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Sigma-Aldrich

Benzyl ether

98%

Synonym(s):

Dibenzyl ether

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About This Item

Linear Formula:
(C6H5CH2)2O
CAS Number:
103-50-4
Molecular Weight:
198.26
Beilstein:
1911156
EC Number:
203-118-2
MDL number:
MFCD00004780
UNSPSC Code:
12352100
PubChem Substance ID:
24846794
NACRES:
NA.22

Quality Level

100

Assay

98%

refractive index

n20/D 1.561 (lit.)

bp

298 °C (lit.)

mp

1.5-3.5 °C (lit.)

solubility

H2O: insoluble
acetone: miscible
chloroform: miscible
diethyl ether: miscible
ethanol: miscible

density

1.043 g/mL at 25 °C (lit.)

SMILES string

C(OCc1ccccc1)c2ccccc2

InChI

1S/C14H14O/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14/h1-10H,11-12H2

InChI key

MHDVGSVTJDSBDK-UHFFFAOYSA-N

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General description

Benzyl ether is an aromatic ether that is commonly employed as a protecting agent and benzylating agent.

Benzyl ether is a plasticizer for nitrocellulose and a solvent in perfumery.

Application

Benzyl 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.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H317,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1B

WGK

WGK 2

Flash Point(F)

Pensky-Martens closed cup

Flash Point(C)

Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Adam Kimbrough et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(4), 2149-2159 (2020-01-16)
Alcohol abuse and alcohol dependence are key factors in the development of alcohol use disorder, which is a pervasive societal problem with substantial economic, medical, and psychiatric consequences. Although our understanding of the neurocircuitry that underlies alcohol use has improved
Active cobalt catalyst for the cleavage of benzyl ether
Wang B, et al.
The Journal of Organic Chemistry, 76, 9531-9535 (2011)
One-pot synthesis of mesoporous ZrPW solid acid catalyst for liquid phase benzylation of anisole
Miao Z, et al.
Catalysis Science & Technology, 4, 838-850 (2014)
Evaluation of the Genetic Toxicity of Synthetic Chemicals (XIV)-in vitro Chromosomal Aberration Assay with 11 Chemicals in Chinese Hamster Lung Cells.
Kim YJ and Ryu JC.
Molecular & Cellular Toxicology, 2(2), 89-96 (2006)
Ya-Ping Tu
The Journal of organic chemistry, 71(15), 5482-5488 (2006-07-15)
It is often found in mass spectrometry that when a molecule is protonated at the thermodynamically most favorable site, no fragmentation occurs, but a major reaction is observed when the proton migrates to a different position. For benzophenones, acetophenones, and
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