22421-56-3

Basic information

• Product Name: [(o-bromophenoxy)methyl]oxirane
• Synonyms: [(o-bromophenoxy)methyl]oxirane;2-Bromophenylglycidyl ether
• CAS NO: 22421-56-3
• Molecular Formula: C₉H₉BrO₂
• Molecular Weight: 229.07056
• EINECS: 244-985-7
• Mol File: 22421-56-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 289.6°Cat760mmHg
• Flash Point: 133.5°C
• Appearance: /
• Density: 1.527g/cm³
• Vapor Pressure: 0.00379mmHg at 25°C
• Refractive Index: 1.573
• CAS DataBase Reference: [(o-bromophenoxy)methyl]oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: [(o-bromophenoxy)methyl]oxirane(22421-56-3)
• EPA Substance Registry System: [(o-bromophenoxy)methyl]oxirane(22421-56-3)

Safety Data

• Hazardous Substances Data: 22421-56-3(Hazardous Substances Data)

Usage

Description

[(o-bromophenoxy)methyl]oxirane, commonly known as epichlorohydrin, is a colorless liquid chemical compound with a chloroform-like odor. It is characterized by its high reactivity and is recognized for its use in the production of epoxy resins, which are widely utilized in the manufacturing of adhesives, coatings, and plastics. Additionally, it serves as an intermediate in the synthesis of various chemicals, including glycerol and pharmaceuticals. Despite its industrial applications, it is essential to note that epichlorohydrin is classified as a hazardous chemical due to its potential to cause skin, eye, and respiratory irritation. Furthermore, it is also recognized as a potential carcinogen and mutagen, necessitating careful handling and usage precautions.

Uses

Used in Adhesives Industry:
[(o-bromophenoxy)methyl]oxirane is used as a key component in the production of epoxy resins for its ability to create strong, durable, and heat-resistant adhesives. These adhesives are crucial in various applications, including automotive, construction, and aerospace industries, where high-strength bonding is required.
Used in Coatings Industry:
In the coatings industry, [(o-bromophenoxy)methyl]oxirane is utilized as a vital ingredient in the formulation of epoxy resins, which are known for their excellent adhesion, chemical resistance, and durability. These properties make them ideal for use in coatings for floors, industrial equipment, and marine applications.
Used in Plastics Industry:
[(o-bromophenoxy)methyl]oxirane is employed as a critical component in the synthesis of epoxy resins, which are widely used in the plastics industry to produce a variety of plastic products with enhanced mechanical properties, chemical resistance, and electrical insulation.
Used in Chemical Synthesis:
As an intermediate in the synthesis of other chemicals, [(o-bromophenoxy)methyl]oxirane plays a significant role in the production of glycerol and pharmaceuticals. Its high reactivity allows for the creation of a diverse range of chemical products that serve various purposes in different industries.

InChI:InChI=1/C9H9BrO2/c10-8-3-1-2-4-9(8)12-6-7-5-11-7/h1-4,7H,5-6H2

Upstream product

• 95-56-7 2-hydroxybromobenzene 
• 106-89-8 epichlorohydrin 

Downstream Products

• 100794-31-8 1-(2-bromo-phenoxy)-3-piperidino-propan-2-ol 
• 21834-60-6 3,4-dihydro-2H-1-benzopyran-3-ol 
• 68224-03-3 (2,3-dihydro-benzofuran-3-yl)methanol 
• 122-60-1 Phenyl glycidyl ether 
• 140428-44-0 1-bromo-3-phenoxy-propan-2-ol 
• 64463-90-7 1-(2-Bromo-phenoxy)-3-(2-phenoxy-ethylamino)-propan-2-ol 
• 56215-82-8 1-(2-Bromo-phenoxy)-3-(3-ethylsulfanyl-propylamino)-propan-2-ol 
• 1009167-24-1 C₁₅H₂₂BrNO₃ 
• 431882-86-9 3-(3'-(2''-bromophenoxy)-2'-hydroxypropyl)-5,5-dimethylimidazolidine-2,4-dione 
• 63834-58-2 rac-3-(2-bromophenoxy)propane-1,2-diol 

Relevant articles and documents

Substituted diaryl compound and preparation method and application thereof

The invention relates to the field of medicinal chemistry, in particular to a substituted diaryl compound (I). The preparation method comprises the following steps: medicine preparation and medical application thereof. Test results show that the substituted diaryl compound has a good inhibition effect on human lung cancer (A549), human ovarian cancer (SKOV3), human melanoma (A375) and human colon cancer (LOVO) cells. Formula (I):

Chelation-directed remote: Meta -C-H functionalization of aromatic aldehydes and ketones

We disclose herein the development of a versatile 1,2-diol directing template for palladium-catalyzed remote meta-C-H functionalization of aromatic aldehydes and ketones. In situ-generation of acetals and ketals, as well as removal afterwards, makes the C-H bond functionalization process more straightforward and efficient. This also represents the first example of chelation-directed meta-C-H functionalization of aromatic aldehydes and ketones.

Dual catalysis by Cu(i): Facile single step click and intramolecular C-O bond formation leading to triazole tethered dihydrobenzodioxines/benzoxazines/ benzoxathiines/benzodioxepines

Dual copper catalysis, involving two different reactions, click (alkyne-azide) and carbon-oxygen bond formation (aryl iodide-secondary alcohol) in a single step, is reported. Synthesis of novel benzodioxines (benzodioxanes), benzoxazines, benzoxathiines and benzodioxepines, which feature benzo-condensed six or seven membered rings containing two hetero-atoms attached to a 1,2,3-triazole, is described. As an extension, such compounds were also synthesised by ring opening of epoxide and cyclisation using Cu(i). All the key products have been characterized by single crystal X-ray crystallography.