86626-38-2

Basic information

• Product Name: 4-BROMO-2,3-DIHYDRO-1H-INDOLE
• Synonyms: 4-BROMO-2,3-DIHYDRO-1H-INDOLE;4-BROMO-2,3-DIHYDRO-1H-INDOLE HYDROCHLORIDE;4-bromoindoline hydrochloride;4-bromoindoline;1H-Indole,4-broMo-2,3-dihydro-;4-BroMo-2,3-dihydro-1H-indole 1HCl salt
• CAS NO: 86626-38-2
• Molecular Formula: C₈H₈BrN
• Molecular Weight: 198.06
• Mol File: 86626-38-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 278.845 °C at 760 mmHg
• Flash Point: 122.442 °C
• Appearance: /
• Density: 1.515 g/cm³
• Storage Temp.: 2-8°C(protect from light)
• PKA: 4.20±0.20(Predicted)
• CAS DataBase Reference: 4-BROMO-2,3-DIHYDRO-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-2,3-DIHYDRO-1H-INDOLE(86626-38-2)
• EPA Substance Registry System: 4-BROMO-2,3-DIHYDRO-1H-INDOLE(86626-38-2)

Safety Data

• Hazardous Substances Data: 86626-38-2(Hazardous Substances Data)

Usage

General Description

4-Bromo-2,3-dihydro-1H-indole is a chemical compound with the molecular formula C8H8BrN. It is a derivative of indole, a heterocyclic organic compound commonly found in many natural products and pharmaceuticals. The presence of a bromine atom at the 4-position of the indole ring makes this compound useful in the synthesis of various biologically active molecules, such as pharmaceutical drugs and agrochemicals. 4-Bromo-2,3-dihydro-1H-indole has been studied for its potential pharmacological properties, including its role as a serotonin receptor agonist, antihypertensive agent, and potential anti-cancer agent. Its structural features make it an important building block in organic synthesis and medicinal chemistry.

Upstream product

• 120-72-9 indole 
• 99365-48-7 4-bromoindolin-2-one 
• 52488-36-5 4-bromo-1H-indole 
• 496-15-1 1-indoline 

Downstream Products

• 885272-46-8 tert-butyl 4-bromo-2,3-dihydro-1H-indole-1-carboxylate 
• 179473-53-1 4-phenyl-2,3-dihydro-1H-indole 
• 20780-72-7 4-bromoisatin 

Relevant articles and documents

Concerning the preparation of 6-bromotryptamine

Most of the previous syntheses of the marine natural product 6-bromotryptamine have almost certainly led to partial debromination resulting in an impure product containing tryptamine. We show that loss of bromine occurs when lithium aluminum hydride is employed as a reducing agent in the final reaction step leading to 6-bromotryptamine. Reductive-debromination is also likely to intrude during some of the syntheses of 6-bromoindole, the typical precursor to 6-bromotryptamine. None of the seven described syntheses of 6-bromotryptamine that involve a reduction sequence from 6-bromoindole have reported elemental analyses as a measure of purity.

640nm excited near-infrared fluorescent dye and preparation method thereof

The invention provides 640nm excited near-infrared fluorescent dye and a preparation method thereof. The structure of the dye is modified by nitrogen ends of a five-membered ring and a six-membered ring with different rigidities, the dye is specifically shown as a formula (1), absorption and red shift of a fluorescence spectrum are realized, and the maximum red shift is 45 nm. Meanwhile, the dye provided by the invention is high in light stability and high in quantum yield (reaching 0.3 or above in methanol), the spiral ring opening and closing forms of a bottom ring of the dye respectively correspond to colourlessness and colorless, light regulation and control can be carried out, and the dye is used for a biological fluorescent probe and super-resolution imaging of the biological fluorescent probe.

Transition-Metal-Free Stereospecific Oxidative Annulative Coupling of Indolines with Aziridines

Tandem C-N bond formation for the oxidative annulation of indolines with aziridines is accomplished employing the combination of DDQ and NaOCl at ambient conditions. Optically active aziridine can be coupled with high enantiomeric purity (>99% ee). The substrate scope, stereocontrol with the enantioenriched substrate, and scale-up are the important practical advantages.