototropism, development of the ovary, division of cells, enlargement in callus tissue, root formation and apical dominance. When fed to plants, the hormone causes growth up to a maximum, which depends on the type of tissue being fed, and thereafter inhibits further growth, probably through the formation of ethylene, which is growth-inhibitory. Stern tissues tolerate the highest levels of IAA and root tissues the lowest. In the plant, the most active sites of IAA synthesis are the young, expanding leaves.

Agricultural Uses

Indoleacetic acid (IAA), synthesized in the plant shoot tips, is a naturally occurring auxin. It is a plant growth promoter.

Purification Methods

Recrystallise heteroauxin from EtOH/water [James & Ware J Phys Chem 89 5450 1985]. [Beilstein 22 III/IV 65.] Alternatively recrystallise 30g of the acid with 10g of charcoal in 1L of hot water, filter and cool when 22g of colourless acid separate. Dry it and store it in a dark bottle away from direct sunlight [Johnson & Jacoby Org Synth Coll Vol V 654 1973]. The picrate has m 178-180o. [Beilstein 22 H 66, 22 I 508, 22 II 50, 22 III/IV 1088.] It is a plant growth substance.

Indole-3-acetic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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Indole-3-acetic acid Suppliers

Alfa Aesar
Tel
400-610-6006; 021-67582000
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30163
Advantage
84
Zhengzhou Yuanli Biological Technology Co., Ltd.
Tel
0371-67897870-
Fax
0371-63507390
Email
2130541246@qq.com
Country
China
ProdList
84
Advantage
58
Wuhu Nuowei Chemical Technology Co., Ltd
Tel
0553-8233716-803
Email
2365985926@qq.com
Country
CHINA
ProdList
309
Advantage
58
Wuhan Runzeweiye Technology Co., Ltd.
Tel
027-50779735-
Fax
027-50779735
Email
runzeweiye999@163.com;
Country
China
ProdList
805
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55
Changzhou green chemical co., LTD
Tel
0519-8273364613814799543
Email
sales_01@salutchem.com
Country
China
ProdList
108
Advantage
58
ChemStrong Scientific Co.,Ltd
Tel
0755-66853366-
Email
sales@chem-strong.com
Country
China
ProdList
15780
Advantage
56
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Jiangsu Huayu Chemical Co., Ltd.
Tel
25-83241163-
Fax
+86-25-83241173
Email
sales@elegantnutri.com
Country
China
ProdList
52
Advantage
55
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Fax
86-21-61259102
Email
sh@meryer.com
Country
China
ProdList
40268
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3579
Advantage
66
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View Lastest Price from Indole-3-acetic acid manufacturers

Qingdao Trust Agri Chemical Co.,Ltd
Product
Indole-3-Acetic Acid 87-51-4
Price
US $5.50/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
200tons per week
Release date
2020-12-17
Chemwill Asia Co.,Ltd.
Product
Indole-3-acetic acid in stock Factory 87-51-4
Price
US $1.00/KG
Min. Order
1KG
Purity
TOP 3 Factory in China
Supply Ability
Top 3 largest production capacity Factory
Release date
2019-04-03
Shanghai Standard Technology Co., Ltd.
Product
Indole-3-acetic acid 87-51-4
Price
US $0.00/mg
Min. Order
100mg
Purity
≥98%(HPLC)
Supply Ability
100 g
Release date
2020-05-27

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