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Hexafluorobenzene

Hexafluorobenzene

Hexafluorobenzene, HFB, C6F6, or perfluorobenzene is an organic, aromatic compound. In this derivative of benzene all hydrogen atoms have been replaced by fluorine atoms. The technical uses of the compound are limited, although it is recommended as a solvent in a number of photochemical reactions.
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What is Hexafluorobenzene

 

Hexafluorobenzene is an organic aromatic compound with the molecular formula C 6F 6. It is a derivative of benzene in which all six hydrogen atoms are replaced by fluorine. Solvents commonly used in photochemical reactions in organic chemistry. In addition, they also have the following uses: F-19 NMR reference material for chemical shift calibration. Solvents and reference materials in C-13 NMR. ¹H Solvents in NMR. Solvents used in certain studies using infrared spectroscopy. UV spectroscopy uses solvents.

 

 

What are the Applications of Hexafluorobenzene
 

The pharmaceutical industry
The application of hexafluorobenzene in pharmaceuticals is mainly used to synthesize various intermediates, such as thiazepam and
Pei Di Yin and other drugs, as well as drugs targeting cancer, liver disease, and neurological diseases.

 

The pesticide industry
The application of hexafluorobenzene in pesticides is mainly used in the production of metronidazole, azoxystrobin, and other insecticides for pest control Agent to prevent crop damage from pests.

 

Materials industry
Hexafluorobenzene is mainly used in the synthesis of high-performance polyimide resins, special coatings, and adhesives,As a key component of the material.

Laboratory applications of hexafluorobenzene

 

 

Hexafluorobenzene has been used as a reporter molecule to investigate tissue oxygenation in vivo. It is exceedingly hydrophobic, but exhibits high gas solubility with ideal liquid gas interactions. Since molecular oxygen is paramagnetic it causes 19F NMR spin lattice relaxation (R1): specifically a linear dependence R1= a + bpO2 has been reported. HFB essentially acts as molecular amplifier, since the solubility of oxygen is greater than in water, but thermodynamics require that the pO2 in the HFB rapidly equilibrates with the surrounding medium. HFB has a single narrow 19F NMR signal and the spin lattice relaxation rate is highly sensitive to changes in pO2, yet minimally responsive to temperature.

 

Hexafluorobenzene is commonly used as anesthetic and excellent solvent for many organic substances and is also an important intermediate for the synthesis of perfluorinated aromatic compounds, which has a broad application prospect in chemical industry, medicine and liquid crystal materials.

 

HFB is typically injected directly into a tissue and 19F NMR may be used to measure local oxygenation. It has been extensively applied to examine changes in tumor oxygenation in response to interventions such as breathing hyperoxic gases or as a consequence of vascular disruption.[8] MRI measurements of HFB based on 19F relaxation have been shown to correlate with radiation response of tumors.[9] HFB has been used as a gold standard for investigating other potential prognostic biomarkers of tumor oxygenation such as BOLD (Blood Oxygen Level Dependent), TOLD (Tissue Oxygen Level Dependent) and MOXI (MR oximetry)A 2013 review of applications has been published.

1,2,4-Trifluorobenzene ≥99.0%

 

The Interaction Between Hexafluorobenzene And Ions

Hexafluorobenzene (C6F6) is an organic compound that can serve as a solvent in chemical reactions Or reagents. The interaction between hexafluorobenzene and ions mainly involves solvation and ion pairingFace.When ions dissolve in hexafluorobenzene, hexafluorobenzene molecules can pass through its polar molecules The interaction between ions surrounds them, forming solvated ions. This solvation process can To stabilize the presence of ions in solution and reduce the interaction between ions, thereby affecting the dissociation The chemical reactivity of the molecule.In addition, hexafluorobenzene can also form ion pairs with ions, that is, one ion and one hexafluoroBenzene molecules bind together. The formation of this ion pair can affect the solvation state of ions and Chemical reactivity.

