5820-27-9

Basic information

• Product Name: 1-bromo-4-[(2-methylprop-2-en-1-yl)oxy]benzene
• CAS NO: 5820-27-9
• Molecular Formula: C₁₀H₁₁BrO
• Molecular Weight: 227.0977
• Mol File: 5820-27-9.mol

Chemical Properties

• Boiling Point: 270.5°C at 760 mmHg
• Flash Point: 116.9°C
• Density: 1.304g/cm³
• Vapor Pressure: 0.0113mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 1-bromo-4-[(2-methylprop-2-en-1-yl)oxy]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-4-[(2-methylprop-2-en-1-yl)oxy]benzene(5820-27-9)
• EPA Substance Registry System: 1-bromo-4-[(2-methylprop-2-en-1-yl)oxy]benzene(5820-27-9)

Safety Data

• Hazardous Substances Data: 5820-27-9(Hazardous Substances Data)

Usage

Molecular weight

227.09 g/mol
The mass of one mole of 1-bromo-4-[(2-methylprop-2-en-1-yl)oxy]benzene is 227.09 grams.

Physical state

Colorless liquid
The compound exists in a liquid state and is colorless in appearance.

Odor

Characteristic sweet odor
The compound has a distinct, sweet smell that can be detected by the human nose.

Uses

Organic synthesis, intermediate in pharmaceuticals and agrochemicals
The compound is utilized in the synthesis of various organic compounds and serves as a precursor in the production of pharmaceuticals and agrochemicals.

Environmental impact

Potential environmental pollutant
The compound has been identified as a potential pollutant, which means it can have negative effects on the environment if not handled properly.

Health hazards

Irritant to eyes, skin, and respiratory system
Exposure to the compound can cause irritation to the eyes, skin, and respiratory system, emphasizing the need for proper handling and safety precautions.

Safety

Handle with care
Due to its potential environmental and health hazards, the compound should be handled with care and appropriate safety measures should be taken during its use and storage.

Upstream product

• 106-41-2 4-bromo-phenol 
• 563-47-3 3-Chloro-2-methylpropene 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 589-87-7 1,4-bromoiodobenzene 
• 513-42-8 3-hydroxy-2-methyl-1-propene 

Downstream Products

• 5820-34-8 (4-bromo-phenyl)-(2-methyl-propenyl)-ether 
• 1165738-86-2 4-bromo-2-(2’-methylallyl)phenol 
• 5337-94-0 5-Bromo-2,2-dimethyl-2,3-dihydrobenzo[b]furan 
• 38002-92-5 2,3-dihydro-2,2-dimethylbenzofuran-5-carboxaldehyde 
• 5842-41-1 3-(4-bromo-phenoxy)-2,2-dimethyl-cyclopropanecarboxylic acid ethyl ester 
• 5842-42-2 trans-3-<4-Brom-phenoxy>-2,2-dimethyl-cyclopropan-1-carbonsaeure 
• 66129-05-3 C₁₀H₁₁BrCl₂OS 

Relevant articles and documents

Enantioselective Synthesis of 3-Fluorochromanes via Iodine(I)/Iodine(III) Catalysis

The chromane nucleus is common to a plenum of bioactive small molecules where it is frequently oxidized at position 3. Motivated by the importance of this position in conferring efficacy, and the prominence of bioisosterism in drug discovery, an iodine(I)/iodine(III) catalysis strategy to access enantioenriched 3-fluorochromanes is disclosed (up to 7:93 e.r.). In situ generation of ArIF2 enables the direct fluorocyclization of allyl phenyl ethers to generate novel scaffolds that manifest the stereoelectronic gauche effect. Mechanistic interrogation using deuterated probes confirms a stereospecific process consistent with a type IIinv pathway.

Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction

A robust and practical protocol for preparing alkyl aryl ethers has been developed, which relies on using two types of ligands to promote Cu-catalyzed alkoxylation of (hetero)aryl halides. The reaction scope is very general for a variety of coupling partners, particularly for challenging secondary alcohols and (hetero)aryl chlorides. In case of coupling with aryl chlorides and bromides, two oxalic diamides serve as the powerful ligands. The tert-butoxide is first demonstrated as a ligand for Cu-catalyzed coupling reaction, leading to alkoxylation of aryl iodides complete at room temperature. Additionally, a number of carbohydrate derivatives are applicable for this coupling reaction, affording the corresponding carbohydrate-aryl ethers in 29-98% yields.

Catalytic Isohypsic-Redox Sequences for the Rapid Generation of Csp3-Containing Heterocycles

Cross-coupling reactions catalyzed by transition metals are among the most influential in modern synthetic chemistry. The vast majority of transition-metal-catalyzed cross-couplings rely on a catalytic cycle involving alternating oxidation and reduction o

Palladium-Catalyzed Tandem Oxidative Arylation/Olefination of Aromatic Tethered Alkenes/Alkynes

We describe herein a palladium-catalyzed tandem oxidative arylation/olefination reaction of aromatic tethered alkenes/alkynes for the synthesis of dihydrobenzofurans and 2 H-chromene derivatives. This reaction features a 1,2-difunctionalization of C?C π-bond with two C?H bonds using O2as terminal oxidant at room temperature. The products obtained are valuable synthons and important scaffolds in biological agents and natural products.

LXR MODULATORS

The present invention provides compounds of Formula I: and pharmaceutically acceptable salts or solvates thereof, as modulators of liver X receptors (LXR), compositions comprising any of such novel compounds, methods of using these compounds or compositions as medicaments for prevention or treatment of diseases or disorders related to liver X receptor (LXR), as well as methods of preparing these LXR modulators and using them in the manufacture of medicaments.

Pyrimidine compounds and methods of making and using same

Disclosed herein are pyrimidinyl compounds that are contemplated to be modulators of cystic fibrosis transmembrane regulators (CFTR), and methods of making and using same. Also provided are pharmaceutical compositions and methods of treating disorders associated with cystic fibrosis transmembrane regulators, such as airway inflammation, cystic fibrosis, and the like.

Pd-Catalyzed intramolecular oxyalkynylation of alkenes with hypervalent iodine

(Figure presented) The first example of intramolecular oxyalkynylation of nonactivated alkenes using oxidative Pd chemistry is reported. Both phenol and aromatic or aliphatic acid derivatives could be used under operator-friendly conditions (room temperature, technical solvents, under air). The discovery of the superiority of benzlodoxolone-derlved hypervalent iodine reagent 3d as an alkyne transfer reagent further expands the rapidly increasing utility of hypervalent iodine reagents in catalysis and is expected to have important implications for other similar processes.

Design, synthesis, and biological evaluation of novel diarylalkyl amides as TRPV1 antagonists

We have developed a new class of diarylalkyl amides as novel TRPV1 antagonists. They exhibited potent 45Ca2+ uptake inhibitions in rat DRG neuron. In particular, the amide 59 was identified as a potent antagonist with IC50 of 57 nM. The synthesis and structure-activity relationship of the diarylalkyl amides are also described.