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Benzyl Benzoate

Synonyms: Phenylmethyl benzoate


CAS Number: 120-51-4,


Molecular Weight: 212.2,


Chemical Formula: C14H12O2,


EINECS EC Number: 204-402-9,


FEMA: 2138

Benzyl Benzoate BP Grade

Ph Eur
C14H12O2 -- 212.2 -- 120-51-4

DEFINITION

Phenylmethyl benzoate.
Content: 99.0 per cent to 100.5 per cent.

CHARACTERS

Appearance: Colourless or almost colourless crystals or colourless or almost colourless, oily liquid.
Solubility: Practically insoluble in water, miscible with ethanol (96 per cent), with methylene chloride and with fatty and essential oils.

IDENTIFICATION

First identification A.
Second identification B, C.
A. Infrared absorption spectrophotometry (2.2.24). Comparison Ph. Eur. reference spectrum of benzyl benzoate.
B. To 2 g add 25 ml of alcoholic potassium hydroxide solution and boil under a reflux condenser for 2 h. Remove the ethanol on a water-bath, add 50 ml of water and distill. Collect about 25 ml of distillate and use it for identification test C. Acidify the liquid remaining in the distillation flask with dilute hydrochloric acid. A white precipitate is formed that, when washed with water and dried in vacuum melts at 121C to 124C.
C. To the distillate obtained in identification test B add 2.5 g of potassium permanganate and 5 ml of dilute sodium hydroxide solution. Boil under a reflux condenser for 15 min, cool and filter. Acidify the filtrate with dilute hydrochloric acid. A white precipitate is formed that, when washed with water and dried in vacuum, melts at 121C to 124C.

TESTS

Acidity: Dissolve 2.0 g in ethanol (96 per cent) R and dilute to 10 ml with the same solvent. Titrate with 0.1 M sodium hydroxide using PhPh solution R as indicator. Not more than 0.2 ml is required to change the colour of the indicator to pink.
Relative density: 1.118 to 1.122.
Refractive index: 1.568 to 1.570.
Freezing point: Minimum 17.0C.
Sulphated ash: Maximum 0.1 per cent, determined on 1.0 g.
ASSAY: To 2.000 g add 50.0 ml of 0.5 M alcoholic potassium hydroxide and boil gently under a reflux condenser for 1 h. Titrate the hot solution with 0.5 M hydrochloric acid using 1 ml of PhPh solution as indicator. Carry out a blank determination. 1 ml of 0.5 M alcoholic potassium hydroxide is equivalent to 106.1 mg of C14H12O2.

Benzyl Benzoate USP Grade

C14H12O2 -- 212.24 -- 120-51-4.
Benzoic acid, phenylmethyl ester
Benzyl Benzoate contains not less than 99.0 percent and not more than 100.5 percent of C14H12O2.

Identification: Infrared Absorption.
Specific gravity: between 1.116 and 1.120.
Congealing temperature: not lower than 18.0 . Congelation may be brought about by addition of a fragment of previously congealed Benzyl Benzoate when the temperature has reached the expected congealing temperature.
Refractive index: between 1.568 and 1.570 at 20 .
Aldehyde: Transfer 10.0 g to a 125-mL conical flask containing 50 mL of alcohol and 5 mL of hydroxylamine hydrochloride solution (3.5 in 100), mix, and allow to stand for 10 minutes. Add 1 mL of bromophenol blue and titrate with 0.1 N sodium hydroxide to a light green endpoint. Perform a blank determination, and match the color of the endpoint with that of the titrated test solution. The net volume of 0.1 N sodium hydroxide consumed does not exceed 0.50 mL (0.05% as benzaldehyde).
Acidity: Add 2 drops of PhPh to 25 mL of alcohol, and add 0.020 N sodium hydroxide until a pink color is produced. Add 5.0 g of Benzyl Benzoate, mix, and titrate with 0.020 N sodium hydroxide: not more than 1.5 mL of 0.020 N sodium hydroxide is required to restore the pink color.
Organic volatile impurities: meets the requirements.