B6630

Sigma-Aldrich

Benzyl benzoate

ReagentPlus®, ≥99.0%

Synonym(s):
Benzoic acid benzyl ester
Linear Formula:
C6H5COOCH2C6H5
CAS Number:
Molecular Weight:
212.24
Beilstein/REAXYS Number:
2049280
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

vapor pressure

1 mmHg ( 125 °C)

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.)

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. It is reported to be the key constituent in the essential oils isolated from leaves and stem bark of Cinnamomum zeylanicum. Its toxicity has been assessed. The mechanism of thermal decomposition of benzyl benzoate has been investigated.

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.
  • Study its ability to induce an olfactory response in the third instar larvae of Drosophila melanogaster.
  • Prepare Spalteholz fluid in combination with methyl salicylate, employed during LSFM (light sheet fluorescence microscopy) imaging.

Packaging

1 L in glass bottle
250, 500 mL in glass bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3082 9 / PGIII

WGK Germany

WGK 2

Flash Point(F)

298.4 °F - closed cup

Flash Point(C)

148 °C - closed cup

Certificate of Analysis

Certificate of Origin

Toxicity studies on benzyl benzoate and related benzyl compounds.
B E GRAHAM et al.
The Journal of pharmacology and experimental therapeutics, 84, 358-362 (1945-08-01)
Kinetics of phase transfer catalytic preparation of benzyl benzoate.
Chang JR, et al.
J. Chin. Chem. Soc., 31(2), 185-190 (1984)
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)
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)
Pyrolytic Chemistry of Benzyl Benzoate.
Chen PS and Chou CH.
J. Chin. Chem. Soc., 41(5), 597-599 (1994)

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