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DIBENZYL ETHER

Dibenzyl ether has a slightly earthy, mushroom-like odor with a rosy undertone.
Dibenzyl ether is a clear, almost colorless liquid.
Dibenzyl ether is miscible with alcohols and ethers, but insoluble in water.

CAS Number: 103-50-4
Molecular Formula: C14H14O
Molecular Weight: 198.26
EINECS Number: 203-118-2

Dibenzyl ether is a benzyl ether in which the oxygen atom is connected to two benzyl groups.
Dibenzyl ether has a role as a metabolite.
Dibenzyl ether is used as special solvent and delustering agent for textiles.

Dibenzyl ether 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 is a sweet, almond, and cherry tasting compound.

Dibenzyl ether has been detected, but not quantified in, dills (Anethum graveolens).
This could make dibenzyl ether a potential biomarker for the consumption of these foods.
Based on a literature review a significant number of articles have been published on Dibenzyl ether.

Dibenzyl ether is a hydrophobic ether compound with a chemical formula of C14H14O.
Dibenzyl ether is a colorless, volatile liquid with a sweet, floral odor.
Dibenzyl ether 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 is also used as a solvent in the production of polymers, plastics, and coatings.
Dibenzyl ether is also used as a fuel in some applications.
Dibenzyl ether is classified as an ether derived from benzyl alcohol.

Dibenzyl ether a colorless, nearly odorless oil, the main use of this compound is as a plasticizer.
Dibenzyl ether is produced by treating benzyl chloride with a base.
Dibenzyl ether, also known as benzyl ether or 1,1'-oxybis(benzene), is a chemical compound with the molecular formula C14H14O.

Dibenzyl ether consists of two benzyl groups (C6H5CH2-) bonded to an oxygen atom (O) in the middle.
The chemical structure can be represented as (C6H5CH2)2O.
Dibenzyl ether is classified as an ether because it contains an oxygen atom that is bonded to two alkyl or aryl groups.

Dibenzyl ether is a colorless to pale yellow liquid with a faint, sweet odor.
Dibenzyl ether has applications in organic synthesis and can be used as a solvent or reagent in various chemical reactions.
As a by-product in the preparation of Dibenzyl ether by hydrolysis of benzyl chloride; by using a concentrated caustic instead of carbonate, yields can be improved to 50% or higher.

Dibenzyl ether is the organic compound with the formula (C6H5CH2)2O.
Dibenzyl ether is classified as an ether derived from benzyl alcohol.
Dibenzyl ether a colorless, nearly odorless oil, the compound's main use is as a plasticizer.

Dibenzyl ether is prepared by treating benzyl chloride with base.
Dibenzyl ether is used as an effective GFP friendly tissue clearing medium for mouse brains.
Dibenzyl ether 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 has been used as a reagent in organic synthesis, and as a solvent for the preparation of polymers and plastics.
Dibenzyl ether has also been used as a catalyst in the synthesis of pharmaceuticals and food additives.
In addition, it 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 is related to its ability to form hydrogen bonds with other molecules.
The hydrogen bonds formed by Dibenzyl ether are strong, allowing it to act as a catalyst in certain reactions.
Dibenzyl ether also has a low boiling point, allowing it to be used as a solvent in the preparation of polymers and plastics.

Dibenzyl ether has low toxicity and is not considered to be a hazardous material.
However, Dibenzyl ether can be irritating to the eyes, skin, and respiratory system if inhaled or ingested.
Dibenzyl ether has been found to be non-carcinogenic and non-mutagenic in animal studies.

The main advantage of using dibenzyl ether in laboratory experiments is its low toxicity and non-hazardous nature.
Dibenzyl ether is also relatively inexpensive and easy to obtain.
However, Dibenzyl ether is highly reactive and can form explosive mixtures when exposed to air or other oxidizing agents.

Dibenzyl ether 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.
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 as a fuel in certain applications.

Dibenzyl ether has a relatively low boiling point of around 298-301°C (568-574°F) and a melting point of about -30°C (-22°F).
Dibenzyl ether is insoluble in water but soluble in organic solvents like ethanol, ether, and chloroform.

Dibenzyl ether can be synthesized through the Williamson ether synthesis, which involves the reaction of a sodium or potassium alkoxide (e.g., sodium benzylate or potassium benzylate) with a benzyl halide (e.g., benzyl chloride or benzyl bromide) in an appropriate solvent.
The reaction typically occurs in the presence of a strong base like sodium hydroxide or potassium hydroxide.

Dibenzyl ether is used in organic synthesis as a protecting group for alcohols.
In some chemical reactions, it is necessary to protect certain functional groups to prevent them from reacting.
Dibenzyl ether can be used as a protecting group for alcohols by temporarily converting the alcohol into an ether.

After the desired reactions are complete, the ether group can be removed, revealing the original alcohol.
Like many ethers, dibenzyl ether can be flammable and poses a risk of combustion if exposed to open flames or high temperatures.
Additionally, Dibenzyl ether should be handled with care in a well-ventilated area, as inhaling its vapors can be harmful.

