583-19-7

Basic information

• Product Name: 2-BROMOPHENETOLE
• Synonyms: 2-Bromophenol, ethyl ether;2-BROMOPHENETOLE 99%;o-Bromophenetole;1-Bromo-2-ethoxybenzene, 2-Bromophenyl ethyl ether;1-Bromo-2-ethoxy-benzene >=97.0% (GC);2-BROMOPHENETOLE;Benzene, 1-bromo-2-ethoxy-;1-Bromo-2-ethoxybenzene
• CAS NO: 583-19-7
• Molecular Formula: C₈H₉BrO
• Molecular Weight: 201.06
• EINECS: 209-501-0
• Product Categories: Phenetole;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;Aryl;Building Blocks;C2 to C8;C8;Chemical Synthesis;Ethers;Halogenated Hydrocarbons;Organic Building Blocks;Oxygen Compounds
• Mol File: 583-19-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 201-202 °C
• Boiling Point: 223°C (rough estimate)
• Flash Point: 263.7°C
• Appearance: /
• Density: 1.3646 (rough estimate)
• Vapor Pressure: 0.157mmHg at 25°C
• Refractive Index: 1.5460 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Soluble), Methanol (Sparingly)
• BRN: 2043678
• CAS DataBase Reference: 2-BROMOPHENETOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOPHENETOLE(583-19-7)
• EPA Substance Registry System: 2-BROMOPHENETOLE(583-19-7)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 583-19-7(Hazardous Substances Data)

Usage

General Description

2-Bromophenetole, also known as 1-(2-bromoethoxy)benzene, is a chemical substance with the formula C8H9BrO. It is part of the class of organic compounds known as phenetoles, which are aromatic compounds containing a phenol substituted with an alkoxy group. 2-Bromophenetole is often used as an intermediate in the synthesis of other complex molecules in the pharmaceutical and chemical industries. It is typically stored in a cool, dry, and well-ventilated area due to its potential reactivity with different substances. Careful handling is advised to prevent any risks associated with inhalation or contact with skin or eyes.

InChI:InChI=1/C8H9BrO/c1-2-10-8-6-4-3-5-7(8)9/h3-6H,2H2,1H3

Upstream product

• 74-96-4 ethyl bromide 
• 95-56-7 2-hydroxybromobenzene 
• 597-35-3 diethylsulfone 
• 698-00-0 2-bromo-N,N-dimethylaniline 
• 917-58-8 potassium ethoxide 
• 103-73-1 Phenetole 
• 75-03-6 ethyl iodide 
• 584-08-7 potassium carbonate 
• 119532-30-8 acetic acid-(4-ethoxy-3-bromo-anilide) 
• 62-44-2 4-ethoxyacetanilide 
• 64-67-5 diethyl sulfate 
• 101251-12-1 3-bromo-4-ethoxyaniline 
• 64-17-5 ethanol 

Downstream Products

• 35310-76-0 1-(3-bromo-4-ethoxyphenyl)ethanone 
• 905590-14-9 4-(4-ethoxy-3-bromo-phenyl)-4-oxo-butyric acid 
• 67191-34-8 1-ethoxy-2-vinylbenzene 

Relevant articles and documents

From Anilines to Aryl Ethers: A Facile, Efficient, and Versatile Synthetic Method Employing Mild Conditions

We have developed a simple and direct method for the synthesis of aryl ethers by reacting alcohols/phenols (ROH) with aryl ammonium salts (ArNMe3+), which are readily prepared from anilines (ArNR′2, R′=H or Me). This reaction proceeds smoothly and rapidly (within a few hours) at room temperature in the presence of a commercially available base, such as KOtBu or KHMDS, and has a broad substrate scope with respect to both ROH and ArNR′2. It is scalable and compatible with a wide range of functional groups.

PROCESS FOR THE PREPARATION OF 4-BROMOPHENYL DERIVATIVES

Disclosed is a process for the preparation of a mixture of 4-bromophenyl derivatives (compound of formula (2)) and 2,4-dibromophenyl derivatives (compound of formula (3)) comprising the steps of [1] reacting in a two-phase (liquid-liquid) system a bromide containing source with a phenyl derivative (formula (1)) in the presence of an excess of an oxidizing agent, an acid, and optionally a catalyst selected from vanadium pentoxide and ammonium heptamolybdate forming 4-bromo- (compound of formula (2)) and 2,4-dibromo derivatives (compound of formula (3)) and as intermediate product the 2-bromo derivative (compound of formula (4)) which reacts in step [2] to the 2,4-dibromo derivative (formula (3)) according to the following reaction scheme 2 wherein R1 is hydroxy; C1-C5alkoxy; or -NR2R3; and R2 and R3 independently from each other are hydrogen; or C1-C5alkyl.

Solvent-free Williamson synthesis: An efficient, simple, and convenient method for chemoselective etherification of phenols and bisphenols

Etherification of phenols with dimethyl- and diethylsulfates and benzyl chloride was performed efficiently in the presence of a suitable solid base, NaHCO3 or K2CO3, under solvent-free conditions. The reaction proceeded rapidly at low temperature, and the corresponding ethers were obtained with high purity and excellent yield. Selective etherification of electron-poor phenols in the presence of electron-rich ones and also selective mono-etherification of bisphenols are the noteworthy advantages of this method. This method is environmentally friendly. Copyright Taylor & Francis Group, LLC.