73509-22-5

Basic information

• Product Name: 1H-Indole-4,5,6,7-d4
• Synonyms: 1H-Indole-4,5,6,7-d4
• CAS NO: 73509-22-5
• Molecular Formula: C8H3D4N
• Molecular Weight: 121.172527112
• EINECS: -0
• Mol File: 73509-22-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Indole-4,5,6,7-d4(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-4,5,6,7-d4(73509-22-5)
• EPA Substance Registry System: 1H-Indole-4,5,6,7-d4(73509-22-5)

Safety Data

• Hazardous Substances Data: 73509-22-5(Hazardous Substances Data)

Usage

Type of Compound

Heterocyclic aromatic organic compound

Deuterium Labeling

Four deuterium atoms (replace hydrogen atoms) on the 4, 5, 6, and 7 positions of the indole ring

Purpose

Used in NMR spectroscopy and other analytical techniques for studying molecular structure and dynamics, as well as a reference standard in research and quality control processes

Importance

Provides valuable information about chemical bonding and behavior of indole and its derivatives, advancing our understanding of the chemical properties and behavior of indole and related compounds.

Upstream product

• 927182-47-6 [3,4,5,6-⁽²⁾H₄]-2-nitrophenylacetonitrile 
• 4165-60-0 nitrobenzene-d5 
• 1826-67-1 vinyl magnesium bromide 
• 107-14-2 chloroacetonitrile 

Relevant articles and documents

The cruciferous phytoalexins brassinin and cyclobrassinin are intermediates in the biosynthesis of brassilexin

Following feeding experiments with the tetradeuterated cruciferous phytoalexins brassinin (5b) and cyclobrassinin (6b), leaves of Brassica carinata were elicited with the blackleg causing fungus Phoma lingam and incubated. Spectroscopic and HPLC analyses indicated that both brassinin (5a) and cyclobrassinin (6a) were incorporated into the cruciferous phytoalexin brassilexin (7a).

Ruthenium(II)-Catalyzed Direct C7-Selective Amidation of Indoles with Dioxazolones at Room Temperature

A protocol for the preparation of 7-amido indoles via regioselective C-H bond functionalization has been first accomplished under Ru(II) catalysis. Indole derivatives and 4-aryl/heteroaryl/benzyl/alkyl dioxzaolines containing various substituents were applicable for this transformation, readily providing the amidated indoles in moderate to good yields. This novel process has many advantages, including good compatibility with diverse functional groups, broad substrate scopes, and mild reaction conditions. Deuteration studies and control experiments have been performed to understand the mechanism of this transformation.

Syntheses of perdeuterated indoles and derivatives as probes for the biosyntheses of crucifer phytoalexins

A simple two-step preparation of [2H4]indole, a starting material necessary for the synthesis of various crucifer metabolites, starting with readily available 1H NMR solvent [2H 5]nitrobenzene (99% de