While not as widely used as some other ethers, dibenzyl ether finds application in specialized chemical reactions and processes.
Its primary utility is in the protection and deprotection of functional groups in organic synthesis, which is crucial for the preparation of various organic compounds.

Melting point: 1.5-3.5 °C(lit.)
Boiling point: 298 °C(lit.)
Density: 1.043 g/mL at 25 °C(lit.)
vapor pressure: <1 Pa (25 °C)
FEMA: 2371 | DIBENZYL ETHER
refractive index: n20/D 1.562
Flash point: 275 °F
storage temp.: 2-8°C
solubility: 42mg/l insoluble
form: Liquid
color: Clear colorless to pale yellow
Relative polarity: 3.3
Odor: at 100.00 %. sweet fruity cherry earthy mushroom rose plastic
Odor Type: earthy
Water Solubility: insoluble
JECFA Number: 1256
Merck: 14,1132
BRN: 1911156
Stability: Stable. Combustible. Incompatible with strong acids, strong oxidizing agents.
LogP: 3.31

Dibenzyl ether is often employed as a protecting group for alcohol functionality in organic synthesis.
This means that it can be used to temporarily mask or protect alcohol groups in complex organic molecules while other reactions are carried out.

Once the desired reactions are completed, the protecting group can be selectively removed, revealing the original alcohol group.
This is a valuable strategy in the synthesis of various organic compounds, including pharmaceuticals.

Dibenzyl ether is chosen as a protecting group in some cases because it can be removed under relatively mild conditions, making it useful when other sensitive functional groups are present in the molecule.
Dibenzyl ether can often be cleaved using hydrogenation or catalytic transfer hydrogenation, which minimizes the risk of undesired side reactions.

Dibenzyl ether is generally stable under standard laboratory conditions, but it should be stored in a cool, dry place away from strong oxidizing agents or reducing agents, as it can react under extreme conditions.
In addition to its use as a protecting group, dibenzyl ether can also serve as a solvent in certain chemical reactions and processes.
Its solubility properties in organic solvents make it suitable for dissolving a variety of organic compounds.

When working with dibenzyl ether or any organic solvent, it's important to follow safety guidelines, including wearing appropriate personal protective equipment (PPE) such as gloves and safety goggles.
Proper ventilation and precautions against fire hazards should also be taken.
Dibenzyl ether is sometimes referred to by its common names, benzyl ether or dibenzyl oxide.

While its primary use is in organic synthesis, dibenzyl ether has found limited application in the fragrance and flavor industry.
Dibenzyl ether can be used as a fragrance ingredient and flavoring agent in perfumes, cosmetics, and food products, although it's not as commonly used for this purpose as some other compounds.

Dibenzyl ether is relatively stable, but like many organic compounds, it can degrade over time, especially if exposed to air, light, or high temperatures.
Proper storage in a tightly sealed container and protection from adverse environmental conditions can help maintain its stability.

In academic and research laboratories, dibenzyl ether may be used as a solvent or reagent in various chemical experiments.
Dibenzyl ether can also serve as a starting material for the synthesis of more complex compounds.

When disposing of dibenzyl ether or any chemical, it should be done in accordance with local environmental regulations.
Proper disposal methods, such as recycling or incineration, should be followed to minimize environmental impact.
The purity of dibenzyl ether is important for its use in organic synthesis.

Impurities can affect reaction outcomes.
Therefore, high-quality and well-purified dibenzyl ether is typically used in research and industrial applications.

Uses Of Dibenzyl Ether:
Dibenzyl ether is used as an effective GFP friendly tissue clearing medium for mouse brains.
Dibenzyl ether 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 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 is most commonly used as a protecting group for alcohol functional groups in organic synthesis.
When chemists need to perform reactions that could potentially affect an alcohol group, they can temporarily protect it by converting it into a dibenzyl ether.

This masking of the alcohol group prevents unwanted reactions during subsequent steps of a synthesis.
After these reactions are completed, the dibenzyl ether can be selectively removed, revealing the original alcohol group.
This is a valuable strategy in the synthesis of complex organic compounds, including pharmaceuticals and natural products.

Dibenzyl ether can be selectively cleaved or deprotected under relatively mild conditions.
Common deprotection methods include hydrogenation or catalytic transfer hydrogenation.
This selectivity is especially useful when other sensitive functional groups are present in the molecule that could be affected by harsher deprotection conditions.

Dibenzyl ether can also serve as a solvent in certain chemical reactions and processes.
Dibenzyl ethers solubility properties in organic solvents make it suitable for dissolving various organic compounds.

While not as common, dibenzyl ether has limited use as a fragrance ingredient and flavoring agent in perfumes, cosmetics, and food products, contributing to their aromatic profiles.
Dibenzyl ether may find occasional use in academic and research laboratories for various chemical experiments, particularly those involving the manipulation of alcohol groups in organic molecules.

