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BENZENE-D6 refers to a compound with six deuterium substituted hydrogen atoms in the benzene ring, with the chemical formula C6D6. The molecular structure is similar to benzene, consisting of a hexagonal ring and six deuterium atoms connected above. Due to the presence of deuterium, the molecular weight of Benzene D6 is 6 units higher than that of ordinary benzene, hence it is called "heavy benzene". It is a colorless liquid with almost no odor. Not cured, as D atoms are heavier, making their melting and boiling points slightly different from ordinary benzene. Its boiling point is approximately 80.1 ° C. It is a relatively stable compound that can be stored for a long time at room temperature. It is not sensitive to light and air, but should avoid contact with strong oxidants. It is an important solvent widely used in nuclear magnetic resonance (NMR) experiments. It plays an important role in nuclear magnetic resonance (NMR) experiments. Due to its substitution of hydrogen atoms on the benzene ring for deuterium atoms, it can provide clearer spectra and reduce the presence of overlapping peaks. At the same time, it can also be used as an internal standard substance in quantitative analysis. The storage environment needs to keep the container sealed, cool and dry(1)The accurate information of chemical compound below:
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Chemical Formula |
C6D6 |
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Exact Mass |
84 |
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Molecular Weight |
85 |
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m/z |
84 (100.0%), 85 (6.5%) |
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Elemental Analysis |
C, 85.64; H, 14.36. |
Quality information: Please refer our enterprise standard or COA, if you need to negotiate, welcome to consult our sales.
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In recent years, with the continuous expansion of solvent application and the surge of demand in the chemical industry, the hydrogenation reaction with deuterated benzene as deuterated solvent has gradually developed into a research hotspot Deuterated benzene-D6 is a deuterated derivative of benzene. It is an important deuterated solvent and tracer for labeling aromatic compounds. It is widely used in the synthesis of deuterated compounds and mass spectrometry detection technology. Through consulting, it is found that the synthesis method of deuterated benzene: a catalytic production process of deuterated benzene, which mixes benzene and heavy water according to the volume ratio of 1:2 and adds platinum carbon; The target product deuterated benzene was obtained by heating and stirring reaction at 100 ~ 130 ℃ for 8 ~ 15 hours, separation and distillation; Wherein, the platinum carbon is added into the experimental reaction at the rate of 15 ~ 35% of the total weight / minute, and it is shown in the experiment that different addition rates and stirring rates will affect the reaction rate.
Additional information of chemical compound: Refractive index N20 / D 1.497 (lit.), Flash point 12 ° f, Storage conditions no restrictions, Solubility with most organic solvents, Form liquid, Color colorless, Explosive limit 1.4-8.0% (V)
Benzol-d6 (C ₆ D ₆), as a deuterated derivative of benzene, occupies an important position in scientific research and industrial production due to its unique physical and chemical properties. Its colorless and transparent liquid form, high chemical stability, and deuterium isotope characteristics make it a core reagent in fields such as nuclear magnetic resonance analysis, isotope labeling, and biomedical imaging. The following systematically summarizes the diverse uses of D6-Benzene from four dimensions: scientific research, industry, biomedicine, and environmental monitoring.
Benzol-d6 is a standard solvent for nuclear magnetic resonance (NMR) spectroscopic analysis, and its deuterium atom (² H) nuclear spin properties can eliminate the interference of solvent peaks in ¹ H NMR, significantly improving signal resolution. For example, in the structural identification of organic compounds, D6-Benzene as a solvent can clearly present the hydrogen spectrum characteristic peaks of the target molecule, avoiding analysis errors caused by overlapping ¹ H signals in ordinary benzene solvents. In addition, its high purity (usually ≥ 99.5%) and low impurity content ensure the reproducibility of NMR experimental data, making it an indispensable tool in fields such as drug development and materials science.
Typical application cases:
Drug metabolism research: When analyzing the binding sites between drug molecules and plasma proteins, D6-Benzene as a solvent can accurately locate hydrogen atom exchange sites and reveal the mechanism of drug action.
Characterization of polymer materials: Polymer samples can be dissolved in benzene-d6, and NMR can determine the sequence distribution and stereoconfiguration of molecular chains, providing a basis for optimizing material properties.
The deuterium atom of D6-Benzene can serve as a stable isotope marker for tracking chemical reaction pathways or biological metabolic processes. Its labeling site is clear and its chemical properties are similar to ordinary hydrogen, ensuring consistent behavior of the labeled compound in the system. At the same time, quantitative analysis of molecular dynamics is achieved by detecting deuterium signals through mass spectrometry or NMR.
Core application scenarios:
Research on Organic Synthesis Mechanism:
In the Diels Alder reaction, the transition state structure can be verified by labeling the diene with D6-Benzene and monitoring the deuterium atom transfer process through NMR.
For example, a study revealed the stereoselectivity of hydrogen atom transfer in photocatalytic reduction reactions by labeling anthraquinone derivatives with D6-Benzene.