 

Properties and Stability of Hexafluorobenzene

Properties and Stability: It is very stable to heat and only undergoes minimal decomposition when heated at 500°C for 3 weeks. It is not as stable against radiation as benzene, and it decomposes mainly to produce polymers. Pentafluorophenol and pentafluoroaniline can be obtained by reacting with bases and other nucleophiles. Less toxic than benzene. Most of them are anesthetics, and their toxicity decreases as the degree of fluoridation increases. The main impurity is pentafluorobenzene. It can be treated with fuming sulfuric acid at room temperature for 4 hours to sulfonate the impurities, then washed with water, dried with phosphorus pentoxide, and crystallized step by step to obtain a refined product with a purity of 99.95% ± 0.05% and a melting point of (5.082 ± 0.005) ℃.

1,2,4-Trifluorobenzene
Process of Hexafluorobenzene
 

Acylation method

Acylation method is a commonly used method for synthesizing hexafluorobenzene, which involves introducing acyl reagents onto the benzene ring to form hexafluorobenzene Substituted benzene compounds. The specific steps are as follows:React benzene with acyl reagents (such as ethyl chloroformate, trifluoromethane, etc.) in the presence of strong acid catalysts,Generate hexafluoro substituted benzene compounds.After the reaction is completed, separate and purify to obtain the hexafluorobenzene product.The advantage of this method is that the synthesis process is relatively simple and the yield is high. The disadvantage is that side reactions are prone to occur during the reaction process, leading to The purity of the product is relatively low.

Aromatic ring addition method

Aromatic ring addition method is a method that utilizes the electron density unsaturation of aromatic rings to generate hexafluorobenzene through addition reactions Law. The specific steps are as follows:Conduct addition reactions between aromatic hydrocarbons and fluorine sources (such as tetrafluoroethylene, hexafluoropropylene, etc.) in the presence of catalysts to generate Hexafluoro substituted aromatic hydrocarbons.Subsequently, cyclization is carried out to generate hexafluorobenzene. The advantage of this method is that the synthesis route is relatively novel, the product purity is high, but the disadvantage is that it requires specific equipment and conditions,The operation is relatively complex.

Electrolytic reduction method

Electrolytic reduction method is a method that utilizes the principle of electrolysis to form hexafluorobenzene by introducing fluorine atoms into the benzene ring. have The body steps are as follows:Mix benzene with appropriate reducing agents (such as sodium, zinc, etc.) and electrolyte for an electrolytic reaction.During the electrolysis process, a reduction reaction occurs on the benzene ring, introducing fluorine atoms to form hexafluorobenzene.The advantages of this method are that the synthesis process is environmentally friendly, safe, and has a high yield. However, the disadvantage is that specific equipment and process conditions are required,And the cost is relatively high.

1,2,3-Trifluorobenzene

Hexafluorobenzene Storage Precautions

 

Store in a cool, ventilated warehouse. Keep away from fire and heat sources. The storage temperature should not exceed 30℃. They should be stored separately from oxidants and food chemicals, and avoid mixed storage. Use explosion-proof lighting and ventilation facilities. It is prohibited to use mechanical equipment and tools that are prone to sparks. The storage area should be equipped with emergency release equipment and suitable containment materials. The "five pairs" management system for extremely toxic substances should be strictly implemented.

Precautions for Handling Hexafluorobenzene

 

Closed operation, fully ventilated. Operators must undergo special training and strictly abide by operating procedures. It is recommended that the operator wear a self-priming filter gas mask (full face mask), a one-piece tape gas protective suit, and rubber oil-resistant gloves. Keep away from fire and heat sources. Smoking is strictly prohibited in the workplace. Use explosion-proof ventilation systems and equipment. Prevent vapors from leaking into the workplace air. Avoid contact with oxidants. When handling, load and unload with care to prevent damage to packaging and containers. Equipped with corresponding varieties and quantities of fire-fighting equipment and leakage emergency treatment equipment. Empty containers may be harmful residues.

≥99.0% 1, 3-Difluorobenzene CAS No.:372-18-9

The future trend of hexafluorobenzene

Improve product quality

With the continuous increase in market demand, hexafluorobenzene enterprises need to improve product quality and strengthen Product research and development, developing high-performance hexafluorobenzene products that meet the needs of different fields.

 

Expand application areas

Hexafluorobenzene has excellent physical and chemical properties in new materials, biotechnology, coatings, and Many fields such as medicine have broad application prospects, and in the future, hexafluorobenzene enterprises need to expand in multiple fields.

