ChemicalBook > CAS DataBase List > 3-Indoleacrylic acid

3-Indoleacrylic acid

Product Name
3-Indoleacrylic acid
CAS No.
1204-06-4
Chemical Name
3-Indoleacrylic acid
Synonyms
INDOLE-3-ACRYLIC ACID;INDOLE ACRYLIC ACID;BETA-INDOLEACRYLIC ACID;TRANS-INDOLE-3-ACRYLIC ACID;Indol-acrylate;3-Indoleacrylic;Indole-3-Acrylic;RARECHEM BK HD 0025;TIMTEC-BB SBB003692;Indoleacrylicacid97%
CBNumber
CB9202186
Molecular Formula
C11H9NO2
Formula Weight
187.19
MOL File
1204-06-4.mol
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3-Indoleacrylic acid Property

Melting point:
185 °C (dec.)(lit.)
Boiling point:
321.94°C (rough estimate)
Density 
1.1963 (rough estimate)
refractive index 
1.4900 (estimate)
storage temp. 
room temp
form 
powder
pka
4.59±0.10(Predicted)
color 
white to light yellow
Water Solubility 
freely soluble
BRN 
6317
CAS DataBase Reference
1204-06-4(CAS DataBase Reference)
EPA Substance Registry System
2-Propenoic acid, 3-(1H-indol-3-yl)- (1204-06-4)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
NL3680000
HazardClass 
IRRITANT
HS Code 
29339900
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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I1625
Product name
3-Indoleacrylic acid
Purity
powder
Packaging
5g
Price
$231
Updated
2024/03/01
Sigma-Aldrich
Product number
I1625
Product name
3-Indoleacrylic acid
Purity
powder
Packaging
10g
Price
$407
Updated
2024/03/01
TCI Chemical
Product number
I0025
Product name
3-Indoleacrylic Acid
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$66
Updated
2024/03/01
TCI Chemical
Product number
I0025
Product name
3-Indoleacrylic Acid
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$195
Updated
2024/03/01
Sigma-Aldrich
Product number
I2273
Product name
3-Indoleacrylic acid
Purity
BioReagent, ≥98% (HPLC)
Packaging
1g
Price
$92
Updated
2024/03/01
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3-Indoleacrylic acid Chemical Properties,Usage,Production

Chemical Properties

light yellow to yellow-beige crystalline powder

Uses

3-Indoleacrylic acid has been used in the induction of ribokinase expression in E. coli.

Definition

ChEBI: (E)-3-(indol-3-yl)acrylic acid is an alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which one of the hydrogens at position 3 is replaced by an indol-3-yl group. It is an alpha,beta-unsaturated monocarboxylic acid and a member of indoles. It is functionally related to an acrylic acid. It is a conjugate acid of an (E)-3-(indol-3-yl)acrylate(1-).

Synthesis Reference(s)

Synthesis, p. 236, 1984 DOI: 10.1055/s-1984-30787

General Description

3-Indoleacrylic acid (IAA) is a chemical used for the induction of gene transcription. This expression system requires that the gene of interest is cloned in plasmids containing the trpE promoter.

Biochem/physiol Actions

3-Indoleacrylic acid helps to block the mycelial growth of?Neurospora crassa. As a result, the cells accumulate indoleglycerol phosphate, which influences the rate of tryptophan synthetase.

Purification Methods

Recrystallise the acid from AcOH, H2O or EtOAc/cyclohexane. UV in MeOH has at 225, 274 and 325nm. [Shaw et al. J Org Chem 23 1171 1958, constitution: Rappe Acta max Chem Scand 18 818 1964, Moffatt J Chem Soc 1442 1957, Kimming et al. Hoppe Seyler's Z Physiol Chem 371 234 1958, Beilstein 22 V 249.]

3-Indoleacrylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Indoleacrylic acid Suppliers

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View Lastest Price from 3-Indoleacrylic acid manufacturers

Shijiazhuang Gantuo Biotechnology Co., Ltd
Product
3-Indoleacrylic acid 1204-06-4
Price
US $99.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2021-04-26
Hebei Zhanyao Biotechnology Co. Ltd
Product
3-Indoleacrylic acid 1204-06-4
Price
US $20.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
Above 99%
Supply Ability
5000kg/month
Release date
2021-03-05
Career Henan Chemical Co
Product
3-Indoleacrylic acid 1204-06-4
Price
US $1.00/kg
Min. Order
1kg
Purity
95%-99%
Supply Ability
1000kg
Release date
2018-12-25

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