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Benzyl benzoate

Description Chemical Properties Uses Preparation toxicity References
Benzyl benzoate
Benzyl benzoate structure
CAS No.
120-51-4
Chemical Name:
Benzyl benzoate
Synonyms
BJSBZ;Zylate;Scabide;ASCABIN;Scabanca;Scabagen;Colebenz;Scabitox;Scobenol;Vanzoate
CBNumber:
CB9152283
Molecular Formula:
C14H12O2
Formula Weight:
212.24
MOL File:
120-51-4.mol

Benzyl benzoate Properties

Melting point:
18 °C
Boiling point:
323-324 °C(lit.)
Density 
1.118 g/mL at 20 °C(lit.)
vapor pressure 
1 mm Hg ( 125 °C)
refractive index 
n20/D 1.568(lit.)
FEMA 
2138 | BENZYL BENZOATE
FEMA 
2797 | OCTANAL
Flash point:
298 °F
storage temp. 
2-8°C
solubility 
Miscible with ethanol, alcohol, chloroform, ether, oils.
form 
Liquid
color 
Clear colorless
Water Solubility 
practically insoluble
JECFA Number
24
Merck 
14,1127
BRN 
2049280
Stability:
Stable. Substances to be avoided include strong oxidizing agents. Combustible.
InChIKey
SESFRYSPDFLNCH-UHFFFAOYSA-N
CAS DataBase Reference
120-51-4(CAS DataBase Reference)
FDA 21 CFR
172.515; 175.105; 310.545
Substances Added to Food (formerly EAFUS)
BENZYL BENZOATE
EWG's Food Scores
3-6
FDA UNII
N863NB338G
NIST Chemistry Reference
Benzyl Benzoate(120-51-4)
EPA Substance Registry System
Benzyl benzoate (120-51-4)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS09,GHS07
Signal word  Warning
Hazard statements  H302-H411-H401
Precautionary statements  P264-P270-P301+P312+P330-P501-P301+P312a-P330-P501a-P273
Hazard Codes  Xn,N
Risk Statements  22-51/53
Safety Statements  25-61-46
RIDADR  UN 3082 9 / PGIII
WGK Germany  2
RTECS  DG4200000
Autoignition Temperature 896 °F
TSCA  Yes
HazardClass  9
HS Code  29163100
Toxicity LD50 in rats, mice, rabbits, guinea pigs (g/kg): 1.7, 1.4, 1.8, 1.0 orally (Draize)
NFPA 704
1
0

Benzyl benzoate price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 12392 Benzyl benzoate tested according to Ph.Eur. 120-51-4 1l-f $97.8 2019-12-02 Buy
Sigma-Aldrich 1062008 Benzyl benzoate Pharmaceutical Secondary Standard; Certified Reference Material 120-51-4 5g $352.8 2019-12-02 Buy
TCI Chemical B0064 Benzyl Benzoate >99.0%(GC) 120-51-4 25g $17 2020-06-24 Buy
TCI Chemical B0064 Benzyl Benzoate >99.0%(GC) 120-51-4 500g $40 2020-06-24 Buy
Alfa Aesar L03258 Benzyl benzoate, 99+% 120-51-4 1000g $41.9 2020-06-24 Buy

Benzyl benzoate Chemical Properties,Uses,Production

Description

Benzyl benzoate (BnBzO) is a mediation and insect repellent. It is one of the older preparation used to treat scabies which is a skin infections caused by the mite scarcoptes scabiei since it is lethal to the mite. It is capable of killing the mite in 5 minutes. It can also be used for the treatment of lice infestation of the head and the body. Its mechanism of action is through exerting toxic effect on the nervous system of the insects, further causing its death. It is also toxic to mite ova through an unknown mechanism. It can also be used as a repellent for chiggers, ticks, and mosquitoes as well as a dye carrier, solvent of cellulose derivatives, plasticizer, and a fixative.

Chemical Properties

Benzyl benzoate is a clear, colorless, oily liquid with a light, balsamic odor reminiscent of almond and a sharp, pungent taste. It produces a sharp, burning sensation on the tongue. At temperatures below 178℃ it exists as clear, colorless crystals.

Uses

Benzyl Benzoate has seen use as an insecticide, as well as a solvent for various chemical reactions.
Benzyl benzoate is a benzyl compound that can be synthesized by reacting benzyl chloride with sodium benzoate in the presence of tetrabutylaramonium iodide. It 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.