 

Strengthening environmental protection

Hexafluorobenzene, as an organic fluorine compound, has non degradability and high toxicity Enterprises with hexafluorobenzene need to strictly control pollutant emissions, reduce potential impacts such as environmental pollution and health risks.

The Growth of Market Size Is Mainly Due to the Following Factors
 

 

The development of the pharmaceutical industry
Hexafluorobenzene can be used as a raw material and intermediate in the synthesis of various pharmaceuticals and biopharmaceuticals The continuous expansion of this field has promoted the growth of the hexafluorobenzene market size.

 

The demand of the pesticide industry
Hexafluorobenzene, as one of the important fluorinated aliphatic aromatic hydrocarbons in pesticides, is effective in preventing diseases and pests Harmful aspects play an important role, and the demand for agricultural personnel has also contributed to the increase in the market size of hexafluorobenzene.

 

The demand for materials industry
Hexafluorobenzene can be used as an intermediate in coatings, plastics, polymers, and rubber, and is environmentally friendly The excellent performance in wear resistance and corrosion resistance has also led to the continuous increase in the market size of hexafluorobenzene.

Our Factory
 

Shaoxing Kaibang New Material Technology Co., Ltd is a company integrating R & D, production, sales,professional Pharmaceutical Intermediates manufacturer, we specialize in the development and production of Active Pharmaceutical Intermediates (APIs) and Pharmaceutical Intermediates, and earned a reputations leading supplier of innovative, high quality chemicals. Shaoxing Kaibang New Material Technology Co., Ltd has a well-established research & kilo laboratory to serve our global customers in multi grams to kilograms level, and also conduct process development, has own production line, Pentafluorophenol, Difluorophenol, Tetrafluorobenzyl Alcohol etc as our main competitive products, highly purified,high quality, well appreciated by their purchasers. 

 

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FAQ

Q: Is hexafluorobenzene toxic?

A: Toxicity. Hexafluorobenzene may cause eye and skin irritation, respiratory and digestive tract irritation and can cause central nervous system depression per MSDS. The National Institute for Occupational Safety and Health (NIOSH) lists it in its Registry of Toxic Effects of Chemical Substances as neurotoxicant.

Q: Is hexafluorobenzene soluble in water?

A: PFCs are not soluble in water and require preparation of emulsions for cell uptake and tracking [72].

Q: What is the solubility of hexafluorobenzene?

A: As shown in Figure 3, the solubility of hexafluorobenzene in pure water shows a minimum at approximately 317.57 K. This minimum occurs at a higher temperature than for the corresponding hydrocarbon, which is around 283.8 K.

Q: How is hexachlorobenzene made from benzene?

A: The compound can be produced commercially by reacting benzene with excess chlorine in the presence of ferric chloride at 150–200 °C. In addition, at least one former producer isolated hexachlorobenzene from distillation residues obtained as a by-product in the manufacture of tetrachloroethylene (IARC 1979).

Q: Is benzene in all shampoos?

A: As we started to mention, a recent study conducted in 2022 found that benzene was present in 70% of the most popular dry shampoo brands. If you want the full list, you should head over to pages 13 to 18 of the actual report on benzene in dry shampoos published by Valisure and note the brand names yourself.

Q: Is hexachlorobenzene banned in the US?

A: Hexachlorobenzene was used as a fungicide in the United States until 1984, when the last registered use of the compound as a pesticide was voluntarily cancelled. Small amounts of hexachlorobenzene can still be used in chemical laboratories for research purposes.

Q: How does hexachlorobenzene affect humans?

A: Hexachlorobenzene is formed as a byproduct during the manufacture of other chemicals. It was widely used as a pesticide until 1965. Chronic (long-term) oral exposure to hexachlorobenzene in humans results in a liver disease with associated skin lesions.

Q: What is another name for hexachlorobenzene?

A: Perchlorobenzene
Hexachlorobenzene, or perchlorobenzene, is a chlorobenzene compound with the molecular formula C6Cl6. It is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. It has been banned globally under the Stockholm Convention on Persistent Organic Pollutants.

