5-Chloroindole-3-acetic acid

Base Information

• Chemical Name: 5-Chloroindole-3-acetic acid
• CAS No.: 1912-45-4
• Molecular Formula: C10H8ClNO2
• Molecular Weight: 209.632
• Hs Code.: 2933990090
• European Community (EC) Number: 833-972-7
• DSSTox Substance ID: DTXSID10172641
• Nikkaji Number: J676.355C
• Wikidata: Q24063568
• Metabolomics Workbench ID: 55702
• ChEMBL ID: CHEMBL310297
• Mol file: 1912-45-4.mol

Synonyms:5-chloroindole-3-acetate;5-chloroindole-3-acetic acid;5-Cl-IAA

Chemical Property of 5-Chloroindole-3-acetic acid

Chemical Property:

• Vapor Pressure: 1.01E-08mmHg at 25°C
• Refractive Index: 1.698
• Boiling Point: 445.6 °C at 760 mmHg
• Flash Point: 223.3 °C
• PSA: 53.09000
• Density: 1.483 g/cm³
• LogP: 2.44840
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2
• 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:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C(=CN2)CC(=O)O
• Uses: 5-Chloroindole-3-acetic Acid can be used in biological study for defining the selectivity of processes along the auxin response chain: a study using auxin analogs.

Technology Process of 5-Chloroindole-3-acetic acid

There total 12 articles about 5-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: 85.0%

→ 2-(5-chloro-1H-indol-3-yl)acetic acid (1912-45-4)

Guidance literature:

With morpholine; sulfur; at 120 ℃; for 8h;

With sodium hydroxide; In ethanol; for 4h; Reflux;

Reference yield:

(5-chloro-1H-indol-3-yl)acetic acid ethyl ester (221188-28-9) → 2-(5-chloro-1H-indol-3-yl)acetic acid (1912-45-4)

Guidance literature:

With sodium hydroxide; In ethanol; for 1h; Heating;

DOI:10.1021/jm981079+

Reference yield:

→ 2-(5-chloro-1H-indol-3-yl)acetic acid (1912-45-4)

Guidance literature:

With ethanol; sulfuric acid; Erwaermen des Reaktionsprodukts mit methanol. KOH;

DOI:10.1021/ja01150a095

upstream raw materials:

α-ketoglutaric acid

N-4-chlorophenylhydrazine

(5-chloro-1H-indol-3-yl)acetic acid ethyl ester

(2-carboxy-5-chloro-indol-3-yl)-acetic acid

Downstream raw materials:

5-chloroindole-3-methanol

5-chloro-3-methylene-2-oxindole

2-(1-(benzyloxycarbonyl)-5-chloro-1H-indol-3-yl)acetic acid

1-(2-benzoyl-5-chloro-1H-indol-3-yl)-butan-2-one

Refernces

• 1、 Egami, Hiromichi,Hotta, Ryo,Otsubo, Minami,Rouno, Taiki,Niwa, Tomoki,Yamashita, Kenji,Hamashima, Yoshitaka. "Asymmetric Dearomatizing Fluoroamidation of Indole Derivatives with Dianionic Phase-Transfer Catalyst". . p. 5656 - 5660. Retrieved 2020/07/14.
• 2、 -. "Indole-3-acetic acid derivatives". . . Retrieved 2008/06/13.