Indole-3beta-acrylic acid

Base Information

• Chemical Name: Indole-3beta-acrylic acid
• CAS No.: 1204-06-4
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Hs Code.: 29339900
• NSC Number: 612862,137806,29428
• DSSTox Substance ID: DTXSID401334856
• Mol file: 1204-06-4.mol

Synonyms:3-indolylacrylic acid;indole acrylic acid;indoleacrylic acid;indoleacrylic acid, (E)-isomer;indoleacrylic acid, sodium salt

Chemical Property of Indole-3beta-acrylic acid

Chemical Property:

• Appearance/Colour: light yellow to yellow-beige crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 185 °C (dec.)(lit.)
• Refractive Index: 1.665
• Boiling Point: 432.813 °C at 760 mmHg
• PKA: 4.59±0.10(Predicted)
• Flash Point: 215.558 °C
• PSA: 53.09000
• Density: 1.362 g/cm³
• LogP: 2.26570
• Storage Temp.: 0-6°C
• Water Solubility.: freely soluble
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 250

Purity/Quality:

≥98% ^*data from raw suppliers

3-Indoleacrylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)C=CC(=O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C(=CN2)/C=C\C(=O)O
• Uses: 3-Indoleacrylic acid has been used in the induction of ribokinase expression in E. coli.

Technology Process of Indole-3beta-acrylic acid

There total 11 articles about Indole-3beta-acrylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) + malonic acid (141-82-2) → trans-3-indole-acrylic acid (1204-06-4,29953-71-7)

Guidance literature:

With piperidine; pyridine; at 40 ℃; for 5h;

DOI:10.1016/j.bmc.2014.04.027

Reference yield: 80.0%

3-(1H-indol-3-yl)-acrylic acid ethyl ester (110110-37-7) → trans-3-indole-acrylic acid (1204-06-4,29953-71-7)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 3h; Heating;

Reference yield:

(E)-methyl 3-(1-acetyl-1H-indol-3-yl)acrylate (19626-93-8) → trans-3-indole-acrylic acid (1204-06-4,29953-71-7)

Guidance literature:

With sodium hydroxide; water; In ethanol; at 70 ℃; for 8h;

upstream raw materials:

Indole-3-carboxaldehyde

malonic acid

1-acetyl-3-indolylcarbaldehyde

Indole-3-propionic acid

Downstream raw materials:

(E)-3-(1H-Indol-3-yl)-acryloyl chloride

(E)-N-<4-(4-diphenylmethyl-1-piperazinyl)butyl>-3-(3-indolyl)acrylamide

(E)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)acrylic acid

(E)-3-[3-(1H-indol-3-yl)acrylamido]benzamide