Q: What removes benzene from the body?

A: As quickly as possible, wash any benzene from your skin with large amounts of soap and water. Washing with soap and water will help protect people from any chemicals on their bodies.

Q: Is benzene in all deodorant?

A: Is there Benzene in Deodorant? In November 2021, Valisure, an independent laboratory, tested 108 body sprays from 30 different brands and found more than half contained benzene. Benzene exposure is linked to certain cancers, including leukemia and lymphoma.

Q: What does benzene smell like?

A: Benzene has a sweet, aromatic, gasoline-like odor. Most individuals can begin to smell benzene in air at 1.5 to 4.7 ppm. The odor threshold generally provides adequate warning for acutely hazardous exposure concentrations but is inadequate for more chronic exposures.

Q: Do eggs have benzene?

A: The presence of benzene also was reported in butter, eggs, meat, and certain fruits; levels of these findings ranged from 0.5 ng/g in butter to 500-1900 ng/g in eggs.Diazoaminobenzene is an aromatic amine that exists as small golden- yellow crystals at room temperature. It is insoluble in water but freely soluble in benzene, ether, and hot alcohol.

Q: Does Hairspray have benzene in it?

A: The Benzene Recall List. Some known offenders include the following aerosol products: Sunscreens. Hair sprays.Hexachlorobenzene is a toxic organochlorine that has been shown to cause death, systemic (e.g., liver, skin, bone, and thyroid), neurological, developmental, endocrine, and immunological toxicity in humans and animals.

Q: Which dry shampoo to avoid?

A: The highest benzene levels among the dry shampoos were found in a popular brand called Not Your Mother's, which touts its "clean, quality ingredients." Other brands found to have elevated benzene included Batiste, Sun Bum, and John Paul Mitchell Systems.

Q: Is hexachlorobenzene still used?

A: General Information. Hexachlorobenzene (HCB) was used from the 1930's to the 1970's in the U.S. primarily as a fungicide and seed treatment until the U.S. EPA cancelled its use in 1984.

Q: Why was hexachlorobenzene banned?

A: Hexachlorobenzene (HCB) is an organochloride. It is formed as a by-product during the manufacture of other chemicals. It was widely used as a fungicide. Due to HCB's persistence in the environment, it has been banned globally under the Stockholm Convention on persistent organic pollutants.

Q: What diseases does benzene cause?

A: IARC classifies benzene as "carcinogenic to humans," based on sufficient evidence that it causes acute myeloid leukemia (AML). IARC also notes that benzene exposure has been linked with acute lymphocytic leukemia (ALL), chronic lymphocytic leukemia (CLL), multiple myeloma, and non-Hodgkin lymphoma.

Q: How is hexachlorobenzene manufactured?

A: Industrial synthesis of hexachlorobenzene involves the chlorination of benzene at 150–200 °C with a ferric chloride catalyst or distillation of residues from the pro- duction of tetrachloroethylene (WHO, 1997). Few recent data on the quantities of hexachlorobenzene produced are available.Since benzene penetrates normal intact human skin more rapidly than many small organic molecules, and is potentially toxic, the skin should be considered a portal of entry for benzene. Good hygiene should be maintained and care taken to avoid lengthy exposure to solvents containing benzene.

Q: Is hexachlorobenzene a toxic chemical?

A: * Hexachlorobenzene should be handled as a CARCINOGEN--WITH EXTREME CAUTION. * Contact can irritate the skin and eyes. * Breathing Hexachlorobenzene can irritate the nose and throat. * Hexachlorobenzene may damage the liver and kidneys and affect the thyroid.

Q: What are the symptoms if benzene is absorbed through the skin?

A: Dermal Benzene can cause skin irritation and because it is a lipid solvent it degreases the skin, particularly after prolonged or repeated contact with the liquid. Locally, benzene can produce erythema, a burning sensation, and in more severe cases, edema and even blistering.Hexachlorobenzene sticks strongly to soil and can be slowly degraded by microorganisms. Half the hexachlorobenzene in soil will disappear in 3–6 years. Hexachlorobenzene is highly bioaccumulated by animals that live in hexachlorobenzene-contaminated water.

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