876-99-3

Basic information

• Product Name: 2,6-dimethylphenyl carbonochloridate
• CAS NO: 876-99-3
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.6196
• Mol File: 876-99-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 232.9°C at 760 mmHg
• Flash Point: 98.2°C
• Density: 1.195g/cm³
• Vapor Pressure: 0.0576mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: 2,6-dimethylphenyl carbonochloridate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-dimethylphenyl carbonochloridate(876-99-3)
• EPA Substance Registry System: 2,6-dimethylphenyl carbonochloridate(876-99-3)

Safety Data

• Hazardous Substances Data: 876-99-3(Hazardous Substances Data)

Usage

Derivative of carbonochloridate

It is a derivative of the carbonochloridate class of compounds, which are known for their reactivity in organic synthesis.

Use as a reagent

Converts alcohols to alkyl chlorides 2,6-dimethylphenyl carbonochloridate is used in organic synthesis to transform alcohols into alkyl chlorides, a common transformation in the production of various organic compounds.

Applications in pharmaceuticals, agrochemicals, and specialty chemicals

This compound is utilized in the production of a variety of chemicals, including those used in pharmaceuticals, agrochemicals, and other specialty chemical products.

Versatile reactivity

A valuable tool in chemical research and development The compound's reactivity allows it to be used in numerous chemical reactions, making it an important building block in the synthesis of various organic compounds.

Highly reactive

The compound is highly reactive, which contributes to both its usefulness in organic synthesis and the need for careful handling.

Toxicity

Handle with caution 2,6-dimethylphenyl carbonochloridate is toxic, and it is essential to use proper safety measures and precautions when working with this compound to avoid potential harm.

Upstream product

• 75-44-5 phosgene 
• 576-26-1 2.6-dimethylphenol 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 131833-94-8 2,6-dimethylphenyl 2-diazoacetate 
• 443-88-9 2-fluoro-m-xylene 
• 124-38-9 carbon dioxide 
• 153880-74-1 2,6-dimethylphenyl fluoroformate 
• 6781-98-2 2,6-dimethyl-1-chlorobenzene 
• 477198-51-9 diethyl (2S,5S)-2-[2-(tert-butyldimethylsilyloxy)-5-(2,6-dimethylphenoxycarbonyloxy)-6-(4-methoxyphenylmethoxy)-hex-3-enyl]malonate 
• 13049-16-6 2,6-dicarboxychlorobenzene 
• 15068-35-6 2-chloro-3-methylbenzoic acid 
• 95-49-8 2-methylchlorobenzene 
• 61563-28-8 2-chloro-3-methylbenzaldehyde 
• 1419026-63-3 (S)-(+)-1-phenyl-1-(2,6-dimethylphenoxy)-2-propene 
• 1419028-33-3 trans-hex-2-enyl 2,6-dimethylphenyl carbonate 
• 1332523-96-2 2,6-dimethylphenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate 
• 15451-05-5 2-methyl-6-chloromethyl-phenyl chloroformate 

Relevant articles and documents

Cobalt-Nitrenoid Insertion-Mediated Amidative Carbon Rearrangement via Alkyl-Walking on Arenes

We herein disclose the Cp*Co(III)(LX)-catalyzed amidative alkyl migration using 2,6-disubstituted phenyl azidoformates. Upon the cobalt-nitrenoid insertion toward the substituted ortho carbon, an arenium cationic species bearing a quaternary carbon is generated, and a subsequent alkyl migration process is suggested to occur through an unforeseen alkyl-walking mechanism. A quinolinol ligand of the cobalt catalyst system is proposed to facilitate the final product-releasing rearomatization process by serving as an internal base. This new mechanistic mode enabled both [1,2]- and [1,4]-alkyl rearrangements to allow the structural variation of N-heterocyclic compounds.

Visible-Light-Induced Intramolecular C(sp2)-H Amination and Aziridination of Azidoformates via a Triplet Nitrene Pathway

Catalytic intramolecular C-H amination and aziridination reactions of o-allylphenyl azidoformates have been achieved under visible-light irradiation, providing a mild, clean, and efficient method for the synthesis of useful benzoxazolones and [5.1.0] bicyclic aziridines. Mechanistic studies suggest that a triplet nitrene acts as the reactive intermediate. The chemoselectivity of the reaction, with alkyl olefin aziridination ? electron deficient olefin aziridination ≈ C(sp2)-H amination ? C(sp3)-H amination was observed, which may be instructive in the development of an understanding of visible-light-induced triplet nitrene transformation reactions.

β-type glycosidic bond formation by palladium-catalyzed decarboxylative allylation

The efficient and stereoselective construction of glycosidic linkages is of great significance in carbohydrate chemistry due to the ubiquitous existence of numerous biologically active natural products and saccharides. Although great efforts have been devoted to stereoselective glycosylations in the past few decades, constructing glycosidic bonds with high efficiency and selectivity remains a challenge and continues to be an important area in carbohydrate research. Phenols are widely used as nucleophiles in palladium-catalyzed allylation. In contrast, the possibility of using aliphatic alcohols as nucleophiles is not as thoroughly explored. The modified reaction conditions were then applied to other substrates. Originating from easily prepared carbonates, various glycosides, such as phenolic Oglycosides, thiophenolic S-glycoside, aliphatic O-glycosides, and even disaccharides, were synthesized in good yields by means of a palladium-catalyzed decarboxylative allylation.