120258-33-5

Basic information

• Product Name: 3,5-DICHLOROINDOLE
• Synonyms: 3,5-DICHLOROINDOLE;3,5-dichloro-1H-indole
• CAS NO: 120258-33-5
• Molecular Formula: C8H5Cl2N
• Molecular Weight: 186.04
• Mol File: 120258-33-5.mol

Chemical Properties

• Boiling Point: 316.7±22.0 °C(Predicted)
• Appearance: /
• Density: 1.479±0.06 g/cm3(Predicted)
• PKA: 14.51±0.30(Predicted)
• CAS DataBase Reference: 3,5-DICHLOROINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DICHLOROINDOLE(120258-33-5)
• EPA Substance Registry System: 3,5-DICHLOROINDOLE(120258-33-5)

Safety Data

• Hazardous Substances Data: 120258-33-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
3,5-Dichloroindole is used as a building block for the synthesis of pharmaceuticals, due to its unique structure and reactivity. It can be incorporated into various drug molecules, potentially enhancing their therapeutic properties and efficacy.
Used in Agrochemical Production:
3,5-Dichloroindole is also used in the production of agrochemicals, where its chlorinated structure can contribute to the development of new pesticides or herbicides with improved performance and selectivity.
Used in Organic Synthesis:
As a valuable intermediate, 3,5-Dichloroindole is utilized in organic synthesis for the preparation of a wide range of chemical compounds. Its reactivity allows for various chemical transformations, enabling the synthesis of complex molecules with potential applications in various industries.
Used in Research and Development:
3,5-Dichloroindole is employed in research and development for exploring its potential biological activities and toxicological effects. Understanding its interactions with biological systems can provide insights into its potential applications and limitations in various fields, such as medicine and agriculture.

Upstream product

• 17422-32-1 5-chloro-1H-indole 
• 120-72-9 indole 
• 16863-96-0 3-chloro-1H-indole 

Relevant articles and documents

Biomimetic total synthesis of malbrancheamide and malbrancheamide B

(Chemical Equation Presented) The biomimetic total syntheses of both malbrancheamide and malbrancheamide B are reported. The synthesis of the two monochloro species enabled the structure of malbrancheamide B to be unambiguously assigned. The syntheses each feature an intramolecular Diels-Alder reaction of a 5-hydroxypyrazin-2(1H)-one to construct the bicyclo[2.2.2] diazaoctane core, which has also been proposed as the biosynthetic route to these compounds.

Efficient electrochemical cleavage of N,N-dimethylaminosulfonyl-protected indoles

Indoles protected at the N-1 position with the N,N-dimethylaminosulfonyl group were efficiently deprotected by electrolysis. Yields were in the 80-90% range and the method was compatible with a number of functional groups (nitrile, ester, chloride, carboxamide). (C) 2000 Elsevier Science Ltd.

Ni-NiO heterojunctions: a versatile nanocatalyst for regioselective halogenation and oxidative esterification of aromatics

Herein, we report a facile method for the synthesis of Ni-NiO heterojunction nanoparticles, which we utilized for the nuclear halogenation reaction of phenol and substituted phenols usingN-bromosuccinimide (NBS). A remarkablepara-selectivity was achieved for the halogenated products under semi-aqueous conditions. Interestingly, blocking of thepara-position of phenol offeredortho-selective halogenation. In addition, the Ni-NiO nanoparticles catalyzed the oxidative esterification of carbonyl compounds with alcohol, diol or dithiol in the presence of a catalytic amount of NBS. It was observed that the aromatic carbonyls substituted with an electron-donating group favoured nuclear halogenation, whereas an electron-withdrawing group substitution in carbonyl compounds facilitated the oxidation reaction. In addition, the catalyst was magnetically separated and recycled 10 times. The tuned electronic structure at the Ni-NiO heterojunction controlled selectivity and activity as no suchpara-selectivity was observed with commercially available NiO or Ni nanoparticles.

PhI(OAc)2/NaX-mediated halogenation providing access to valuable synthons 3-haloindole derivatives

This paper describes a mild phenyliodine diacetate mediated method for selective chlorination, bromination, and iodination of indole C-H bonds using sodium halide as a source for analogous halogenations. The combination of NaX and phenyliodine diacetate provides an invincible system for halogenation of indoles. This protocol was compatible with a wide array of indole substrates and provides straight forward access to potential halogenated arenes.