88321-08-8

Basic information

• Product Name: Acetic acid 2,2-bis(1H-indole-3-yl)ethyl ester
• Synonyms: Acetic acid 2,2-bis(1H-indole-3-yl)ethyl ester;Acetic acid 2,2-di(1H-indol-3-yl)ethyl ester;Streptindole
• CAS NO: 88321-08-8
• Molecular Formula: C20H18N2O2
• Molecular Weight: 318.37
• Mol File: 88321-08-8.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 567.1°C at 760 mmHg
• Flash Point: 296.8°C
• Appearance: /
• Density: 1.286g/cm³
• Vapor Pressure: 7.03E-13mmHg at 25°C
• Refractive Index: 1.701
• PKA: 16.46±0.30(Predicted)
• CAS DataBase Reference: Acetic acid 2,2-bis(1H-indole-3-yl)ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid 2,2-bis(1H-indole-3-yl)ethyl ester(88321-08-8)
• EPA Substance Registry System: Acetic acid 2,2-bis(1H-indole-3-yl)ethyl ester(88321-08-8)

Safety Data

• Hazardous Substances Data: 88321-08-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H18N2O2/c1-13(23)24-12-18(16-10-21-19-8-4-2-6-14(16)19)17-11-22-20-9-5-3-7-15(17)20/h2-11,18,21-22H,12H2,1H3

Upstream product

• 120-72-9 indole 
• 108-24-7 acetic anhydride 
• 141-46-8 Glycolaldehyde 
• 121720-07-8 2-acetoxymethyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine 
• 95331-90-1 2,2-di(1H-indol-3-yl)ethan-1-ol 
• 78205-43-3 Methyl bis<3-indolyl>-acetate 
• 3286-28-0 Bis<3-indolyl>-acetic acid 
• 3616-48-6 ethyl 2-(1H-indol-2-yl)-2-(1H-indol-3-yl)acetate 
• 200347-50-8 1-benzyloxy-2,2-di(3'-indolyl)ethane 
• 111-15-9 2-ethoxyethyl acetate 
• 1445721-27-6 bis(7-bromo-1H-indol-3-yl)acetic acid 
• 1445721-32-3 methyl bis(7-bromo-1H-indole-3-yl)acetate 
• 1445721-33-4 2,2-bis(7-bromo-1H-indole-3-yl)ethanol 
• 64-19-7 acetic acid 

Relevant articles and documents

STRUCTURE ELUCIDATION OF STREPTINDOLE, A NOVEL GENOTOXIC METABOLITE ISOLATED FROM INTESTINAL BACTERIA

The structure of genotoxic metabolite, streptindole, isolated from inestinal bacteria (Streptococcus faecium IB 37) has been established as 2,2-di(3-indolyl) ethyl acetate by spectroscopic and synthetic methods.

Application of alkaloid streptindole and derivatives thereof in prevention and control of plant viruses and pathogenic bacteria

The invention relates to an application of alkaloid streptindole and derivatives thereof in control of plant virus pathogens. It is found that streptindole and derivatives I-1 to I-14 thereof show good anti-plant virus pathogen activity for the first time

(Thio)urea-catalyzed friedel-crafts reaction: Synthesis of bis(indolyl)-methanes

Bis(indolyl)methane derivatives (BIMs) were synthesized in moderate to good yields by (thio)urea catalyzed electrophilic substitution of indole (2) with various aldehydes 1. Reactions were performed under conventional and microwave (MW) heating, either using 1,2-dichloroetane as solvent or without solvent. The procedure using microwave heating was also applied to the synthesis of the natural products vibrindole A (3n), arsindoline A (3i), arundine (3o) and tris(1H-indol-3-yl)methane (3j). Additionally, the synthesis of streptindole was carried out via intermediate 3g. This methodology is well suited for the synthesis of bis(indolyl)methanes: it offers good yields of products, low sensitivity to moisture and oxygen, high tolerance to different functional groups on the aldehydes such as al-kynes and trimethylsilane, and simplicity in operation

Eco-friendly synthesis of condensed nitrogen heterocycles: A brief experience from our group

In order to develop eco-friendly syntheses of condensed nitrogen heterocycles, solvent-free syntheses on solid acidic catalysts and aqueous reactions using a phase transfer catalyst (PTC) were successfully carried out. The catalysts used were (i) TLC-grade silica gel G (SiO2), (ii) SiO2 doped with 10 mol% phosphoric acid (H3PO 4-SiO2), (iii) Montmorillonite K10 clay (K10), (iv) acid-washed K10 clay (acid-clay), (v) K10 doped with one equivalent (with respect to substrate) of tosic acid (TsOH-K10) and (vi) cetylpyridinium bromide (CPB) (5 mol%) as the PTC. The reactions were carried out at room temperature (rt), at 60-70°C (oven) or under microwave irradiation (MWI).