Dibenzyl ether (DBE) is the organic compound with the formula (C6H5CH2)2O.
Dibenzyl ether (DBE) is classified as an ether derived from benzyl alcohol.
A colorless, nearly odorless oil, Dibenzyl ether (DBE)'s main use is as a plasticizer.
Dibenzyl ether (DBE) is prepared by treating benzyl chloride with base.
CAS Number : 103-50-4
EC Number: 203-118-2
IUPAC Name: 1,1′-[Oxybis(methylene)]dibenzene
Molecular Formula: C14H14O
Other names:
103-50-4, Dibenzylether, Benzyl oxide, (Oxybis(methylene))dibenzene, Plastikator BA, BA (plasticizer), phenylmethoxymethylbenzene, FEMA No. 2371, Benzene, 1,1'-[oxybis(methylene)]bis-, 1,1-Oxybismethylene, bis benzene, [(Benzyloxy)methyl]benzene, 1,1-(Oxybis(methylene))bisbenzene, 1,1-Oxybis methylene, bis benzene, Benzene, 1,1'-(oxybis(methylene))bis-, Benzene, 1,1'-oxybis(methylene-, 1,1'-[oxybis(methylene)]dibenzene, 2O6CNO27RJ, DTXSID5025819, CHEBI:87411, NSC-5931, benzylether, Ether, dibenzyl, Plasticator BA, FEMA Number 2371, CCRIS 6085, HSDB 6030, NSC 5931, EINECS 203-118-2, 1,1'-(Oxybis(methylene))bisbenzene, UNII-2O6CNO27RJ, BRN 1911156, dibenzyl ester, AI3-02269, mono-benzyl ether, Benzyl ether, 8CI, ETHER,DIBENZYL, Benzyl ether, 98%, Bn2O, Tribenoside, oxybis(methylene)dibenzene, EC 203-118-2, phenylmethoxy-methyl-benzene, WLN: R1O1R, SCHEMBL27380, 4-06-00-02240, MLS001050086, [(Benzyloxy)methyl]benzene #, BIDD:ER0268, CHEMBL152299, DTXCID005819, FEMA 2371, NSC5931, Tox21_200903, Benzene,1'-[oxybis(methylene)]bis-, Ethyl?benzo[d]thiazole-6-carboxylate, MFCD00004780, 1-benzyloxymethylbenzene(benzyl ether), AKOS015914994, CS-W010535, NCGC00091363-01, NCGC00091363-02, NCGC00258457-01, BS-14196, CAS-103-50-4, SMR001216521, B0418, FT-0624653, NS00004227, A800755, Q-200956, Q11309584
Dibenzyl ether (DBE) is a colorless liquid with a mild odor.
Dibenzyl ether (DBE) is a benzyl ether in which the oxygen atom is connected to two benzyl groups.
Dibenzyl ether (DBE) has a role as a metabolite.
Dibenzyl ether (DBE) is a natural product found in Uvaria chamae.
Dibenzyl ether (DBE) is the organic compound with the formula (C6H5CH2)2O.
Dibenzyl ether (DBE) is classified as an ether derived from benzyl alcohol.
A colorless, nearly odorless oil, the Dibenzyl ether (DBE)'s main use is as a plasticizer.
Dibenzyl ether (DBE) is prepared by treating benzyl chloride with base.
Dibenzyl ether (DBE) is also used in a study to develop a detailed protocol for performing 3D imaging of solvent-cleared organs and its application to various microscopy techniques.
Dibenzyl ether (DBE) is also employed as a plasticizer for nitrocellulose and synthetic rubber, a solvent in perfumery, and a flavoring agent in chewing gums and baked goods.
Dibenzyl ether (DBE) belongs to the class of organic compounds known as benzylethers.
These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene).
Dibenzyl ether (DBE) is a sweet, almond, and cherry tasting compound.
Dibenzyl ether (DBE) has been detected, but not quantified in, dills (Anethum graveolens).
This could make Dibenzyl ether (DBE) a potential biomarker for the consumption of these foods.
