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BENZYL BENZOATE

CAS Number: 120-51-4
PubChem CID: 2345
DrugBank: DB02775
ChemSpider: 13856959
UNII: N863NB338G
KEGG: D01138
ECHA InfoCard: 100.004.003

APPLICATIONS


Benzyl benzoate is the ester of benzoic acid and benzyl alcohol. 
Due to its antimicrobial characteristics, it is typically used as preservative in pharmaceutical formulations and cosmetics. 
Benzyl benzoate is also used as a solvent in cosmetic preparations.

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.

Benzyl benzoate may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by high-performance liquid chromatography method.

Benzyl benzoate is used to treat lice and scabies infestations. 
Benzyl benzoate is believed to be absorbed by the lice and mites and to destroy them by acting on their nervous system.

As a fragrance, benzyl benzoate can add a balsamic smell to a product. 
Benzyl benzoate can also work with other fragrances as a solvent to help them dissolve into the mixture. 
Benzyl benzoate also acts as a fixative in perfumed products where it slows down the escape of other fragrances and increases the life span of the fragrance.

When added to more solid products like soaps, benzyl benzoate can act as a plasticiser. 
A plasticiser makes a product less brittle so a soap containing it can be bent and squished more before it snaps or crumbles.

Benzyl benzoate is used to treat lice and scabies infestations. 
Benzyl benzoate is believed to be absorbed by the lice and mites and to destroy them by acting on their nervous system.

Benzyl benzoate is used as solvent and preservative; associated with allergies and contact dermatitis.
Benzyl benzoate often appears in fragrances, either as a synthetic additive used as a fixative to help preserve the longevity of a fragrance, or as a natural component of the essential oils used in the fragrance. 
Benzyl benzoate is also used in medicine for the topical treatment of some skin conditions.

Benzyl benzoate is used mainly as a non-agricultural pesticide although it also has other manufacuring application. 
Benzyl benzoate has a low aqueous solubility and is moderately volatile. 
Little information is available regarding its environmental fate. 

Also, Benzyl benzoate is moderately toxic to birds and fish. 
Benzyl benzoate has a low oral mammalian toxicity and a neurotoxin as well as being a recognised irritant.

And Benzyl benzoate is a common fragrance ingredient that has a faint sweet balsamic smell. 
Benzyl benzoate can also be a solvent and can fight against microbes and insects very well.

Benzyl benzoate is a colorless, faintly aromatic liquid, C14H12O2, used chiefly as a fixative and solvent in the manufacture of flavorings and perfume and in medicine in the treatment of certain skin conditions.

Benzyl benzoate is used in the creation of the oldest formulas used for the treatment of a skin disease called scabies. This is a skin infection. It is used in the removal of such skin infections.

Benzyl benzoate is an ingredient used in the manufacture of drugs produced to inhibit ticks and mosquitoes.
Benzyl benzoate is a chemical substance used as a solvent in many various chemicals.
Additionally, Benzyl benzoate is used as a solvent of cellulose materials.
Benzyl benzoate is used as an essence in perfume production.

Benzyl benzoate is used in the production of veterinary drugs, in chemicals produced for the treatment of skin diseases of animals.
Moreover, Benzyl benzoate is used as a sweetener in the Food Industry.
Benzyl benzoate is used in the manufacture of insecticides for some textiles, carpets, mattresses and sofa upholstery, and for the treatment of dust setting in furniture.

The non-toxic Benzyl benzoate is primarily used as a plasticizer in the manufacture of polymeric materials for commercial applications such as PVC and other plastics. However, benzyl benzoate is also used as a fixative in fragrances, a food additive in artificial flavors, as a solvent, and for a variety of medical applications for the health care industry and veterinarians.

Benzyl benzoate is a non-phthalate plasticizer. 
Benzyl benzoate is a non-toxic, colorless, liquid compound that has a variety of uses that include the manufacture of cellulose and other polymers for commercial applications. 
However at temperatures below 17 ºC, Benzyl benzoate is a solid, therefore heated storage would be required.

Benzyl benzoate is primarily used as a plasticizer in the plastics industry for the manufacture of a wide variety of products used in everyday life. 
Also, Benzyl benzoate is used to make synthetic rubber, Bakelite, neoprene, nylon, PVC, polystyrene, polyethylene, polypropylene, silicone and many more.

Benzyl benzoate is the ester of benzyl alcohol and benzoic acid. 
This easily prepared compound has a variety of uses. 

