113537-13-6

Basic information

• Product Name: METHYL 5,6-DICHLORO-3-INDOLEACETATE
• Synonyms: METHYL 5,6-DICHLORO-3-INDOLEACETATE;methyl 2-(5,6-dichloro-1H-indol-3-yl)acetate
• CAS NO: 113537-13-6
• Molecular Formula: C11H9Cl2NO2
• Molecular Weight: 258.1
• Mol File: 113537-13-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: METHYL 5,6-DICHLORO-3-INDOLEACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 5,6-DICHLORO-3-INDOLEACETATE(113537-13-6)
• EPA Substance Registry System: METHYL 5,6-DICHLORO-3-INDOLEACETATE(113537-13-6)

Safety Data

• Hazardous Substances Data: 113537-13-6(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 98640-00-7 2-(5,6-dichloro-1H-indol-3-yl)acetic acid 

Downstream Products

• 338744-31-3 (+/-)-2-(5,6-dichloro-3-indolyl)propionic acid 
• 338744-35-7 (+)-1-phenylethyl 2-(5,6-dichloro-3-indolyl)propionate 
• 338744-36-8 (-)-1-phenylethyl 2-(5,6-dichloro-3-indolyl)propionate 

Relevant articles and documents

1,2-disubstituted-6-oxo-3-phenyl-piperidine-3-carboxamides and combinatorial libraries thereof

The invention relates to combinatorial libraries containing two or more novel piperidine-3-carboxamide derivative compounds, methods of preparing the piperidine-3-carboxamide derivative compounds and piperidine-3-carboxamide derivative compounds bound to a resin

Synthesis, absolute configuration and biological activity of both enantiomers of 2-(5,6-dichloro-3-indolyl)propionic acid: New dichloroindole auxins

Racemic 2-(5,6-dichloro-3-indolyl)propionic acid (5,6-Cl2-2-IPA) was synthesized from 5,6-dichloroindole-3-acetic acid (5,6-Cl2-IAA) by successive esterification, methoxycarbonylation, methylation, and double hydrolysis. The racemate was converted to the diastereomeric esters of (S)-(-)-1-phenylethyl alcohol. These were separated by HPLC into two optically active diastereomers and then hydrolyzed with p-TsOH to the optically active enantiomers of 5,6-Cl2-Z-IPA. The absolute configurations of both the 5,6-CI2-Z-IPA enantiomers were determined by comparing the 1H-NMR spectra of their diastereomeric (S)-(-)-1-phenylethyl esters with those of the diastereomeric (S)-(-)-1-phenylethyl esters of 2-(3-indolyl)propionic acid (2-IPA) whose absolute configurations are already known. There was no essential difference between (S)-(+)- and (R)-(-)-5,6-Cl2-2-IPA in hypocotyl growth-inhibiting activity toward Chinese cabbage, but their inhibitory activities were stronger than that of the potent mother auxin, 5,6-Cl2-IAA. No essential difference in the coleoptile elongating activity of Avena sativa was apparent for the enantiomers, this activity being about one-third that of 5,6-Cl2-IAA.