Dibenzyl ether (DBE) is an organic compound that can be used as a solvent in the chemical and pharmaceutical industries.
Dibenzyl ether (DBE) is also used as a heat transfer fluid, plasticizer, and dye carrier.
Dibenzyl ether (DBE) must be stored in a cool, dry place away from sources of ignition or heat.
Dibenzyl ether (DBE) should be handled with care as it may cause skin irritation or eye damage upon contact.
Environmental impact data suggests that it has low toxicity and does not persist in the environment when disposed of properly.
Dibenzyl ether (DBE) is used as a synthetic flavoring ingredient, a plasticizer for synthetic rubber, a plasticizer for nitrocellulose, and a solvent in perfumery.
Dibenzyl ether (DBE) (DBE) is a hydrophobic ether compound with a chemical formula of C14H14O.
Dibenzyl ether (DBE) is a colorless, volatile liquid with a sweet, floral odor.
Dibenzyl ether (DBE) is a highly reactive chemical and is widely used as a reagent for organic synthesis and in the production of pharmaceuticals, cosmetics, and food additives.
Dibenzyl ether (DBE) is also used as a solvent in the production of polymers, plastics, and coatings.
Dibenzyl ether (DBE) is also used as a fuel in some applications.
Dibenzyl ether (DBE) can be synthesized through a variety of methods.
One common method involves the reaction of benzaldehyde and benzyl alcohol in the presence of a base, such as sodium hydroxide or potassium hydroxide.
The reaction produces a mixture of the desired product, Dibenzyl ether (DBE), and by-products such as benzyl benzoate and benzyl alcohol.
Another method involves the reaction of dibenzyl chloride and an alcohol in the presence of a base.
This method produces a mixture of Dibenzyl ether (DBE) and by-products, such as benzyl chloride and benzyl alcohol.
Design of the Synthesis Pathway
Dibenzyl ether (DBE) can be synthesized through a Williamson ether synthesis reaction.
Starting Materials
Benzyl chloride, Sodium benzylate, Sodium hydroxide, Diethyl ethe
Reaction
Sodium benzylate is prepared by reacting benzyl chloride with sodium hydroxide in water.,
Diethyl ether is added to the reaction mixture to extract the sodium benzylate.,
The sodium benzylate is then reacted with benzyl chloride in the presence of a strong base, such as sodium hydroxide, to form Dibenzyl ether (DBE).,
The reaction mixture is then washed with water and dried over anhydrous sodium sulfate.,
The crude product is then purified by distillation or recrystallization.
Dibenzyl ether (DBE) has been widely used in scientific research.
Dibenzyl ether (DBE) has been used as a reagent in organic synthesis, and as a solvent for the preparation of polymers and plastics.
Dibenzyl ether (DBE) has also been used as a catalyst in the synthesis of pharmaceuticals and food additives.
In addition, Dibenzyl ether (DBE) has been used in the preparation of biodegradable polymers, as well as in the study of the structure and properties of polymers.
The mechanism of action of Dibenzyl ether (DBE) is related to its ability to form hydrogen bonds with other molecules.
The hydrogen bonds formed by Dibenzyl ether (DBE) are strong, allowing it to act as a catalyst in certain reactions.
Dibenzyl ether (DBE) also has a low boiling point, allowing it to be used as a solvent in the preparation of polymers and plastics.
Dibenzyl ether (DBE) has low toxicity and is not considered to be a hazardous material.
However, Dibenzyl ether (DBE) can be irritating to the eyes, skin, and respiratory system if inhaled or ingested.
The main advantage of using Dibenzyl ether (DBE) in laboratory experiments is its low toxicity and non-hazardous nature.
Dibenzyl ether (DBE) is also relatively inexpensive and easy to obtain.
However, Dibenzyl ether (DBE) is highly reactive and can form explosive mixtures when exposed to air or other oxidizing agents.
Dibenzyl ether (DBE) is also highly volatile and has a low boiling point, making it difficult to work with in some applications.
There are a number of potential future directions for research involving Dibenzyl ether (DBE).