Preparation

Benzyl benzoate is a constituent of Peru balsam and occurs naturally in certain plant species. Commercially, benzyl benzoate is produced synthetically by the dry esterification of sodium benzoate and benzoyl chloride in the presence of triethylamine or by the reaction of sodium benzylate with benzaldehyde.

toxicity

In man, benzyl benzoate was a skin sensitizer and caused gastro-intestinal effects in an infant. It was of moderate to low acute oral toxicity in a range of laboratory animal species and of low acute dermal toxicity in rabbits. Central nervous system effects were induced in several species given single doses orally or dermally. Repeated skin applications caused degenerative changes in various organs (including the liver, spleen and testes) of rabbits. No effects were seen in reproductive studies involving repeated oral administration to rats during pregnancy and lactation. Benzyl benzoate gave no evidence of mutagenicity in an Ames bacterial assay. It was a mild skin irritant in rabbits.

References

https://www.drugbank.ca/drugs/DB00676
https://en.wikipedia.org/wiki/Benzyl_benzoate

Description

Benzyl benzoate is the ester of benzyl alcohol and benzoic acid, with the formula C6H5CH2O2CC6H5. This easily prepared compound with a mild balsamic odor has a variety of uses.

Chemical Properties

Benzyl Benzoate is the main component of Peru balsam oil. It occurs in fairly large amounts in a number of blossom concretes and absolutes (e.g., tuberose and hyacinth). It forms either a viscous liquid or solid flakes (mp 21–22°C) and has a weak, sweet, balsamic odor.
Benzyl Benzoate
Benzyl Benzoate is prepared either by transesterification of technical methyl benzoate with benzyl alcohol or from benzyl chloride and sodium benzoate. A third process starts with benzaldehyde, which is converted in high yield into benzyl benzoate in the presence of sodium or aluminum benzylate (Tishchenko reaction). Benzyl benzoate is used in perfumery as a fixative and as a modifier in heavy blossom fragrances.

Occurrence

Contained in Peru balsam and in the concrete and absolute of tuberose flowers, hyacinth, Narcissus jonquilla L., and Dianthus caryophillus L.; also in the oil of ylang-ylang and in Tolu balsam. Reported found in American cranberry, cinnamon bark, cassia leaf, corn oil and hog plum (Spondias mombins L.).

Uses

Benzyl benzoate, as a topical solution, may be used as an antiparasitic insecticide to kill the mites responsible for the skin condition scabies , for example as a combination drug of benzyl benzoate/disulfiram.
It has other uses :
a fixative in fragrances to improve the stability and other characteristics of the main ingredients
a food additive in artificial flavors
a plasticizer in cellulose and other polymers
a solvent for various chemical reactions
a treatment for sweet itch in horses
a treatment for scaly leg mites in chickens.

Uses

benzyl benzoate is an anti-microbial. It can also act as a solvent, helping dissolve other substances in the product, and as a perfuming ingredient. It is the ester of benzyl alcohol and benzoic acid.

Uses

As solvent of cellulose acetate, nitrocellulose and artificial musk; substitute for camphor in celluloid and plastic pyroxylin Compounds; perfume fixative; in confectionery and chewing gum flavors.

Production Methods

BENZYL BENZOATE is produced by the Cannizzaro reaction from benzaldehyde, by esterifying benzyl alcohol with benzoic acid, or by treating sodium benzoate with benzyl chloride. It is purified by distillation and crystallization. Benzyl benzoate is used as a fixative and solvent for musk in perfumes and flavors, as a plasticizer, miticide, and in some external medications. The compound has been found effective in the treatment of scabies and pediculosis capitis (head lice, Pediculus humanus var. capitis).

Preparation

By the dry esterification of sodium benzoate and benzoyl chloride in the presence of triethylamine or by reaction of sodium benzylate on benzaldehyde.

Indications

Benzyl benzoate: 20% to 25%. This agent is relatively nontoxic and is widely used in developing countries to treat scabies and pediculosis capitis and pubis. Only a veterinary preparation is available in the United States. Benzyl benzoate is synthetically derived from the esterification of benzoic acid with benzyl alcohol. Its mechanism of action is unknown. It is toxic to Sarcoptes scabei and may be toxic to Pediculosis capitis and Phthirus pubis. No resistance has been demonstrated to date.
Benzyl benzoate can be used in a 5% emulsion to repel many arthropods and can be used as a lotion to treat sarcoptic mange and canine pediculosis.

brand name

Pharmaceutic necessity for Dimercaprol [Injection]. Benylate (Sterling Winthrop).

