Benzyl acetate

Benzyl acetate

Chinese name Benzyl acetate
Chinese synonyms Benzyl alcohol impurity 1; Phenyl methyl acetate, phenyl methyl acetate, benzyl acetate; Benzyl acetate solution,100PPM; Phenyl methyl acetate, benzyl acetate; Benzyl acetate; Phenyl methyl acetate; Phenyl methyl acetate; Benzyl acetate
English name Benzyl acetate
English synonyms Benzyl ester of acetic acid; Benzyl Acetate 140-11-4; benzyl acetater; acetoxymethylbenzene; alpha-Acetoxytoluene; Benzyl Alcohol Impurity 1; Benzyl Alcohol Impurity D; Benzylester kyseliny octove
CAS number The 140-11-4
Molecular formula C9H10O2
Molecular weight 150.17
The EINECS 205-399-7
Related category Agricultural and environmental standards;Plant biochemical extract;Household chemicals;Daily chemical;Other food testing standards;Essence and fragrance;Chemical raw material;Organic chemical raw material;Bulk drug;esters;Reference substance;Chemical products - organic solvents;Daily chemical raw material;Food flavor;FINE Chemical & INTERMEDIATES;Food additive;Food flavor (flavoring agent);Natural and artificial fragrances;organic chemical;aromatics;Analytical standard;Plant extract;Organic raw material;Organic chemical industry;Aliphatic carboxylic acid esters;Synthetic fragrance;Ingredients;Chemical raw material;Pharmaceutical raw materials;Synthetic intermediate;Pharmaceutical, pesticide and dye intermediates;Chemical material;Chemical reagent;Spice food;Single flavor;General biochemical reagent - organic acid;Flavor and fragrance industry;bc0001
Mol file 140-11-4.mol
Structural formula 乙酸苄酯 结构式

Benzyl acetate properties

Fusing point -51 °C (lit.)
Boiling point 206 °C (lit.)
density 1.054 g/mL at 25 °C (lit.)
Vapor density 5.1
Vapor pressure 23 mm Hg ( 110 °C)
Refractive index n 20/D 1.502 (lit.)
FEMA 2135 | BENZYL ACETATE
Flash point 216 °F
Storage condition -20°C
solubility ≥35.7 mg/mL in ethanol; DMSO ≥49.4 mg/mL
form liquid
colour Colorless liquid
Odor Sweet floral scent
explosive limit 0.9 8.4% (V)
Flavor type floral
Water solubility < 0.1g /100 mL at 23 ºC
Merck 14,1123
JECFA Number 23
BRN 1908121
Dielectric constant 5.1 (21 ° C)
Exposure limit ACGIH: TWA 10 ppm
LogP 1.96 at 25℃
CAS database 140-11-4(CAS DataBase Reference)
(IARC) classification of carcinogens 3 (Vol. 40, Sup 7, 71) 1999
NIST Chemical information Benzyl ethanoate(140-11-4)
EPA Chemical information Benzyl acetate (140-11-4)

Use and synthesis of benzyl acetate

Benzyl acetate is an important synthetic fragrance that is widely used in the food and cosmetic industries, but it is also an important solvent that can dissolve a variety of compounds such as cellulose acetate, dyes, oils and printing inks, and is used in the textile and dye industries.

Add 0.5 g benzyl chloride and ammonium acetate (0.77 mmol) together to 5 ml glycerin. After mixing, the reaction mixture is heated to 80°C in an oil bath. Let the reaction run for 1 hour. Let the mixture cool. Separate the product. After cooling, the mixture was extracted with 5mL of petroleum ether. Concentrate the organic phase under reduced pressure. The crude oil was analyzed by gas chromatography with HP-I column. The title compound benzyl acetate was obtained by evaporation under reduced pressure.