These include the development of more efficient synthesis methods, the investigation of its use as a catalyst in organic synthesis, and the study of its potential applications in the production of biodegradable polymers.
Additionally, further research into its biochemical and physiological effects is needed to better understand its safety profile.
Finally, more research is needed to explore the potential use of Dibenzyl ether (DBE) as a fuel in certain applications.
Molar mass: 198.265 g·mol−1
Appearance: colorless liquid
Density: 1.043 g/cm3
Melting point: 3.6 °C
Boiling point: 298 °C
XLogP3: 3.3
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 4
Exact Mass: 198.104465066 g/mol
Monoisotopic Mass: 198.104465066 g/mol
Topological Polar Surface Area: 9.2Ų
Heavy Atom Count: 15
Complexity: 137
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Dibenzyl ether (DBE) is a high-quality reagent used in various synthesis processes.
Dibenzyl ether (DBE) is commonly referred to by its CAS number 103-50-4 and also goes by the names Dibenzyl ether (DBE) or Benzyl ether.
Properties and Composition
Dibenzyl ether (DBE) possesses a transparent liquid form and is colorless.
Dibenzyl ether (DBE)'s molecular composition consists of two benzyl groups bonded to an oxygen atom, resulting in its chemical formula C6H5CH2)2O, which gives it its distinct properties and versatile applications.
Features and Benefits
Versatile application: Dibenzyl ether (DBE) finds extensive use in a wide range of synthesis processes due to its unique properties.
Excellent solvent: Dibenzyl ether (DBE) serves as an exemplary solvent for various reactions, facilitating the dissolution of diverse compounds for reactions or analysis.
High purity: Dibenzyl ether (DBE) is carefully manufactured to meet the highest purity standards, ensuring reliable and consistent performance in the lab.
Stable under varying conditions: Dibenzyl ether (DBE) exhibits stability even under extreme temperatures or pressure, enabling it to withstand demanding experimental conditions.
Safe handling: The reagent is designed to be handled safely in laboratories, complying with appropriate safety protocols and guidelines.
Applications
Dibenzyl ether (DBE) has a diverse range of applications in various industries, including:
Organic synthesis: Dibenzyl ether (DBE) is widely used as a reagent or solvent in organic synthesis processes, playing a crucial role in the formation of new compounds.
Pharmaceuticals: Dibenzyl ether (DBE) finds use in the synthesis of pharmaceutical compounds and drug intermediates, contributing to the advancement of healthcare.
Cosmetics: Dibenzyl ether (DBE) is utilized in the cosmetic industry for the formulation of beauty products, such as creams, lotions, and perfumes.
Research and development: Dibenzyl ether (DBE) plays a vital role in scientific research, providing a tool for scientists to explore new reactions and compounds.
Dibenzyl ether (DBE) is an antimicrobial agent that belongs to the class of ethers.
Dibenzyl ether (DBE) has been shown to inhibit the activity of cytochrome P450 enzymes and it is used in wastewater treatment for the removal of methyl glycosides.
Dibenzyl ether (DBE) has also been shown to have biological properties when tested on human serum, as well as on benzyl and dibenzyl.
In a reaction solution, Dibenzyl ether (DBE) can react with anhydrous sodium (NaOH) to form NaDBE and hydrogen gas (H2).
X-ray diffraction data shows that Dibenzyl ether (DBE) contains nitrogen atoms.
Structural analysis reveals that the molecule consists of two benzene rings connected by two ethylene bridges.
Dibenzyl ether (DBE) is also known as Benzyl Ether or Phenyl Methyl Ether.
Dibenzyl ether (DBE) is a widely used organic solvent in the manufacture of dyes, resins, and pharmaceuticals.
When rubber is exposed to Dibenzyl ether (DBE), it can cause swelling and softening due to the compound's ability to dissolve and disrupt the rubber's polymer chains.
Additionally, these compounds can cause the rubber to become brittle and crack due to the production of hardening agents.
Prolonged exposure to Dibenzyl ether (DBE) can also lead to accelerated oxidation and degradation of the rubber.