Taste threshold values

Taste characteristics at 30 ppm: balsamic, fruity with powdery and berry nuances.

Hazard

Irritant to eyes, skin.

Pharmaceutical Applications

Benzyl benzoate is used as a solubilizing agent and nonaqueous solvent in intramuscular injections at concentrations of 0.01–46.0% v/v, and as a solvent and plasticizer for cellulose and nitrocellulose. It is also used in the preparation of spray-dried powders using nanocapsules.
However, the most widespread pharmaceutical use of benzyl benzoate is as a topical therapeutic agent in the treatment of scabies. Benzyl benzoate is also used therapeutically as a parasiticide in veterinary medicine.
Other applications of benzyl benzoate include its use as a pediculicide, and as a solvent and fixative for flavors and perfumes in cosmetics and food products.

Contact allergens

Benzyl benzoate is the ester of benzyl alcohol and benzoic acid. It is contained in Myroxylon pereirae and Tolu balsam. It is used in acaricide preparations against Sarcoptes scabiei or as a pediculicide. Direct contact may cause skin irritation, but rarely allergic contact dermatitis. As a fragrance allergen, benzyl benzoate has to be mentioned by name in EU cosmetics.

Clinical Use

Benzyl benzoate is a naturally occurring ester obtained fromPeru balsam and other resins. It is also prepared syntheticallyfrom benzyl alcohol and benzoyl chloride. The ester isa clear colorless liquid with a faint aromatic odor. It is insolublein water but soluble in organic solvents.
Benzyl benzoate is an effective scabicide when appliedtopically. Immediate relief from itching probably resultsfrom a local anesthetic effect; however, a complete cureis frequently achieved with a single application of a 25%emulsion of benzyl benzoate in oleic acid, stabilized withtriethanolamine. This preparation has the additionaladvantage of being essentially odorless, nonstaining, andnonirritating to the skin. It is applied topically as a lotionover the entire dampened body, except the face.

Safety

Benzyl benzoate is metabolized by rapid hydrolysis to benzoic acid and benzyl alcohol. Benzyl alcohol is then further metabolized to hippuric acid, which is excreted in the urine.
Benzyl benzoate is widely used as a 25% v/v topical application in the treatment of scabies and as an excipient in intramuscular injections and oral products. Adverse reactions to benzyl benzoate include skin irritation and hypersensitivity reactions. Oral ingestion may cause harmful stimulation of the CNS and convulsions. Benzyl benzoate should be avoided by perople with perfume allergy.
LD50 (cat, oral): 2.24 g/kg
LD50 (dog, oral): 22.44 g/kg
LD50 (guinea pig, oral): 1.0 g/kg
LD50 (mouse, oral): 1.4 g/kg
LD50 (rabbit, oral): 1.68 g/kg
LD50 (rabbit, skin): 4.0 g/kg
LD50 (rat, oral): 0.5 g/kg
LD50 (rat, skin): 4.0 g/kg

Chemical Synthesis

This colorless liquid is formally the condensation product of benzoic acid and benzyl alcohol. It can also be generated from benzaldehyde by the Tishchenko reaction.

Metabolism

Benzyl benzoate, a relatively non-toxic liquid widely used for the treatment of scabies, is converted into benzoic acid in vivo (Williams, 1959).

storage

Benzyl benzoate is stable when stored in tight, well-filled, lightresistant containers. Exposure to excessive heat (above 408℃) should be avoided.

Toxicity evaluation

Acute oral LD50 for rats: 1,700 mg/kg

Incompatibilities

Benzyl benzoate is incompatible with alkalis and oxidizing agents.

Regulatory Status

Included in the FDA Inactive Ingredients Database (IM injections and oral capsules). Included, as an active ingredient, in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

Benzyl benzoate Preparation Products And Raw materials

Raw materials

Preparation Products


Benzyl benzoate Suppliers

Global( 404)Suppliers
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View Lastest Price from Benzyl benzoate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2020-07-17 benzyl benzoate
120-51-4
US $10.00 / KG 1KG 99% 10tons Xingtai Haoxun Import and Export Trade Co., Ltd.
2020-07-13 Benzyl benzoate; BP
120-51-4
US $1.50 / Kg/Drum 20T 99% 1000tons/month Hebei Yanxi Chemical Co., Ltd.
2020-06-29 benzyl benzoate
120-51-4
US $50.00 / T 1KG 99% 20tons Hebei Mojin Biotechnology Co., Ltd

Benzyl benzoate Spectrum


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