151096-42-3

Basic information

• Product Name: 2-BROMO-3,4,5,6-TETRAFLUOROBENZOYL CHLORIDE
• Synonyms: 2-BROMO-3,4,5,6-TETRAFLUOROBENZOYL CHLORIDE
• CAS NO: 151096-42-3
• Molecular Formula: C₇BrClF₄O
• Molecular Weight: 291.42
• Mol File: 151096-42-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 125-126°C 80mm
• Flash Point: 125-126°C/80mm
• Appearance: /
• Density: 1.957 g/cm³
• Vapor Pressure: 0.139mmHg at 25°C
• Refractive Index: 1.4980
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 2-BROMO-3,4,5,6-TETRAFLUOROBENZOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-3,4,5,6-TETRAFLUOROBENZOYL CHLORIDE(151096-42-3)
• EPA Substance Registry System: 2-BROMO-3,4,5,6-TETRAFLUOROBENZOYL CHLORIDE(151096-42-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 151096-42-3(Hazardous Substances Data)

Usage

General Description

2-Bromo-3,4,5,6-tetrafluorobenzoyl chloride is a chemical compound with the molecular formula C7H1BrClF4O. It is a highly reactive and corrosive compound that is used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is a versatile reagent in organic synthesis, where it is used as a building block for the preparation of a wide range of fluorinated compounds. The chemical has a molecular weight of 260.433 g/mol and appears as a colorless to light yellow liquid at room temperature. It should be handled with extreme caution due to its hazardous nature.

InChI:InChI=1/C7BrClF4O/c8-2-1(7(9)14)3(10)5(12)6(13)4(2)11

Upstream product

• 16583-04-3 2-bromo-3,4,5,6-tetrafluorobenzoic acid 

Downstream Products

• 147420-66-4 Diethyl (2-bromo-3,4,5,6-tetrafluoro-benzoyl)malonate 
• 182867-80-7 4,4-Dimethyl-2-(2,3,4,5-tetrafluoro-phenyl)-4,5-dihydro-oxazole 

Relevant articles and documents

Far-Red Emitting Fluorescent Dyes for Optical Nanoscopy: Fluorinated Silicon-Rhodamines (SiRF Dyes) and Phosphorylated Oxazines

Far-red emitting fluorescent dyes for optical microscopy, stimulated emission depletion (STED), and ground-state depletion (GSDIM) super-resolution microscopy are presented. Fluorinated silicon-rhodamines (SiRF dyes) and phosphorylated oxazines have absorption and emission maxima at about λ≈660 and 680 nm, respectively, possess high photostability, and large fluorescence quantum yields in water. A high-yielding synthetic path to introduce three aromatic fluorine atoms and unconventional conjugation/solubilization spacers into the scaffold of a silicon-rhodamine is described. The bathochromic shift in SiRF dyes is achieved without additional fused rings or double bonds. As a result, the molecular size and molecular mass stay quite small (600 Da). The use of the λ=800 nm STED beam instead of the commonly used one at λ=750-775 nm provides excellent imaging performance and suppresses re-excitation of SiRF and the oxazine dyes. The photophysical properties and immunofluorescence imaging performance of these new far-red emitting dyes (photobleaching, optical resolution, and switch-off behavior) are discussed in detail and compared with those of some well-established fluorophores with similar spectral properties. Edge of vision: Fluorinated silicon-rhodamines (SiRF dyes) and phosphorylated oxazines are applied in stimulated emission depletion (STED) and ground-state depletion microscopy (GSDIM) as new far-red-emitting fluorophores (see figure). Their photophysical properties and immunofluorescence imaging performance with a redshifted STED beam are discussed in detail and compared to those of some well-established near-IR emitting dyes.