乙酸苄酯的合成路线

The synthetic route of benzyl acetate is shown

According to method 1 of ester content determination method (OT-18). The sample size was 900mg. Equivalent factor (e) in the calculation or determined by gas chromatography (GT-10-4) with a non-polar column. It is rapidly hydrolyzed and metabolized in animals.
Adl 0~5mg/kg(FAO/WHO, 1994).
LD 502490-3696 mg/kg(rat, oral). FEMA(mg/kg) : Soft drinks 7.8; Cold drinks 14; Candy 34; Baked goods 22; Pudding 23; Gum 760.
Moderation is limited (FDA§ 172.515, 2000).
Bring about
Chinese name of additive
The Chinese name of the food where the additive is allowed
Additive function
Maximum allowable usage (g/kg)
Maximum allowable residue (g/kg)
Benzyl acetate
food
Flavoring for food
Each fragrance component used in the formulation of the fragrance shall not exceed the maximum permissible use and maximum permissible residue in GB 2760
Chemical property
Colorless oily liquid with jasmine type aroma. It is almost insoluble in water and miscible with most solvents such as ethanol and ether.
use
It is used to prepare jasmine fragrance and soap fragrance
use
GB 2760--1996 specifies that the use of edible spices is temporarily permitted. Mainly used for preparing jasmine, peach, apricot, raspberry, strawberry, apple, grape, plum, banana, cherry, pear, pineapple, papaya, cream and other flavors.
use
Benzyl acetate is a food flavor that is temporarily allowed to be used in China. It can be used to prepare fruit flavors such as bayberry, apple, pineapple, grape, banana, strawberry, etc. The dosage is according to the normal production needs, generally 760mg/kg in chewing gum; 34mg/kg in candy; 22mg/kg in baked goods; 14mg/kg in cold drinks; 7.8mg/kg in soft drinks.
use
1. Use of spices. Benzyl acetate is the main component of jasmine and other extracts, and is an indispensable spice in the preparation of fragrant fragrances such as jasmine and elam. Because of its low price, it is widely used in soap and other industrial fragrances. Often used in jasmine, prynne, hosta, moon fragrance and narcissus and other flavors, can also be used in a small amount of pear, apple, banana, mulberry and other edible flavors. 2. Use of solvents Benzyl acetate dissolves 0.23% (by weight) in water and is insoluble in glycerol. But it can be miscible with alcohol, ether, ketone, ester hydrocarbon, aromatic hydrocarbon and so on. It has good dissolving ability to oil, nitrocellulose, cellulose acetate, etc. It can also dissolve rosin, glycerin trirosinate, coumarone resin, etc. Therefore, it is used as a solvent for shellac paint, alkyd resin, cellulose nitrate, cellulose acetate, dyes, fats, printing inks and so on.
use
Esters, synthetic flavors. It is mainly used as a blending spice for jasmine, prynne, hosta, moonshine and other flavors. It is widely used in a variety of fragrances because of its enhancing effect on the fragrance of flower and fantasy fragrances and its low price.
Production method
1. Benzyl alcohol and acetic acid are used as raw materials to directly esterify benzyl acetate under the catalysis of sulfuric acid, and then the finished product is obtained by neutralization, washing and fractionation. 2. Benzyl acetate was synthesized from chlorobenzyl and sodium acetate in the presence of pyridine and dimethylaniline catalysts. Then the finished product is washed and distilled.
Production method
Benzyl acetate exists naturally in ylang-ylang oil, neroli oil, hyacinth oil, tuberose oil and gardenia oil, and is generally prepared by the following methods for industrial production.
Under the catalysis of sulfuric acid, benzyl alcohol and glacial acetic acid were mixed and heated to esterify. After the reaction, it was first neutralized with alkali and then washed with water until neutral. After drying with anhydrous calcium chloride, the product is distilled under reduced pressure. A small amount of boric acid is added before distillation so that excess benzyl alcohol, which forms a high boiling point benzyl borate, remains in the still.
CH3COOH+C6H5CH2OH[H2SO4]→CH3CHOOCH2C6H5+H2O
The finished product is made by the reaction of chlorobenzyl with sodium acetate. The chlorine in the product must be removed. The yield of this method can reach 80%.
CH3COONa+C6H5CH2ClCH3COOCH2C6H5+NaCl
1kg benzyl alcohol and 2kg anhydrous sodium acetate were added to 1.2kg acetic anhydride successively, and slowly heated to l00℃. After the reaction was moderate, 40g anhydrous sodium acetate was added, and then reflux reaction was carried out for 8h. After cooling, wash with water, neutralize with 10% NaOH solution, then wash until neutral, and finally dry with anhydrous calcium chloride, and then distill the product under vacuum.
(CH3CO)2+C6H5CH2OH[NaAc]→C3H7COOCH2C6H5+CH3COOH
Production method
It is produced by heating benzyl chloride and sodium acetate under the catalysis of pyridine, and then purified by distillation.
It is formed by esterification of benzyl alcohol with acetic anhydride or acetic acid and purified by distillation.
category
Flammable liquid
Toxicity classification
Poisoned
Acute toxicity
Oral - rat LD50: 2490 mg/kg; Oral - mouse LD50: 830 mg/kg
Stimulus data
Skin - Rabbit 100 mg / 24 h moderate
Flammability hazard characteristics
In case of open fire, high temperature, strong oxidant more flammable; Combustion produces irritating smoke; The drugs affect a person's respiratory and urinary systems
Storage and transportation characteristics
Complete packaging, light loading and unloading; Warehouse ventilated, away from open flame, high temperature, separate from oxidizer
Fire extinguishing agent
Foam, carbon dioxide
Professional standard
STEL 5 mg/m3

Safety information

Dangerous goods mark Xi
Hazard class code 36/37/38
Safety statement 26-37/39-24/25
Dangerous goods transport number 2810
WGK Germany 1
The RTECS AF5075000
Spontaneous combustion temperature 862 °F
TSCA Yes
Customs code 29153950
Toxic substance data 140-11-4(Hazardous Substances Data)
Toxicity LD50 orally in rats: 2490 mg/kg (Jenner)

MSDS Information

provider Language
Chinese
English
English
English
Chinese
English
Update date Product number Product name CAS number package Price
2024/04/30 B23472 Benzyl acetate, 99%
Benzyl acetate, 99%
The 140-11-4 500g 351 yuan
2024/04/30 B23472 Benzyl acetate
Benzyl acetate
The 140-11-4 2500g 991 yuan
"Benzyl acetate" related product information
Benzyl benzoate Benzyl niacin Vinyl acetate Methyl chloroacetate Benzyl isocyanate Benzyl chloride Methyl bromoacetate Sodium acetate Trimethyl orthoacetate (chlorosulfonyl) ethyl acetate Ethyl acetate 2, 2-dimethylphenylacetic acid methyl ester Benzyl alcohol Methyl acetate Methyl phenoxyacetate Methyl cyanoacetate Anisyl acetate Butyl acetate
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