Benzyl benzoate, as a topical solution, may be used as an antiparasitic insecticide to kill lice and the mites responsible for the skin condition scabies. 
Also, Benzyl benzoate has other uses such as 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.

-Medical

Benzyl benzoate is an effective and inexpensive topical treatment for human scabies.
Moreover, Benzyl benzoate has vasodilating and spasmolytic effects and is present in many asthma and whooping cough drugs.
Benzyl benzoate is used as an excipient in some testosterone-replacement medications for treating hypogonadism.

Benzyl benzoate is used as a topical acaricide, scabicide, and pediculicide in veterinary hospitals.

-Non-medical

Benzyl benzoate is used as a repellent for chiggers, ticks, and mosquitoes.
Benzyl benzoate is also used as a dye carrier, solvent for cellulose derivatives, plasticizer, and fixative in the perfume industry.


DESCRIPTION


Benzyl benzoate is an organic compound which is used as a medication and insect repellent.
As a medication Benzyl benzoate is used to treat scabies and lice.
For scabies either permethrin or malathion is typically preferred.
Benzyl benzoate is applied to the skin as a lotion.
Typically two to three applications are needed.
Benzyl benzoate is also present in Balsam of Peru, Tolu balsam, and in a number of flowers.

Side effects may include irritation of the skin.
Benzyl benzoate is not recommended in children.
Benzyl benzoate is also used in other animals; however, it is considered toxic to cats.
How Benzyl benzoate works is unclear.

Benzyl benzoate was first studied medically in 1918.
In addition, Benzyl benzoate is on the World Health Organization's List of Essential Medicines. 
Benzyl benzoate is not available for medical use in the United States.

Benzyl benzoate is a benzyl compound that can be synthesized by reacting benzyl chloride with sodium benzoate in the presence of tetrabutylaramonium iodide. 
Additionally, Benzyl benzoate 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.

Benzyl benzoate is an active substance in Peruvian and Tulu balsams as well as other essential oils. 
Benzyl benzoate is also produced synthetically and is formulated as a liquid, emulsion, or lotion. 
Exposure to benzyl benzoate can occur via skin contact or ingestion. 

Migration of benzyl benzoate and other compounds from toys was derived to estimate levels of oral and dermal exposure in children from contact with the toys. 
Benzyl benzoate had the highest migration rate among the tested compounds and the exposure levels were maximally estimated at 22.2 mg kg−1 bw day−1.

Benzyl benzoate is a naturally occurring molecule found in some plants and is made up of benzyl alcohol and benzoic acid. 
In cosmetic products, Benzyl benzoate plays a number of roles depending on the product and it can act as a fragrance, a solvent, a plasticiser, a preservative and a fixative.

Benzyl benzoate used to a preferred treatment for scabies and lice, but it no longer a a first choice as it can be irritating to the skin. 
Also, Benzyl benzoate works as an insect repellent against bugs like mosquitoes and ticks.

Benzyl benzoate is one of the older preparations used to treat scabies. 
Scabies is a skin infection caused by the mite sarcoptes scabiei. 
Benzyl benzoate is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. 

Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. 
Also, Benzyl benzoate is used to treat lice infestation of the head and body. 
Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties.

Benzyl benzoate is an aromatic chemical, usually appearing as a clear liquid with a mild sweet-balsamic fragrance. 
Moreover, Benzyl benzoate appears as a component of some of our fragrance blends.
Benzyl benzoate is a synthetic chemical produced for industry from benzyl alcohol and benzoic acid, but is also naturally present in the essential oils of many plants, including cinnamon, balsam of peru and ylang ylang.

Benzyl benzoate often appears in fragrances, either as a synthetic additive used as a fixative to help preserve the longevity of a fragrance, or as a natural component of the essential oils used in the fragrance. 
Benzyl benzoate is used in medicine for the topical treatment of some skin conditions.

Studies indicate a small percentage of people can be sensitive to this ingredient, which is why we list in when it's detected in our fragrances, though it only appears at very low concentrations, within the safe use defined by the International Fragrance Association (IFRA). 
The IFRA is a self-regulatory representative body of the fragrance industry, dedicated to promoting the safe use of fragrances.

Benzyl benzoate is a colorless, faintly aromatic liquid, C14H12O2, used chiefly as a fixative and solvent in the manufacture of flavorings and perfume and in medicine in the treatment of certain skin conditions.

