18385-87-0

Basic information

• Product Name: 6-BroMo-2H-chroMene
• Synonyms: 6-BroMo-2H-chroMene
• CAS NO: 18385-87-0
• Molecular Formula: C₉H₇BrO
• Molecular Weight: 211.05528
• Mol File: 18385-87-0.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 280.512°C at 760 mmHg
• Flash Point: 111.015°C
• Appearance: /
• Density: 1.543g/cm³
• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• CAS DataBase Reference: 6-BroMo-2H-chroMene(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BroMo-2H-chroMene(18385-87-0)
• EPA Substance Registry System: 6-BroMo-2H-chroMene(18385-87-0)

Safety Data

• Hazardous Substances Data: 18385-87-0(Hazardous Substances Data)

Usage

General Description

6-Bromo-2H-chromene, also known as 6-bromochromene, is a chemical compound with the molecular formula C9H7BrO. It is a type of chromene, which is a class of organic compounds containing a benzene ring fused to a cyclic lactone. 6-BroMo-2H-chroMene is a brominated derivative of chromene and is commonly used in organic synthesis and medicinal chemistry. It has been studied for its potential pharmacological properties, including its anti-cancer and anti-inflammatory effects. 6-Bromo-2H-chromene may also have applications in the development of new drugs and in the production of fine chemicals.

InChI:InChI=1/C9H7BrO/c10-8-3-4-9-7(6-8)2-1-5-11-9/h1-4,6H,5H2

Upstream product

• 23250-03-5 β-hydroxyethyltriphenylphosphonium chloride 
• 1761-61-1 5-bromosalicyclaldehyde 
• 33133-45-8 1-bromo-4-(prop-2-ynyloxy)benzene 
• 624-65-7 2-propynyl chloride 
• 40359-62-4 2-allyloxy-5-bromobenzaldehyde 
• 106-41-2 4-bromo-phenol 
• 18385-77-8 6-bromo chroman-4-ol 
• 49660-57-3 6-bromochroman-4-one 
• 1429628-96-5 4-bromo-2-(1-hydroxyallyl)phenol 
• 93670-18-9 3-(4-bromophenyloxy)-propionic acid 

Downstream Products

• 70695-78-2 (3R,4S)-4-amino-6-bromochroman-3-ol 
• 1373215-42-9 4-fluoro-N-[(3R,4S)-3-hydroxy-6-piperazin-1-yl-chroman-4-yl]benzamide hydrochloride 
• 1373215-45-2 4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide 
• 1373215-50-9 4-fluoro-N-((3R,4S)-3-hydroxy-6-(piperazin-1-yl)chroman-4-yl)benzamide 
• 1373215-15-6 (3R,4S)-4-(4-fluorobenzamido)-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-3-yl methylcarbamate 
• 1346936-72-8 6-bromo-2-(4-methoxyphenyl)-2H-chromene 

Relevant articles and documents

Synthesis of 2 h-chromenes via hydrazine-catalyzed ring-closing carbonyl-olefin metathesis

The catalytic ring-closing carbonyl-olefin metathesis (RCCOM) of O-Allyl salicylaldehydes to form 2H-chromenes is described. The method utilizes a [2.2.1]-bicyclic hydrazine catalyst and operates via a [3 + 2]/retro-[3 + 2] metathesis manifold. The nature of the allyl substitution pattern was found to be crucial, with sterically demanding groups such as adamantylidene or diethylidene offering optimal outcomes. A survey of substrate scope is shown along with a discussion of mechanism supported by DFT calculations. Steric pressure arising from syn-pentane minimization of the diethylidene moiety is proposed to facilitate cycloreversion.

Diastereoselective Synthesis of Cyclic sp 3 -Enriched cis -β-Alkoxysulfonyl Chlorides

A three-step synthesis of β-alkoxy-substituted alicyclic sulfonyl chlorides from cyclic alkenes and alcohols is reported. The scope of the method was studied for a range of the substrates with various steric and electronic properties. The title compounds were obtained on a hundred-gram scale in up to 52% overall yield scale as single cis -diastereomers.

2H-chromenes generated by an iron(III) complex-catalyzed allylic cyclization

A straightforward method based on an iron(III) complex-catalyzed cyclization of 2-(1-hydroxyallyl)phenols is reported to access a large variety of 2H-chromenes. This method was applied to the total synthesis of a natural product, tephrowatsin B.