ChemicalBook CAS DataBase List 103-50-4

103-50-4

Name	Benzyl ether
CAS	103-50-4
EINECS(EC#)	203-118-2
Molecular Formula	C14H14O
MDL Number	MFCD00004780
Molecular Weight	198.26
MOL File	103-50-4.mol

Synonyms

BENZYL ETHER DIBENZYL ETHER FEMA 2371 [(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) ba(plasticizer) ba[plasticizer] Benzene,1,1’-(oxybis[methylene])bis- Benzyl oxide benzyloxide benzyloxide(czech) Dibenzylather dibenzylether(czech) ether,dibenzyl femanumber2371

Chemical Properties

Appearance	colourless liquid
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
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
Odor	at 100.00 %. sweet fruity cherry earthy mushroom rose plastic
Relative polarity	3.3
Stability:	Stable. Combustible. Incompatible with strong acids, strong oxidizing agents.
biological source	synthetic
Odor Type	earthy
Water Solubility	insoluble
JECFA Number	1256
Merck	14,1132
BRN	1911156
Henry's Law Constant	1.5×10⁰ mol/(m³Pa) at 25℃, Duchowicz et al. (2020)
Dielectric constant	3.8599999999999999
Cosmetics Ingredients Functions	PERFUMING
InChI	1S/C14H14O/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14/h1-10H,11-12H2
InChIKey	MHDVGSVTJDSBDK-UHFFFAOYSA-N
SMILES	C(OCc1ccccc1)c2ccccc2
LogP	3.31
CAS DataBase Reference	103-50-4(CAS DataBase Reference)
NIST Chemistry Reference	Benzene, 1,1'-[oxybis(methylene)]bis-(103-50-4)
EPA Substance Registry System	103-50-4(EPA Substance)

Safety Data

Symbol(GHS)	GHS07,GHS09
Signal word	Warning
Hazard statements	H317-H410
Precautionary statements	P261-P272-P273-P280-P302+P352-P333+P313
Hazard Codes	Xi,N
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . less more
Safety Statements	S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . S61:Avoid release to the environment. Refer to special instructions safety data sheet . less more
RIDADR	UN 3082 9/PG 3
WGK Germany	2
RTECS	DQ6125000
F	9
Autoignition Temperature	470 °C
TSCA	Yes
REACH Registrations	Active
HazardClass	9
PackingGroup	III
HS Code	29093090
Storage Class	10 - Combustible liquids
Hazard Classifications	Aquatic Acute 1 Aquatic Chronic 1 Skin Sens. 1B
Hazardous Substances Data	103-50-4(Hazardous Substances Data)
Toxicity	LD50 orally in Rabbit: 2500 mg/kg less more

Raw materials And Preparation Products

Hazard Information

General Description

Colorless liquid with a mild odor.

Reactivity Profile

DIBENZYL ETHER(103-50-4) 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.

Air & Water Reactions

Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164]. Insoluble in water.

Hazard

Moderately toxic by ingestion. A skin irri- tant.

Health Hazard

Inhalation 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 Hazard

This chemical is combustible.

Chemical Properties

Dibenzyl ether has a slightly earthy, mushroom-like odor with a rosy undertone.

Chemical Properties

Dibenzyl 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.

Uses

Plasticizer for nitrocellulose; solvent in perfumery.

Application

Benzyl ether is an aromatic ether that is commonly employed as a protecting agent and benzylating agent. It is a plasticizer for nitrocellulose and a solvent in perfumery.

Definition

ChEBI: A benzyl ether in which the oxygen atom is connected to two benzyl groups.

Preparation

As 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.

Synthesis

Benzyl ether is formed when benzyl alcohol is heated with strong acids or bases. It is produced almost exclusively by the alkaline hydrolysis of benzyl chloride. Heat treatment decomposes dibenzyl ether into benzaldehyde and toluene.

Purification Methods

Reflux the ether over sodium, then distil it under reduced pressure. It been purified by fractional freezing. [Beilstein 6 IV 2240.]

Spectrum Detail

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