DIBENZYL ETHER

DIBENZYL ETHER

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

CAS: 103-50-4
European Community (EC) Number: 203-118-2

IUPAC Name: phenylmethoxymethylbenzene

Molecular Formula: C14H14O
Molecular Weight: 198.26 g/mol

Color / Form: COLORLESS LIQUID
Odor: FAINT, ALMOND ODOR
Taste: MUSHROOM TASTE
Boiling Point: 568 °F at 760 mmHg (decomposes)
Melting Point: 38.3 °F 
Flash Point: 275 °F
Solubility: less than 1 mg/mL at 70 °F
Density: 1.0428 at 68 °F (USCG, 1999)
Vapor Density: 6.84 (Relative to Air)
Vapor Pressure: 1 mmHg at 77 °F ; 4 mmHg at 122 °F; 31 mmHg at 203 °F
Viscosity: Liquid viscosity = 8.719X10-3 Pa.s at melting point

Dibenzyl ether is a colorless liquid with a mild odor.
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 a natural product found in Uvaria chamae.

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

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.

Solubility:

Not miscible or difficult to mix in water. Miscible with ethanol, ether, chloroform and acetone.

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. 

Dibenzyl ether is an organic compound that can be used as a solvent in the chemical and pharmaceutical industries. 
Dibenzyl ether is also used as a heat transfer fluid, plasticizer, and dye carrier. 
Dibenzyl ether must be stored in a cool, dry place away from sources of ignition or heat. 
Dibenzyl ether 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 is used as a synthetic flavoring ingredient, a plasticizer for synthetic rubber, a plasticizer for nitrocellulose, and a solvent in perfumery.

Dibenzyl ether (DBE) 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 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, 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 and by-products, such as benzyl chloride and benzyl alcohol.

Design of the Synthesis Pathway
Dibenzyl ether 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., 
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 has been widely used in scientific research. 
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, Dibenzyl ether 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. 

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.

SYNONYMS:

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