2122-68-1

Basic information

• Product Name: 1H-Indole-3-acetic acid propyl ester
• Synonyms: 1H-Indole-3-acetic acid propyl ester;1H-Indole-3-acetic acid p...;propyl 2-(1H-indol-3-yl)acetate
• CAS NO: 2122-68-1
• Molecular Formula: C13H15NO2
• Molecular Weight: 217.2637
• Mol File: 2122-68-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 105 °C
• Boiling Point: 365.7±17.0 °C(Predicted)
• Appearance: /
• Density: 1.157±0.06 g/cm3(Predicted)
• PKA: 16.65±0.30(Predicted)
• CAS DataBase Reference: 1H-Indole-3-acetic acid propyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-acetic acid propyl ester(2122-68-1)
• EPA Substance Registry System: 1H-Indole-3-acetic acid propyl ester(2122-68-1)

Safety Data

• Hazardous Substances Data: 2122-68-1(Hazardous Substances Data)

Usage

General Description

"1H-Indole-3-acetic acid propyl ester" is a specific form of indole-3-acetic acid (IAA), which is the most common naturally-occurring plant hormone of the auxin class. In its ester form, it is more stable and less reactive than the straight IAA molecule. This chemical, also known as Propyl 1H-indole-3-carboxylate or INDOLE-3-PROPIONIC ACID PROPYL ESTER, has a role in many plant growth and development processes, such as cell division, elongation, and differentiation. It plays an essential role in phototropism, the process by which plants grow towards light. However, the use and role of this specific ester version of IAA is less well studied and understood in scientific literature.

Upstream product

• 71-23-8 propan-1-ol 
• 87-51-4 indole-3-acetic acid 
• 764-02-3 1-diazopropane 

Downstream Products

• 4802-79-3 1,2,3,4,6,7,12,12b-octahydroindolo(2,3-a)quinolizine 

Relevant articles and documents

Studies on difficult intramolecular hydroaminations in the context of four syntheses of alkaloid natural products

Examples of intramolecular alkene hydroaminations forming six-membered ring systems are rare, especially for systems in which the double bond is disubstituted. Such cyclizations have important synthetic relevance. Herein we report a systematic study of these cyclizations using recently developed Cope-type hydroamination methodologies. Difficult intramolecular alkene hydroaminations were used as key steps in syntheses of 2-epi-pumiliotoxin C, coniine, N-norreticuline and desbromoarborescidine A. This effort required the development of optimized hydroamination conditions to improve the efficiency of the cyclizations. Collectively, our results show that Cope-type cyclizations can be achieved on a variety of challenging substrates and proceed under similar conditions for both N-H and N-substituted hydroxylamines.