Benzyl benzoate has a unique smell. 
Furthermore, Benzyl benzoate has an almond-like or balsamic scent. 
Benzyl benzoate is in a colorless solid or liquid form.

Its solubility in water is negligible. 
Benzyl benzoate has a solubility of approximately 25 mg/L at 25 °C.

Benzyl benzoate is insoluble in glycerin. 
Also, Benzyl benzoate is soluble in Ethyl Alcohol , Methyl Alcohol , Chloroform and Ethyl Ether.
Density of Benzyl Benzoate is 25 °C 1.112 gr/cm³.
Benzyl benzoate is a stable chemical compound under standard storage conditions.

Benzyl benzoate is the ester of benzyl alcohol and benzoic acid, with the formula C6G5CH2O2CC6H5.
Also, Benzyl benzoate has a variety of uses. 
Benzyl benzoate is a colorless liquid, that is formally the condensation product of benzoic acid and benzyl alcohol. 
However Benzyl benzoate is a solid at temperatures below 17 ºC so insulated storage would be required.

Benzyl benzoate is a non-phthalate plasticizer. 
Moreover, Benzyl benzoate is a non-toxic, colorless, liquid compound at temperatures above 17 ºC that has a variety of uses.
Benzyl benzoate is primarily used as a plasticizer in the manufacture of commercially used polymeric materials.

Plasticizers have been used to make things soft and bendable for thousands of years. 
Water has been used to soften clay since the early evolution of man, and oils have been used for centuries to soften pitch for waterproofing boats. 
Those are just two examples of early plasticizing systems.

Modern plasticizers are colorless, odorless liquids that are major functional additives that determine and improve the physical properties of polyvinyl chloride (PVC). More than 90 percent of all plasticizers are employed in flexible PVC applications, largely for the construction, automotive and wire & cable industries.

Phthalates are the most commonly used plasticizers in the world. 
They can be found in a range of everyday items that include electrical cables, hoses, flooring, wall covering, coated textiles, luggage, sports equipment, roofing membranes, pool liners, footwear as well as life saving medical devices such as tubing and blood bags. 
In addition, some phthalates are used in non-PVC applications such as coatings, rubber products, adhesives and sealants.

In recent years, phthalates have been scrutinized for possible environmental and health issues. 
Although science does not support the concerns, phthalates have suffered from an unwarranted stigma that has had an adverse effect on the phthalate market. Consequently non-phthalate plasticizers have been developed to allay any concerns.

Benzyl benzoate is one of many new non-phthalate plasticizers that have been introduced to the marketplace. 
The non-phthalate plasticizer is a colorless, odorless, non-toxic, liquid compound that meets the requirements to replace a range of general purpose phthalate plasticizers.

Benzyl benzoate (BnBzO) is a mediation and insect repellent. 
Additionally, Benzyl benzoate 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. 

Benzyl benzoate is capable of killing the mite in 5 minutes. 
Also, Benzyl benzoate can 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. 
Benzyl benzoate is also toxic to mite ova through an unknown mechanism. 
Benzyl benzoate 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.


SIDE EFFECTS 

Benzyl benzoate has low acute toxicity in laboratory animals. 
Benzyl benzoate is rapidly hydrolyzed to benzoic acid and benzyl alcohol. 

Benzyl alcohol is subsequently metabolized to benzoic acid. 
The conjugates of benzoic acid (hippuric acid and the glucuronide of benzoic acid) are rapidly eliminated in urine.
When given in large doses to laboratory animals, benzyl benzoate can cause hyperexcitation, loss of coordination, ataxia, convulsions, and respiratory paralysis.

Benzyl benzoate can be a skin irritant when used as a topical scabicide.
Overdose can result in blistering and hives or a rash can occur as an allergic reaction.

As an excipient in some testosterone-replacement injectable medications, benzyl benzoate has been reported as a cause of anaphylaxis in a case in Australia.


CHEMISTRY 

Benzyl benzoate is an organic compound with the formula C6H5CH2O2CC6H5. 
Benzyl benzoate is the ester of benzyl alcohol and benzoic acid. 

Moreover, Benzyl benzoate forms either a viscous liquid or solid flakes and has a weak, sweet-balsamic odor. 
Benzyl benzoate occurs in a number of blossoms (e. g. tuberose, hyacinth) and is a component of Balsam of Peru and Tolu balsam.


