32017-76-8

Basic information

• Product Name: 2-(4-BROMOPHENYL)OXIRANE
• Synonyms: 4-BROMOSTYRENE OXIDE;2-(4-BROMOPHENYL)OXIRANE;2-(P-BROMOPHENYL)OXIRANE;(4-bromophenyl)-oxiran;(4-bromophenyl)oxirane;(p-bromophenyl)-oxiran;1-bromo-4-(epoxyethyl)-benzen;1-bromo-4-(epoxyethyl)benzene
• CAS NO: 32017-76-8
• Molecular Formula: C₈H₇BrO
• Molecular Weight: 199.04
• Mol File: 32017-76-8.mol
• Article Data: 66

Chemical Properties

• Melting Point: 26-29 °C(lit.)
• Boiling Point: 91-93 °C2 mm Hg(lit.)
• Flash Point: 102 °F
• Appearance: White to yellow/Low Melting Mass or Crystals
• Density: 1,5 g/cm3
• Vapor Pressure: 0.0339mmHg at 25°C
• Refractive Index: 1.5460 (estimate)
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 2-(4-BROMOPHENYL)OXIRANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMOPHENYL)OXIRANE(32017-76-8)
• EPA Substance Registry System: 2-(4-BROMOPHENYL)OXIRANE(32017-76-8)

Safety Data

• Hazard Codes: Xn,N
• Statements: 10-68-51/53-22
• Safety Statements: 26-36-61-36/37
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: CY9025000
• HazardClass: 4.1
• PackingGroup: III
• Hazardous Substances Data: 32017-76-8(Hazardous Substances Data)

Usage

General Description

2-(4-Bromophenyl)oxirane, also known as 4-Bromo-2-phenyloxirane, is a chemical compound with the molecular formula C8H7BrO. It belongs to the oxirane class of compounds and contains a bromine atom and a phenyl group attached to a three-membered epoxide ring. 2-(4-BROMOPHENYL)OXIRANE is commonly used as a starting material in organic synthesis for the preparation of various pharmaceuticals, agrochemicals, and fine chemicals. It is also used as an intermediate in the production of polymers and other industrial materials. 2-(4-Bromophenyl)oxirane is considered to be a hazardous chemical and proper safety precautions should be followed when handling and using it.

InChI:InChI=1/C8H7BrO/c9-7-3-1-6(2-4-7)8-5-10-8/h1-4,8H,5H2

Upstream product

• 99-73-0 para-bromophenacyl bromide 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 61592-47-0 1-(4-bromophenyl)-2-chloroethan-1-ol 
• 6814-64-8 methylenedimethyl sulfurane 
• 1122-91-4 4-bromo-benzaldehyde 
• 130318-72-8 methyldiphenyltelluronium tetraphenylborate 
• 117465-34-6 2-bromo-1-(4-bromophenyl)ethanol 
• 60-29-7 diethyl ether 
• 92093-23-7 1-(4-bromophenyl)ethane-1,2-diol 
• 4209-02-3 1-(4-bromophenyl)-2-chloroethan-1-one 
• 2181-42-2 trimethylsulphonium iodide 
• 7722-84-1 dihydrogen peroxide 
• 1774-47-6 trimethylsulfoxonium iodide 
• 3084-53-5 trimethylsulphonium bromide 

Downstream Products

• 4654-39-1 4-bromophenethanol 
• 57260-34-1 2-{4-[2-(4-bromo-phenyl)-2-hydroxy-ethyl]-piperazin-1-yl}-5-phenyl-oxazol-4-one 
• 86289-02-3 3-(4-Bromo-phenyl)-3,4-dihydro-pyrrolo[2,1-c][1,4]oxazin-1-one 
• 107128-71-2 N-<2-(4'-bromophenyl)-2-hydroxyethyl>-3-chloro-4-methoxyphenethylamine 
• 1885-28-5 γ-(4-bromophenyl)-γ-butyrolactone 
• 29924-39-8 β-(4-bromophenyl)-γ-butyrolactone 
• 5391-88-8 1-(4-bromophenyl)ethanol 
• 133961-99-6 1-(4-bromophenyl)-2-<(N-benzyl-N-methyl)amino>-ethanol 
• 158587-31-6 (+/-)-(4RS)-4-(4-bromophenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 92093-23-7 1-(4-bromophenyl)ethane-1,2-diol 
• 92093-23-7 (R)-(-)-1-(4-bromophenyl)-1,2-ethanediol 
• 62566-68-1 (R)-2-(4-bromophenyl)oxirane 
• 148684-05-3 2-(4-bromophenyl)oxirane 
• 160332-70-7 (S)-(+)-1-(4-bromophenyl)-1,2-ethanediol 

Relevant articles and documents

Catalyst-Free Electrophilic Ring Expansion of N-Unprotected Aziridines with α-Oxoketenes to Efficient Access 2-Alkylidene-1,3-Oxazolidines

2-(2-Oxoalkylidene)-1,3-oxazolidine derivatives were synthesized in good to excellent yields regiospecifically through the catalyst-free electrophilic ring expansion of N-unprotected aziridines and the ketene C=O double bond of α-oxoketenes, in situ generated from the microwave-assisted Wolff rearrangement of 2-diazo-1,3-diketones. The ring expansion predominantly underwent an SN1 process and the hydrogen bond decides the (E)-configuration of products. (Figure presented.).

Kinetic resolution ofN-aryl β-amino alcoholsviaasymmetric aminations of anilines

An efficient kinetic resolution ofN-aryl β-amino alcohols has been developedviaasymmetricpara-aminations of anilines with azodicarboxylates enabled by chiral phosphoric acid catalysis. Broad substrate scope and high kinetic resolution performances were afforded with this method. Control experiments supported the critical roles of the NH and OH group in these reactions.

MeOTf-catalyzed formal [4?+?2] annulations of styrene oxides with alkynes leading to polysubstituted naphthalenes through sequential electrophilic cyclization/ring expansion

MeOTf-catalyzed formal [4 + 2] annulation of styrene oxides with alkynes to afford polysubstituted naphthalenes has been realized, which undergoes sequential electrophilic cyclization/ring expansion. A range of substrates were tolerated in the formation of naphthalene derivatives with high regioselectivity in satisfactory yields. The reaction could also be carried out on gram scale.