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Merck

108014

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24846794
EC Number:
203-118-2
Beilstein/REAXYS Number:
1911156
MDL number:
MFCD00004780

Key Documents

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Product Name

Benzyl ether, 98%

InChI key

MHDVGSVTJDSBDK-UHFFFAOYSA-N

InChI

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

SMILES string

C(OCc1ccccc1)c2ccccc2

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.)

functional group

ether
phenyl

Quality Level

100

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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.

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.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H317,H410

Hazard Classifications

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

Storage Class

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

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS8390
SHBS6985
SHBQ8449
SHBQ6287
SHBR3780

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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)
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)
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
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