Benzoic acid benzyl ester

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Structural formula
Structural formula of benzyl benzoate
General
Surname Benzoic acid benzyl ester
other names
  • Phenylmethyl benzoate
  • Benzolcarboxylic acid benzyl ester
  • Benzyl benzene carboxylate
  • Benzyl benzoate
  • BENZYL BENZOATE ( INCI )
Molecular formula C 14 H 12 O 2
Brief description

colorless liquid with a slightly aromatic odor at temperatures above 20 ° C; needles or leaves below 20 ° C

External identifiers / databases
CAS number 120-51-4
EC number 204-402-9
ECHA InfoCard 100.004.003
PubChem 2345
ChemSpider 13856959
DrugBank DB00676
Wikidata Q413755
Drug information
ATC code

P03 AX01 , Q P53AX11

properties
Molar mass 212.24 g mol −1
Physical state

liquid

density

1.12 g cm −3

Melting point

21 ° C

boiling point

323 ° C

Vapor pressure

<0.1 hPa (156 ° C)
6 hPa (156 ° C)

solubility
  • Practically insoluble in water and glycerine
  • soluble in ethanol, ether, benzene and chloroform
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
07 - Warning 09 - Dangerous for the environment

Caution

H and P phrases H: 302-411
P: 273
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Benzoic acid benzyl ester is a chemical compound from the group of esters of benzoic acid .

Occurrence

Bark of the cinnamon tree ( Cinnamomum verum )

Benzoic acid benzyl ester occurs naturally in some plants (e.g. balsam of Peru , balsam of tolu and the bark of the cinnamon tree ).

Extraction and presentation

Benzoic acid benzyl ester can be obtained by a condensation reaction of benzoic acid and benzyl alcohol . It can also be prepared from benzaldehyde by a Claisen-Tiščenko reaction .

Tishchenko reaction.svg

properties

Benzoic acid benzyl ester is rapidly hydrolyzed in the body to benzoic acid and benzyl alcohol . It has a viscosity of 10.9 mPa · s at 25 ° C. The flash point is 148 ° C, the ignition temperature is 480 ° C.

use

Benzoic acid benzyl ester is used as a synthetic chemical. It is also used in medicine against mites (e.g. for scabies ), in the perfume, cosmetics and food industries for disinfecting and preserving. In perfumery it is used as a solvent and fixative for fragrances, in photo technology as a camphor substitute in celluloid and in chemistry as a solvent (e.g. for cellulose derivatives). In the food industry it is used as an additive and additive to chewing gum flavors.

safety instructions

Benzyl benzoate has local irritant effects on the skin and mucous membranes.

Web links

Individual evidence

  1. Entry on BENZYL BENZOATE in the CosIng database of the EU Commission, accessed on May 12, 2020.
  2. a b c d e f g h i j k l m Entry on benzyl benzoate in the GESTIS substance database of the IFA , accessed on December 22, 2019(JavaScript required) .
  3. a b c Benzyl benzoate (Allum)
  4. Entry on Benzyl benzoate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  5. Eberhard Postel: Benzyl benzoate, a component of the Peru balsam , in: Klinische Wochenschrift , Volume 22, Numbers 20–21 / May 1943, pp. 362–364 ( doi : 10.1007 / BF01783698 ).
  6. Kamm, O .; Kamm, WF: Benzyl benzoate In: Organic Syntheses . 2, 1922, p. 5, doi : 10.15227 / orgsyn.002.0005 ; Coll. Vol. 1, 1941, p. 104 ( PDF ).
  7. Benzyl benzoate (embryotox) ( Memento from November 26, 2010 in the Internet Archive ).
  8. Benzoic acid benzyl ester data sheet (PDF) from Merck , accessed on March 14, 2010.
  9. Benzoic acid benzyl ester (benzyl benzoate) FCC ( Memento from November 7, 2017 in the Internet Archive ).
  10. entry to benzyl benzoate at Vetpharm, accessed on 22 November 2011th