Dibenzyl ether was used as an effective GFP friendly tissue clearing medium for mouse brains.
Dibenzyl ether was 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 oxide or dibenzyl ether is used as a precursor in flavor and fragrance industry.
Dibenzyl ether is used as an effective GFP friendly tissue clearing medium for mouse brains.
Dibenzyl ether 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 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 is used in the following products: polymers.
Dibenzyl ether has an industrial use resulting in manufacture of another substance (use of intermediates).

Dibenzyl ether is used in the following areas: scientific research and development.
Dibenzyl ether is used for the manufacture of: textile, leather or fur, plastic products, rubber products and chemicals.
Release to the environment of Dibenzyl ether can occur from industrial use: in processing aids at industrial sites, as processing aid and as an intermediate step in further manufacturing of another substance (use of intermediates).

Dibenzyl ether finds application in the pharmaceutical industry as a protecting group for alcohol functionality during the synthesis of drug compounds.
Dibenzyl ether allows chemists to control and manipulate the chemical reactions involved in drug development, ensuring the formation of the desired molecular structures.

Dibenzyl ether can be used as a chain transfer agent in polymerization reactions.
In this capacity, it helps control the length and molecular weight of polymers during their synthesis, contributing to the development of specific polymer properties.
In the flavor and fragrance industry, dibenzyl ether can be used as a chemical precursor in the synthesis of aroma compounds.

Dibenzyl ether can impart certain scents or flavors to products when used in controlled amounts.
Dibenzyl ether can serve as a solvent for resins and coatings.
Dibenzyl ethers properties make it suitable for dissolving and formulating various types of coatings, adhesives, and paints.

Beyond its primary uses, dibenzyl ether may have niche applications in specific chemical processes where its properties, such as its relatively low volatility and compatibility with certain reactants, make it a suitable choice.
Dibenzyl ether may be employed in chemical research and development projects where its unique characteristics meet the requirements of a particular experiment or reaction scheme.
Dibenzyl ether can be used as an intermediate compound in the synthesis of more complex organic molecules, particularly those containing benzyl or ether functional groups.

Safety Profile Of Dibenzyl Ether:
Dibenzyl ether is flammable and can ignite when exposed to open flames, sparks, or high temperatures.
Dibenzyl ether should be stored away from heat sources, and smoking should be prohibited in areas where it is used or stored.

Inhalation of dibenzyl ether vapors can be harmful.
Dibenzyl ether may cause respiratory irritation, headaches, dizziness, and nausea.
Adequate ventilation, such as working in a fume hood, should be used when working with this compound.

Dibenzyl ether can irritate the skin and eyes upon direct contact.
Dibenzyl ether's important to wear appropriate personal protective equipment, such as gloves and safety goggles, to prevent skin and eye exposure.
In case of contact, wash the affected area thoroughly with water.

Ingesting dibenzyl ether is not common in laboratory or industrial settings but can be harmful if it occurs.
Ingestion can lead to gastrointestinal discomfort, nausea, vomiting, and other health issues.

Environmental Impact Of Dibenzyl Ether:
Dibenzyl ether should not be released into the environment.
Proper disposal methods, following local environmental regulations, should be used to minimize its impact on the environment.

Storage Of Dibenzyl Ether:
Dibenzyl ether should be stored in a cool, dry place, away from strong oxidizing agents or reducing agents.
Containers should be tightly sealed to prevent evaporation and contamination.

Synonyms Of Dibenzyl Ether:
Benzyl ether
DIBENZYL ETHER
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
Dibenzylether [Czech]
Benzyl oxide [Czech]
FEMA Number 2371
BA (VAN)
CCRIS 6085
HSDB 6030
NSC 5931
EINECS 203-118-2
1,1'-(Oxybis(methylene))bisbenzene
UNII-2O6CNO27RJ
BRN 1911156
dibenzyl ester
AI3-02269
?Benzyl ether
mono-benzyl ether
Benzyl ether, 8CI
ETHER,DIBENZYL
Benzyl ether, 98%
Bn2O
Tribenoside impurity D
oxybis(methylene)dibenzene
BENZYL ETHER [MI]
EC 203-118-2
phenylmethoxy-methyl-benzene
WLN: R1O1R
SCHEMBL27380
DIBENZYL ETHER [FCC]
4-06-00-02240 (Beilstein Handbook Reference)
MLS001050086
[(Benzyloxy)methyl]benzene #
BIDD:ER0268
DIBENZYL ETHER [FHFI]
DIBENZYL ETHER [HSDB]
CHEMBL152299
DTXCID005819
FEMA 2371
NSC5931
Dibenzyl ether, analytical standard
Tox21_200903
Benzene,1'-[oxybis(methylene)]bis-
Benzyl ether, >=98%, FCC, FG
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
Dibenzyl ether, purum, >=98.0% (GC)
1,1'-[Oxybis(methylene)]bisbenzene, 9CI
B0418
FT-0624653
TRIBENOSIDE IMPURITY D [EP IMPURITY]
A800755
Q-200956
Q11309584
Tribenoside impurity D, European Pharmacopoeia (EP) Reference Standard
InChI=1/C14H14O/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14/h1-10H,11-12H