85577-24-8

Basic information

• Product Name: 4-CHLOROTOLUENE-2,3,5,6-D4
• Synonyms: 4-CHLOROTOLUENE-2,3,5,6-D4;4-CHLOROTOLUENE-D4
• CAS NO: 85577-24-8
• Molecular Formula: C7H3ClD4
• Molecular Weight: 130.61
• Mol File: 85577-24-8.mol

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C
• CAS DataBase Reference: 4-CHLOROTOLUENE-2,3,5,6-D4(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROTOLUENE-2,3,5,6-D4(85577-24-8)
• EPA Substance Registry System: 4-CHLOROTOLUENE-2,3,5,6-D4(85577-24-8)

Safety Data

• Hazardous Substances Data: 85577-24-8(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-Chlorotoluene-2,3,5,6-D4 is used as a starting material or intermediate in the synthesis of various organic compounds. Its isotopic labeling allows for the tracking and analysis of chemical reactions, providing valuable insights into reaction mechanisms and pathways.
Used in Analytical Chemistry:
This isotopically labeled compound is employed as an internal standard in analytical chemistry for accurate quantification of target analytes. The presence of deuterium and chlorine atoms in 4-chlorotoluene-2,3,5,6-D4 enables the differentiation between the compound of interest and the labeled analog, improving the precision and reliability of analytical measurements.
Used in Environmental Studies:
4-Chlorotoluene-2,3,5,6-D4 can be utilized in environmental studies to trace the fate and transport of toluene and its derivatives in various ecosystems. The isotopic labeling aids in distinguishing between naturally occurring and anthropogenic sources of these compounds, contributing to a better understanding of their environmental impact.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-chlorotoluene-2,3,5,6-D4 serves as a valuable tool for studying drug metabolism and pharmacokinetics. Its isotopic labeling allows researchers to track the compound's behavior in biological systems, providing insights into drug absorption, distribution, metabolism, and excretion.
Used in Material Science:
4-Chlorotoluene-2,3,5,6-D4 can be incorporated into the synthesis of novel materials with specific properties, such as polymers or composites. The isotopic labeling can help in characterizing the structure and dynamics of these materials, as well as in understanding their interactions with other components or environmental factors.

Upstream product

• 2037-26-5 ⁽²⁾H₈-toluene 
• 127356-68-7 bis(4-chlorophenyl)(4-methylphenyl)-selenonium chloride 
• 106-43-4 para-chlorotoluene 

Relevant articles and documents

Synthesis of Multideuterated (Hetero)aryl Bromides by Ag(I)-Catalyzed H/D Exchange

Deterium-labeled (hetero)aryl bromide is one of the most widespread applicable motifs to achieve important deuterated architectures for various scientific applications. Traditionally, these deterium-labeled (hetero)aryl bromides are commonly prepared via multistep syntheses. Herein, we disclose a direct H/D exchange protocol for deuteration of (hetero)aryl bromides using Ag2CO3 as catalyst and D2O as deuterium source. This protocol is highly efficient, simply manipulated, and appliable for deuterium-labeling of over 55 (hetero)aryl bromides including bioactive druglike molecules and key intermediates of functional materials. In addition, this method showed distinguishing site-selectivity toward the existing transition-metal-catalyzed HIE process, leading to multideuterated (hetero)aryl bromides in one step.

The Use of Bis(4-chlorophenyl)Selenide/Lewis Acid Catalysts in the Electrophilic Chlorination of Toluene

The electrophilic chlorination of toluene has been studied using bis(4-chlorophenyl)selenide/Lewis acids as catalysts.These catalysts generate ortho/para ratios which are considerably lower than those obtained using Lewis acids as catalysts with the ortho/para ratio decreasing as the reaction temperature increases in the range of -30 to 70 deg C.The enhanced para selectivity observed using these catalysts has been ascribed to the intermediacy of a bis(4-chlorophenyl)selenium dichloride/Lewis acid complex which functions as a sterically hindered source of chlorine.Proton NMR studies in acetone-d6 support the existance of bis(4-chlorophenyl)selenium dichloride/Lewis acid complexes which lose chlorine directly from the selenium atom.The loss of para selectivity as the reaction temperature decreases has been ascribed to an increase in the conversion of bis(4-chlorophenyl)selenide to bis(4-chlorophenyl)(4-methylphenyl)selenonium chloride, which does not function as a catalyst in this reaction.Although triarylselenonium chlorides are known to reductively eliminate to produce aryl chlorides, our studies have shown that only where the Lewis acid is aluminium(III)chloride does this occur.Subsequently, with the exception of aluminium(III)chloride, reductive elimination of bis(4-chlorophenyl)(4-methylphenyl)-selenonium chloride is not responsible for the high para selectivity observed under our conditions.