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B6630

Sigma-Aldrich

Benzyl benzoate

ReagentPlus®, ≥99.0%

Synonym(s):

Benzoic acid benzyl ester

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About This Item

Linear Formula:
C6H5COOCH2C6H5
CAS Number:
Molecular Weight:
212.24
Beilstein:
2049280
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
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vapor pressure

1 mmHg ( 125 °C)

Quality Level

product line

ReagentPlus®

Assay

≥99.0%

form

liquid

autoignition temp.

896 °F

refractive index

n20/D 1.568 (lit.)

bp

323-324 °C (lit.)

mp

17-20 °C (lit.)

density

1.118 g/mL at 20 °C (lit.)

functional group

ester
phenyl

SMILES string

O=C(OCc1ccccc1)c2ccccc2

InChI

1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2

InChI key

SESFRYSPDFLNCH-UHFFFAOYSA-N

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General description

Benzyl benzoate is a benzyl compound that can be synthesized by reacting benzyl chloride with sodium benzoate in the presence of tetrabutylaramonium iodide.[1] It is reported to be the key constituent in the essential oils isolated from leaves and stem bark of Cinnamomum zeylanicum.[2] Its toxicity has been assessed.[3] The mechanism of thermal decomposition of benzyl benzoate has been investigated.[4]

Application

Benzyl benzoate has been used to:
  • Prepare benzyl alcohol/benzyl benzoate (BABB) solution employed for enhancing the tissue transparency during the whole-mount immunostaining BABB method.[5]
  • Study its ability to induce an olfactory response in the third instar larvae of Drosophila melanogaster.[6]
  • Prepare Spalteholz fluid in combination with methyl salicylate, employed during LSFM (light sheet fluorescence microscopy) imaging.[7]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

298.4 °F - closed cup

Flash Point(C)

148 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Pyrolytic Chemistry of Benzyl Benzoate.
Chen PS and Chou CH.
J. Chin. Chem. Soc., 41(5), 597-599 (1994)
Jos van Rooij et al.
Biomedical optics express, 10(4), 1782-1793 (2019-05-16)
In this work we demonstrate large-scale high-sensitivity optical diffraction tomography (ODT) of zebrafish. We make this possible by three improvements. First, we obtain a large field of view while still maintaining a high resolution by using a high magnification over
Volume shrinkage of bone, brain and muscle tissue in sample preparation for micro-CT and light sheet fluorescence microscopy (LSFM).
Buytaert J, et al.
Microscopy and Microanalysis, 20(04), 1208-1217 (2014)
Benzyl benzoate, the major component of the leaf and stem bark oil of Cinnamomum zeylanicum Blume.
Nath SC, et al.
J. Essent. Oil Res., 8(3), 327-328 (1996)
Kinetics of phase transfer catalytic preparation of benzyl benzoate.
Chang JR, et al.
J. Chin. Chem. Soc., 31(2), 185-190 (1984)

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    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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