Metabolomics analysis:
Glucose labeled with D6-Benzene can be taken up by cells and participate in metabolic pathways. By detecting the distribution of deuterium in metabolites, the flux of pathways such as glycolysis and tricarboxylic acid cycle can be quantitatively analyzed.
In clinical studies, D6-Benzene labeled fatty acids are used to track abnormal fat metabolism in obese patients, providing data support for personalized treatment.
Environmental pollutant tracking:
In the study of persistent organic pollutant (POPs) degradation, the isotope of hexachlorocyclohexane (HCH) labeled with D6-Benzene can distinguish the contributions of natural degradation and biodegradation, and evaluate the efficiency of remediation techniques.
The deuterium substitution properties of D6-Benzene give it unique advantages in the biomedical field, with low toxicity, high stability, and compatibility with biomolecules, driving innovation in contrast agents and gene detection technologies.
Innovative application examples:
Magnetic resonance imaging (MRI) contrast agent:
The gadolinium complex modified with D6-Benzene can prolong the retention time of contrast agents in tumor tissue and achieve precise localization of tumor boundaries through deuterium magnetic resonance imaging (D-MRI).
The D6-Benzene-Gd ³+complex developed by a team shows high resolution imaging of haemodynamic parameters in the breast cancer model, and its sensitivity is 3 times higher than that of traditional contrast agents.
Gene sequencing and single-molecule detection:
The fluorescence probe labeled with D6-Benzene is used for DNA sequencing, and the deuterium signal can correct the photobleaching effect, extending the observation time to several hours and significantly improving the sequencing accuracy.
In the CRISPR gene editing system, guide RNAs (gRNAs) labeled with D6-Benzene are tracked by NMR for dynamic binding to Cas9 protein, optimizing editing efficiency.
Protein structure analysis:
Phenyl-d6 labeled amino acid residues (such as phenylalanine) can be used for hydrogen deuterium exchange mass spectrometry (HDX-MS) to determine the dynamic conformational changes of proteins in solution and reveal drug target binding sites.
The application of D6-Benzene in the industrial field focuses on the preparation of high-purity reagents, optimization of optoelectronic materials, and environmental monitoring. Its deuterium substitution characteristics provide a new dimension for product quality control.
Key application directions:
Synthesis of high-purity reagents:
Benzene-d6 is used as a solvent for cleaning semiconductor grade silicon wafers, avoiding the influence of H impurities in ordinary solvents on chip performance and ensuring the cleanliness of nanoscale circuits.
In the production of liquid crystal displays (LCDs), phenyl-d6 modified polyimide precursors can improve panel transmittance and extend service life to over 100000 hours.
Cigarette smoke analysis:
Benzol-d6, as an internal standard, combined with gas chromatography-mass spectrometry (GC-MS) technology, can quantitatively detect the content of volatile organic compounds (VOCs) in mainstream cigarette smoke, providing data support for the development of harm reduction technologies.
A study found through this method that the D6-Benzene internal standard method reduces the detection limit of benzo [a] pyrene in tar to 0.1 ng/vial, with a repeatability RSD<5%.
Isotope Dilution Mass Spectrometry (IDMS):
Benzol-d6 is used as a diluent to determine the absolute content of benzene derivatives in environmental samples, eliminate matrix effect interference, and achieve an accuracy of over 99.9%.
Benzene -d6 Manufacturing Information
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Erlenmeyer proposed a synthesis method in 1935, using benzoic acid and deuterated calcium hydroxide for decarboxylation under heating conditions, with a deuterated rate of 93.2%.
The chemical reaction formula is as follows:
C6H6O6 + Ca (OH)2 → C6H6 + CO2 + CaCO3
Specific steps:
Step 1:
Preparation of raw materials: Benzoic acid and deuterated calcium hydroxide are the two main raw materials for this method. These raw materials can be purchased in the market or prepared in the laboratory.
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Step 2:
Mixing raw materials: Mix benzoic acid and deuterated calcium hydroxide in a certain proportion, usually using a molar ratio of 1:1 between benzoic acid and deuterated calcium hydroxide.
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Step 3: Heating:
The mixture is subjected to decarboxylation reaction under heating conditions. Generally, the reaction needs to be carried out at 100-200 ℃, which can be achieved by using an oven or furnace.
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Step 4:
Cooling: After a certain period of reaction, cool the reaction mixture to room temperature.
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Step 5:
Separate the product: Use common separation methods such as filtration, extraction, distillation, etc. to separate the reaction product from the reaction mixture. These products are mainly deuterated benzene and carbon dioxide.
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It is worth noting that although this method has a high deuterization rate (93.2%), its yield is not high and the product purity is also low. Therefore, multiple steps such as washing, extraction, and distillation are required to purify the product and improve the yield. In addition, this method requires the use of relatively expensive benzoic acid and deuterated calcium hydroxide as raw materials, which may increase production costs. Therefore, in practical applications, it is necessary to develop more economical, efficient, and environmentally friendly synthesis methods to replace this traditional method. For example, new catalysts or optimization of reaction conditions can be used to improve the yield and purity of BENZENE-D6 , reduce production costs, and reduce environmental pollution.
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