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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
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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ8449
SHBQ6287
SHBR3780
SHBR0197
SHBP3077

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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)
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)
Hosamani Basavaprabhu et al.
Organic & biomolecular chemistry, 10(13), 2528-2533 (2012-03-01)
An application of the classical Ritter reaction for the synthesis of unsymmetrical di and trisubstituted ureas catalyzed by FeCl(3) is described. The protocol is of significant interest in view of the easy availability of precursors, mild reaction conditions employed and
Lin Yang et al.
Small (Weinheim an der Bergstrasse, Germany), 15(49), e1904112-e1904112 (2019-10-23)
Targeted delivery of nanomedicine/nanoparticles (NM/NPs) to the site of disease (e.g., the tumor or lung injury) is of vital importance for improved therapeutic efficacy. Multimodal imaging platforms provide powerful tools for monitoring delivery and tissue distribution of drugs and NM/NPs.
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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