85684-64-6 Usage
Description
2-(Difluoromethoxy)benzyl bromide is an organic compound characterized by the presence of a difluoromethoxy group attached to a benzyl bromide moiety. This unique structure endows it with versatile reactivity and functional group compatibility, making it a valuable intermediate in various chemical reactions and processes.
Uses
Used in Organic Synthesis:
2-(Difluoromethoxy)benzyl bromide is used as a building block in organic synthesis for the creation of complex organic molecules and pharmaceutical compounds. Its reactivity allows for the formation of new chemical bonds and the modification of existing ones, facilitating the synthesis of target molecules.
Used as a Coupling Reagent:
In chemical reactions, 2-(difluoromethoxy)benzyl bromide serves as a coupling reagent, promoting the formation of carbon-carbon or carbon-heteroatom bonds. This role is crucial in the synthesis of biaryls, natural products, and other complex organic structures, enhancing the efficiency and selectivity of coupling processes.
Used as an N-Protecting Reagent:
2-(Difluoromethoxy)benzyl bromide also functions as an N-protecting reagent in the synthesis of amines and other nitrogen-containing compounds. By temporarily masking the reactivity of the nitrogen atom, it allows for selective reactions to occur elsewhere in the molecule, preventing unwanted side reactions and facilitating the synthesis of desired products.
Used as a Gas Chromatography Derivatizing Agent:
In analytical chemistry, 2-(difluoromethoxy)benzyl bromide is utilized as a derivatizing agent for gas chromatography (GC). It reacts with various types of analytes, enhancing their volatility and thermal stability, which allows for their separation and detection by GC. This application is particularly useful in the analysis of polar and thermally labile compounds, improving the sensitivity and reliability of GC analysis.
Check Digit Verification of cas no
The CAS Registry Mumber 85684-64-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,5,6,8 and 4 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 85684-64:
(7*8)+(6*5)+(5*6)+(4*8)+(3*4)+(2*6)+(1*4)=176
176 % 10 = 6
So 85684-64-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H7BrF2O/c9-5-6-3-1-2-4-7(6)12-8(10)11/h1-4,8H,5H2
85684-64-6Relevant articles and documents
Synthesis of Phenanthridines through Palladium-Catalyzed Cascade Reaction of 2-Halo-N-Ms-arylamines with Benzyl Halides/Sulfonates
Yang, Si-Yi,Han, Wen-Yong,Zhang, Ding-Lei,Zhou, Xiao-Jian,Bai, Mei,Cui, Bao-Dong,Wan, Nan-Wei,Yuan, Wei-Cheng,Chen, Yong-Zheng
, p. 996 - 1003 (2017/02/15)
An efficient palladium-catalyzed nucleophilic substitution/C–H activation/aromatization cascade reaction between readily available 2-halo-N-Ms-arylamines (Ms = methanesulfonyl) and benzyl halides/sulfonates has been described. A wide variety of phenanthridines were synthesized in a one-pot fashion in moderate to high yields (37–86 %). Notably, this method provides a straightforward, facile approach for the synthesis of phenanthridines. The practicality was further substantiated by successfully carrying out a gram-scale preparation.
