Benzyl ether

Benzyl ether Basic information
Product Name:Benzyl ether
Synonyms:Tribenoside impurity D;[(Benzyloxy)methyl]benzene;1,1-[oxybis(methylene)]bis[benzene];1,1’-(oxybis(methylene))bis-benzen;1,1’-[oxybis(methylene)]bis-benzen;1,1’-[oxybis(methylene)]bis-Benzene;1,1’-oxybis(methylene-benzen;BA (Plasticizer)
CAS:103-50-4
MF:C14H14O
MW:198.26
EINECS:203-118-2
Product Categories:Building Blocks;C13 to C14;Chemical Synthesis;Ethers;Organic Building Blocks;Oxygen Compounds;Organics
Mol File:103-50-4.mol
Benzyl ether Structure
Benzyl ether Chemical Properties
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
Fp 275 °F
storage temp. 2-8°C
solubility 42mg/l insoluble
form Liquid
color Clear colorless to pale yellow
Relative polarity3.3
Odorat 100.00 %. sweet fruity cherry earthy mushroom rose plastic
Odor Typeearthy
Water Solubility insoluble
Merck 14,1132
JECFA Number1256
BRN 1911156
Stability:Stable. Combustible. Incompatible with strong acids, strong oxidizing agents.
LogP3.31
CAS DataBase Reference103-50-4(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1,1'-[oxybis(methylene)]bis-(103-50-4)
EPA Substance Registry SystemBenzyl ether (103-50-4)
Safety Information
Hazard Codes Xi,N
Risk Statements 36/37/38-51/53
Safety Statements 23-61
RIDADR UN 3082 9/PG 3
WGK Germany 2
RTECS DQ6125000
9
Autoignition Temperature470 °C
TSCA Yes
HS Code 2909 30 90
HazardClass 9
PackingGroup III
Hazardous Substances Data103-50-4(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 2500 mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Benzyl ether Usage And Synthesis
Chemical PropertiesDibenzyl ether is a clear, almost colorless liquid. It is miscible with alcohols and ethers, but insoluble in water. Dibenzyl ether is used as special solvent and delustering agent for textiles.
Chemical PropertiesDibenzyl ether has a slightly earthy, mushroom-like odor with a rosy undertone.
UsesBenzyl ether is used as an effective GFP friendly tissue clearing medium for mouse brains. It 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. It 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.
UsesBenzyl ether was used as an effective GFP friendly tissue clearing medium for mouse brains. It 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.
UsesPlasticizer for nitrocellulose; solvent in perfumery.
Definition ChEBI: Dibenzyl ether is a benzyl ether in which the oxygen atom is connected to two benzyl groups. It has a role as a metabolite.
PreparationAs a by-product in the preparation of benzyl alcohol by hydrolysis of benzyl chloride; by using a concentrated caustic instead of carbonate, yields can be improved to 50% or higher.
General DescriptionColorless liquid with a mild odor.
Air & Water ReactionsOxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164]. Insoluble in water.
Reactivity ProfileBenzyl ether can act as a base to form salts with strong acids and addition complexes with Lewis acids. May react violently with strong oxidizing agents. Burns readily but relatively inert in other reactions, which typically involve the breaking of the carbon-oxygen bond.
HazardModerately toxic by ingestion. A skin irri- tant.
Health HazardInhalation may cause nausea because of disagreeable odor. Contact of liquid with eyes causes mild irritation. Prolonged exposure of skin to liquid causes reddening and irritation. Ingestion produces nausea.
Fire HazardBenzyl ether is combustible.
Purification MethodsReflux the ether over sodium, then distil it under reduced pressure. It been purified by fractional freezing. [Beilstein 6 IV 2240.]
FLUORESCEIN Benzyl isocyanate Benzyl chloride alpha,alpha-dicyanobenzyl benzoate Benzyl alcohol 2-(Phenylmethoxy)-naphthalene Ethylbenzene THYMOLPHTHALEIN MONOPHOSPHATE DISODIUM SALT Diphenic anhydride Diethyl ether Thymolphthalein Complexone Benzyl Benzyl ether Dimethyl ether Benzyl benzoate Benzyl nicotinate TETRAIODOPHENOLPHTHALEIN 2-Butoxyethanol

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