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108014

Sigma-Aldrich

Benzyl ether

98%

Synonym(s):

Dibenzyl ether

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$61.30
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Estimated to ship onMarch 29, 2025

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25 G
$30.30
1 KG
$61.30
3 KG
$132.00

About This Item

Linear Formula:
(C6H5CH2)2O
CAS Number:
103-50-4
Molecular Weight:
198.26
Beilstein/REAXYS Number:
1911156
EC Number:
203-118-2
MDL number:
MFCD00004780
UNSPSC Code:
12352100
PubChem Substance ID:
24846794
NACRES:
NA.22
assay:
98%

$30.30

Estimated to ship onMarch 29, 2025

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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.)

functional group

ether
phenyl

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.[1][2]

Benzyl ether is a plasticizer for nitrocellulose and a solvent in perfumery[3].

application

Benzyl ether was used as an effective GFP friendly tissue clearing medium for mouse brains[4]. 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[5].

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_germany

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
SHBQ8449
SHBQ6287
SHBR3780
SHBR0197
SHBP3077

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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)
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
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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