4-Chloroindole-3-acetic acid

Base Information

• Chemical Name: 4-Chloroindole-3-acetic acid
• CAS No.: 2519-61-1
• Molecular Formula: C10H8ClNO2
• Molecular Weight: 209.632
• Hs Code.: 2933990090
• European Community (EC) Number: 821-329-3
• NSC Number: 295294
• UNII: RF78HU5XXV
• DSSTox Substance ID: DTXSID10179857
• Nikkaji Number: J489.563K
• Wikipedia: 4-Chloroindole-3-acetic_acid
• Wikidata: Q4637117
• Metabolomics Workbench ID: 45796
• ChEMBL ID: CHEMBL309993
• Mol file: 2519-61-1.mol

Synonyms:4-chloroindole-3-acetate;4-chloroindole-3-acetic acid;4-Cl-IAA

Chemical Property of 4-Chloroindole-3-acetic acid

Chemical Property:

• Vapor Pressure: 1.01E-08mmHg at 25°C
• Melting Point: approximate 188℃
• Refractive Index: 1.698
• Boiling Point: 445.6 °C at 760 mmHg
• PKA: 4.28±0.30(Predicted)
• Flash Point: 223.3 °C
• PSA: 53.09000
• Density: 1.484 g/cm³
• LogP: 2.44840
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.0243562
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

4-Chloroindole-3-aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Cl)C(=CN2)CC(=O)O
• Uses: 5,6-Dichloroindole-3-acetic acid and 4-Chloroindole-3-acetic acid are potent candidates for new rooting promoters without estrogenic activity. Plant growth stimulators.

Technology Process of 4-Chloroindole-3-acetic acid

There total 19 articles about 4-Chloroindole-3-acetic 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: 94.1%

4-chloroindole-3-acetonitrile (2447-15-6) → 4-chloroindole-3-acetic acid (2519-61-1)

Guidance literature:

With potassium hydroxide; In methanol; for 16h; Heating;

DOI:10.1271/bbb.64.808

Reference yield: 87.9%

1,3-diacetyl-4-chloroindole → 4-chloroindole-3-acetic acid (2519-61-1)

Guidance literature:

1,3-diacetyl-4-chloroindole; With morpholine; sulfur; at 120 ℃; for 8h;

With sodium hydroxide; In ethanol; for 2h; Reagent/catalyst; Reflux;

Reference yield: 78.1%

4-chloro-1-methoxycarbonyl-3-indoleacetonitrile (89434-06-0) → 4-chloroindole-3-acetic acid (2519-61-1)

Guidance literature:

With sodium hydroxide; In methanol; for 2h; Heating;

DOI:10.1248/cpb.33.3696

upstream raw materials:

4-chloro-1H-indole

chloroacetonitrile

4-chloro-3-dimethylaminomethylindole

potassium cyanide

Downstream raw materials:

4-chloro-3-methyl-1H-indole

Methyl 4-chloro-3-indoleacetate

ethyl 4-chloroindole-3-acetate

4-chloro-3-methylene-2-oxindole