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108014

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

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

278.6 °F - Pensky-Martens closed cup

Flash Point(C)

137 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
Active cobalt catalyst for the cleavage of benzyl ether
Wang B, et al.
The Journal of Organic Chemistry, 76, 9531-9535 (2011)
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)
Klaus Becker et al.
PloS one, 7(3), e33916-e33916 (2012-04-06)
Generally, chemical tissue clearing is performed by a solution consisting of two parts benzyl benzoate and one part benzyl alcohol. However, prolonged exposure to this mixture markedly reduces the fluorescence of GFP expressing specimens, so that one has to compromise
Kulandaivelu Sivanandan et al.
Journal of the American Chemical Society, 127(7), 2020-2021 (2005-02-17)
Dendrons with a fluorescent probe in a specific location have been synthesized and characterized. Accessibility of guest molecules to each of these layers was then analyzed using an intermolecular photoinduced electron-transfer process. Comparisons of the accessibility among each layer of
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