3785-33-9

Basic information

• Product Name: PHOSMET-OXON
• Synonyms: PHOSMET-OXON
• CAS NO: 3785-33-9
• Molecular Formula: C₁₀H₁₁BrO₂
• Molecular Weight: 301.26
• EINECS: 203-625-9
• Mol File: 3785-33-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 297.1°C at 760 mmHg
• Flash Point: 4 °C
• Appearance: /
• Density: 1.413g/cm³
• Vapor Pressure: 0.00138mmHg at 25°C
• Refractive Index: 1.547
• CAS DataBase Reference: PHOSMET-OXON(CAS DataBase Reference)
• NIST Chemistry Reference: PHOSMET-OXON(3785-33-9)
• EPA Substance Registry System: PHOSMET-OXON(3785-33-9)

Safety Data

• Hazard Codes: F,Xn
• Statements: 63-11-38-48/20-65-67
• Safety Statements: 36/37-46-62
• Hazardous Substances Data: 3785-33-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H11BrO2/c11-8-10(12)13-7-6-9-4-2-1-3-5-9/h1-5H,6-8H2

Upstream product

• 60-12-8 2-phenylethanol 
• 79-08-3 bromoacetic acid 
• 598-21-0 2-Bromoacetyl bromide 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 136383-20-5 N-(Phenylethyloxycarbonylmethyl)pyridinium bromide 
• 103-45-7 acetic acid phenethyl ester 
• 208182-09-6 phenethyl diisopropyl phosphonate 
• 136383-13-6 Pyridinium 2-phenylethoxycarbonyl(2,3,5,6-tetrafluoro-4-pyridyl)methylide 
• 36678-85-0 phenethyl 2-(phenylsulfonyl)acetate 

Relevant articles and documents

Steric-Free Bioorthogonal Labeling of Acetylation Substrates Based on a Fluorine-Thiol Displacement Reaction

We have developed a novel bioorthogonal reaction that can selectively displace fluorine substitutions alpha to amide bonds. This fluorine-thiol displacement reaction (FTDR) allows for fluorinated cofactors or precursors to be utilized as chemical reporters, hijacking acetyltransferase-mediated acetylation both in vitro and in live cells, which cannot be achieved with azide- or alkyne-based chemical reporters. The fluoroacetamide labels can be further converted to biotin or fluorophore tags using FTDR, enabling the general detection and imaging of acetyl substrates. This strategy may lead to a steric-free labeling platform for substrate proteins, expanding our chemical toolbox for functional annotation of post-translational modifications in a systematic manner.

Visible-Light-Assisted Gold-Catalyzed Fluoroarylation of Allenoates

A strategically novel synthetic method for the fluoroarylation of allenic ester was developed that enables the expedient construction of a host of β-fluoroalkyl-containing cinnamate derivatives. The reaction proceeds through visible-light-promoted gold redox catalysis, occurs smoothly under very mild reaction conditions, accommodates a large variety of functional groups, and more importantly allows the incorporation of fluorine and aryl groups with excellent regio- and stereoselectivity. The concomitant activation mode for both the allene motif and the hydrogen fluoride is key for the success of the reaction.

Phosphine-Catalyzed Domino β/γ-Additions of Benzofuranones with Allenoates: A Method for Unsymmetrical 3,3-Disubstituted Benzofuranones

A phosphine-catalyzed domino process of benzofuranones with allenoates has been developed which furnishes highly functionalized unsymmetrical 3,3-disubstituted benzofuranones in synthetically useful yields. The mechanism for the transformation is a tandem β-umpolung/γ-umpolung process.