1423-10-5

Usage

Uses

Used in Chemical Research:
FLUOROBENZENE-D5 is used as a research compound for studying the properties and behavior of deuterated aromatic molecules. Its deuterated nature allows for enhanced investigation of molecular interactions and dynamics, particularly in the field of nuclear magnetic resonance (NMR) spectroscopy.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, FLUOROBENZENE-D5 is used as a reference compound for the development of new drugs and the study of drug metabolism. Its unique properties can help researchers understand the effects of deuteration on drug stability, solubility, and bioavailability.
Used in Material Science:
FLUOROBENZENE-D5 is employed as a component in the development of advanced materials, such as deuterated polymers and composites. Its incorporation can lead to improved material properties, including enhanced thermal stability and chemical resistance.
Used in Environmental Studies:
FLUOROBENZENE-D5 is utilized as a tracer compound in environmental studies, helping researchers track the movement and fate of pollutants in the environment. Its deuterated nature provides a distinct signature that can be easily detected and monitored.
Used in Analytical Chemistry:
In analytical chemistry, FLUOROBENZENE-D5 is used as an internal standard for quantitative analysis, particularly in mass spectrometry and NMR spectroscopy. Its stable isotopic composition ensures accurate and reliable measurements in various analytical techniques.

InChI:InChI=1/C6H5F/c7-6-4-2-1-3-5-6/h1-5H/i1D,2D,3D,4D,5D

Upstream product

• 462-06-6 fluorobenzene 
• 145817-33-0 1,2,3,4,4,5-hexadeuterio-6,6-difluorobicyclo<3.1.0>hex-2-ene 

Downstream Products

• 1207505-46-1 [(Ti(η5-cyclopentadienyl))2(μ-F)(μ-((η5-C5Me4SiMeO)2(μ-O)))]B(C6F5)4 
• 1207717-26-7 [Ru(DPPPent)(η6-fluorobenzene-d5)](OTf) 
• 1073488-66-0 [(Ti(CH2Ph))2(μ-F)(μ-((η5-C5Me4SiMeO)2(μ-O)))][PhCH2B(C6F5)3] 
• 646502-90-1 2-fluorobenzamide-d₄ 
• 646502-91-2 2-fluoroaniline-d₄ 

Relevant academic research and scientific papers

Facile H/D exchange at (hetero)aromatic hydrocarbons catalyzed by a stable trans-dihydride n-heterocyclic carbene (NHC) iron complex

Earth-abundant metal pincer complexes have played an important role in homogeneous catalysis during the last ten years. Yet, despite intense research efforts, the synthesis of iron PCcarbeneP pincer complexes has so far remained elusive. Here we report the synthesis of the first PCNHCP functionalized iron complex [(PCNHCP)FeCl2] (1) and the reactivity of the corresponding trans-dihydride iron(II) dinitrogen complex [(PCNHCP)- Fe(H)2N2)] (2). Complex 2 is stable under an atmosphere of N2 and is highly active for hydrogen isotope exchange at (hetero)aromatic hydrocarbons under mild conditions (50 °C, N2). With benzene-d6 as the deuterium source, easily reducible functional groups such as esters and amides are well tolerated, contributing to the overall wide substrate scope (e.g., halides, ethers, and amines). DFT studies suggest a complex assisted σ-bond metathesis pathway for C(sp2)-H bond activation, which is further discussed in this study.

Iron-catalysed tritiation of pharmaceuticals

A thorough understanding of the pharmacokinetic and pharmacodynamic properties of a drug in animal models is a critical component of drug discovery and development. Such studies are performed in vivo and in vitro at various stages of the development process-ranging from preclinical absorption, distribution, metabolism and excretion (ADME) studies to late-stage human clinical trials-to elucidate a drug molecule's metabolic profile and to assess its toxicity. Radiolabelled compounds, typically those that contain 14C or 3H isotopes, are one of the most powerful and widely deployed diagnostics for these studies. The introduction of radiolabels using synthetic chemistry enables the direct tracing of the drug molecule without substantially altering its structure or function. The ubiquity of C-H bonds in drugs and the relative ease and low cost associated with tritium (3H) make it an ideal radioisotope with which to conduct ADME studies early in the drug development process. Here we describe an iron-catalysed method for the direct 3H labelling of pharmaceuticals by hydrogen isotope exchange, using tritium gas as the source of the radioisotope. The site selectivity of the iron catalyst is orthogonal to currently used iridium catalysts and allows isotopic labelling of complementary positions in drug molecules, providing a new diagnostic tool in drug development.

The thermal conversions of 6,6-difluorobicyclo[3.1.0]hex-2-enes to fluorobenzenes. An interesting dichotomy of mechanisms

A kinetic study of the thermal, dehydrofluorinative aromatization reactions of two ostensibly-similar 6,6-difluorobicyclo[3.1.0]hex-2-ene systems led to the conclusion that drastically different mechanisms operate for the two reactions. Activation parameters, solvent effects, kinetic isotope effects, isotope labelling experiments and observation of reactive intermediates all contributed to the conclusion that the reaction of 6,6-difluorobicyclo[3.1.0]hex-2-ene, 1, proceeds via a homolytic hydrogen-shift rearrangement, while the reaction of 2,3-benzo-6,6-difluorobicyclo[3.1.0]hex-2-ene, 6, proceeds via a solvolytic mechanism involving rate-determining carbocation formation.

Thermoneutral Isotope Exchange Reactions of Cations in the Gas Phase

Rate constants have been measured for reactions of the type AD2+ + MH --> MD + ADH+, where AD2+ is CD3CND+, CD3CDOD+, (CD3COCD3)D+, or (C2D5)2OD+ and the MH molecules are alcohols, acids, mercaptanes, H2S, AsH3, PH3, or aromatic molecules.Rate constants are also presented for the reactions ArHD+ + D2O --> ArDD+ + HDO, where ArHD+ is a deuteronated aromatic molecule and ArDD+ is the same species with a D atom incorporated on the ring.In all but two cases, the competing deuteron transfer is sufficiently endothermic that it cannot be observed under the conditions of the ICR experiments at 320 - 420 K.The efficiencies of the isotope exchange reactions are interpreted in terms of estimated potential surface cross sections for the reactions AD2+ + MH --> 2+*MH> --> +> --> +*MD> --> ADH+ + MD.When the formation of the +> complex is estimated to be thermoneutral or slightly endothermic, the isotope exchange process is inefficient (probability of a reactive collision 2+*MH> --> +> is exothermic.For most of the systems, trends in reaction efficiency appear to be related to factors such as dipole moments of reactant species (or for aromatic compounds, the electron-donating or -withdrawing properties of ring substituents) which influence the relative orientation of the two reactant species in the complex.