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Indole-3-acetic acid

Product Name
Indole-3-acetic acid
CAS No.
87-51-4
Chemical Name
Indole-3-acetic acid
Synonyms
IAA;INDOLEACETIC ACID;2-(1H-INDOL-3-YL)ACETIC ACID;3-INDOLEACETIC ACID;Gap;INDOL-3-YLACETIC ACID;HETEROAUXINE;indole-3-acetic;indolyl-aceticaci;Indolylacetic acid
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
solubility 
DMSO:30.0(Max Conc. mg/mL);171.25(Max Conc. mM)
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.
Decomposition 
167 ºC
Sensitive 
Light Sensitive
Merck 
14,4964
BRN 
143358
Stability:
Stable. Incompatible with strong oxidizing agents. Light sensitive.
LogP
1.410
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)
Signal word
Warning
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
I3750
Product name
3-Indoleacetic acid
Purity
98%
Packaging
5G
Price
$28.5
Updated
2024/03/01
Sigma-Aldrich
Product number
I3750
Product name
3-Indoleacetic acid
Purity
98%
Packaging
25g
Price
$102
Updated
2024/03/01
Sigma-Aldrich
Product number
I3750
Product name
3-Indoleacetic acid
Purity
98%
Packaging
100g
Price
$258
Updated
2024/03/01
Sigma-Aldrich
Product number
I2886
Product name
3-Indoleacetic acid
Purity
plant cell culture tested, crystalline
Packaging
5g
Price
$34.5
Updated
2024/03/01
Sigma-Aldrich
Product number
45533
Product name
3-Indoleacetic acid
Purity
PESTANAL , analytical standard
Packaging
250mg
Price
$53.2
Updated
2024/03/01
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Indole-3-acetic acid Chemical Properties,Usage,Production

Chemical Properties

white to tan crystals

Uses

It is applied as plant growth hormone. is an inducer of plant cell elongation and division shown to cause uncontrolled growth.

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.

General Description

3-Indoleacetic acid is a highly effective, growth promotor in lower plant life, formed by a variety of fungi, including yeast and has been isolated from Aspergillus niger and Rhizopus sp. It is commonly employed in horticulture and industry.

Agricultural Uses

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

storage

Store at -20°C

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

Wuhu Nuowei Chemical Technology Co., Ltd
Tel
0553-2911116 18055326116
Email
sales@nuowei-chem.com
Country
China
ProdList
309
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58
Hubei Harvest chemical Co.,Ltd.
Tel
13277936479
Email
2381448056@qq.com
Country
China
ProdList
551
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58
Xi'an Kono chem co., Ltd.,
Tel
029-029-86107037-8012-8012 18729555803
Fax
15691813064
Email
sales9@konochemical.com
Country
China
ProdList
293
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
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76
Jiangsu Huayu Chemical Co., Ltd.
Tel
25-83241163
Fax
+86-25-83241173
Email
sales@elegantnutri.com
Country
China
ProdList
55
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55
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
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66
future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1995
Advantage
65
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TAIYUAN RHF CO.,LTD.
Tel
+86 351 7031519
Fax
+86 351 7031519
Email
sales@RHFChem.com
Country
China
ProdList
2338
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56
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View Lastest Price from Indole-3-acetic acid manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Indole-3-acetic acid 87-51-4
Price
US $180.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-23
Baoji Guokang Bio-Technology Co., Ltd.
Product
Indole-3-acetic acid 87-51-4
Price
US $125.00/ASSAYS
Min. Order
1ASSAYS
Purity
98%
Supply Ability
1-20mt
Release date
2021-06-07
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Indole-3-acetic acid 87-51-4
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg/month
Release date
2021-11-25

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