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4-Acetoxyindole

CAS No.5585-96-6
Chemical Name:4-Acetoxyindole
CBNumber:CB4477655
Molecular Formula:C10H9NO2
Formula Weight:175.18
MOL File:5585-96-6.mol

4-Acetoxyindole Property

Melting point 100-102°C
Boiling point 339.1±15.0 °C(Predicted)
Density 1?+-.0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form Solid
pka 16.38±0.30(Predicted)
color Off-White to Beige
InChI InChI=1S/C10H9NO2/c1-7(12)13-10-4-2-3-9-8(10)5-6-11-9/h2-6,11H,1H3
InChIKey ZXDMUHFTJWEDEF-UHFFFAOYSA-N
SMILES N1C2=C(C(OC(=O)C)=CC=C2)C=C1
CAS DataBase Reference 5585-96-6(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :Xi
WGK Germany :3
Hazard Note :Irritant
HS Code :2933998090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H315-H319-H332-H335
Precautionary statements P280-P305+P351+P338-P310

4-Acetoxyindole Price More Price(1)

Brand: Sigma-Aldrich(India)
Product number: 259047
Product name : 4-Indolyl acetate
Purity: 99%
Packaging: 250MG
Price: ₹6711.5
Updated: 2022/06/14
Buy: Buy

4-Acetoxyindole Chemical Properties,Usage,Production

Description 4-acetoxylindole is also known as 4-Indolyl acetate. It can be used as standards of the reverse phase HPLC during separation of small molecules. It can also be used as reactant during the preparation of inhibitors of HIV-attachment, prostanoid EP3 antagonist, indolyl-nitroalkanes and psilocybin.
Uses 4-Acetoxyindole is a useful intermediate for organic synthesis of Psilocine and Psilocine analogs.
Uses Reactant for preparation of:
- Inhibitors of HIV-1 attachment
- Prostanoid EP3 receptor antagonist, as a novel antiplatelet agent
- Indolyl-nitroalkanes via N-bromosuccinimide catalyzed synthesis
- Psilocybin as a medicinal agent
Application In addition to its pharmaceutical applications, 4-Acetoxyindole is also employed in the synthesis of functional materials and organic electronics. Its distinctive properties enable it to be used in the development of dyes and pigments, enhancing the performance of various industrial products.
General Description 4-Acetoxyindole is a chromophore that belongs to the pyrrole family of compounds. It has been shown to react with an ionic liquid under acidic conditions to form a protonated intermediate, which can be deprotonated by a nucleophile. This reaction yields an acetate anion and a fluorescing product. 4-Acetoxyindole also reacts with deuterium gas, yielding an acetate, a deuterium atom, and fluorescing product. The reaction is reversible and the yield of the product depends on the concentration of the reactants. 4-Acetoxyindole has strong carbonyl groups that make it reactive towards other functional groups. These reactions are useful for synthesizing heterocycles such as indoles and isoquinolines.
References http://www.sigmaaldrich.com/catalog/product/aldrich/259047?lang=en&region=US
https://pubchem.ncbi.nlm.nih.gov/compound/4-Acetoxyindole