PRODUCTION 

Benzyl benzoate is produced industrially by the reaction of sodium benzoate with benzyl chloride in the presence of a base, or by transesterification of methyl benzoate and benzyl alcohol.
Also, Benzyl benzoate is a byproduct of benzoic acid synthesis by toluene oxidation.
Benzyl benzoate can also be synthesized by the Tishchenko reaction, using benzaldehyde with sodium benzyloxide (generated from sodium and benzyl alcohol) as catalyst.


SAFETY

It’s possible that benzyl benzoate can trigger an allergic reaction.

Benzyl benzoate can irritate the skin and may also cause red, dry and itchy skin. 
More serious side effects such as loss of consciousness and jerking movements will only typically occur at much higher concentrations than those used in cosmetic products.

Some studies suggest it can mimic the hormone oestrogen and promote the growth of breast cancer cells but more evidence is needed to state that effect with confidence as so far there are only a handful of papers on the subject with conflicting results.


PROPERTIES OF BENZYL BENZOATE

Formula: C14H12O2
Molecular mass: 212.2
Boiling point: 324°C
Melting point: 21°C
Relative density (water = 1): 1.1
Solubility in water: none
Relative vapour density (air = 1): 7.3
Flash point: 148°C
Auto-ignition temperature: 480°C
Octanol/water partition coefficient as log Pow: 3.97  
Physical State; Appearance: COLOURLESS LIQUID OR WHITE SOLID WITH CHARACTERISTIC ODOUR 
Physical dangers: The vapour is heavier than air. 
Chemical dangers: On combustion, forms toxic and irritating fumes. 

SYNONYMS


BENZYL BENZOATE
120-51-4
Ascabiol
Benzoic acid, phenylmethyl ester
Benylate
Novoscabin
Benzoic acid benzyl ester
Benzoic acid, benzyl ester
Scabitox
Scobenol
Scabiozon
Ascabin
Benzyl phenylformate
Phenylmethyl benzoate
Benzylets
Colebenz
Peruscabin
Scabagen
Scabanca
benzylbenzoate
Vanzoate
Scabide
Benzyl benzenecarboxylate
Venzonate
Benzylis benzoas
Benzyl alcohol benzoic ester
Benzylester kyseliny benzoove
BENZOIC ACID PHENYLMETHYLESTER
FEMA No. 2138
NSC 8081
UNII-N863NB338G
CHEMBL1239
Antiscabiosum
CHEBI:41237
N863NB338G
NSC-8081
Ascabiol, Novoscabin, Benylate, Scabitox, Scobenol, Ascabin, Benzoic acid benzyl ester, Benzyl phenylformate, Benzylets, Colebenz, Peruscabin, Scabagen, Scabanca, Scabiozon, Vanzoate, Scabide, Benzoic acid phenylmethyl ester, Phenylmethyl benzoate, Antiscabiosum, Benzoic acid, benzyl ester, Benzyl benzenecarboxylate, Benzylis benzoas, Benzyl alcohol benzoic ester, Benzylbenzoate, Peruscabina, Spasmodin, Venzonate, Benzylum benzoicum
Benzoic acid, phenylmethyl ester; Benzoic acid, benzyl ester; Ascabin; Ascabiol; Benylate; Benzyl alcohol benzoic ester; Benzyl benzenecarboxylate; Benzyl phenylformate; Benzylets; Colebenz; Novoscabin; Peruscabin; Scabagen; Scabanca; Scabide; Scabiozon; Scobenol; Vanzoate; Venzonate; Scabitox; Benzylester kyseliny benzoove; Venzoate; NSC 8081; Phenylmethyl benzoate; Phenylmethyl (benzyl) ester
1/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H, 120-51-4, 4-09-00-00307 (Beilstein Handbook Reference), AI3-00523, AIDS-018031, AIDS018031, Antiscabiosum, Ascabin, Ascabiol, Benylate, Benylate (TN), Benzoesaeurebenzylester, BENZOIC ACID PHENYLMETHYLESTER, Benzoic acid, benzyl ester, Benzoic acid, phenylmethyl ester, BENZOIC ACID,BENZYL ESTER, Benzyl alcohol benzoic ester, Benzyl benzenecarboxylate, Benzyl Benzoate, Benzyl benzoate (JP14/USP), Benzyl benzoate (natural), Benzyl benzoate [USAN:JAN], Benzyl phenylformate, Benzylbenzenecarboxylate, Benzylester kyseliny benzoove [Czech], Benzylets, Benzylis benzoas, Benzylum benzoicum, BRN 2049280, BZM, C12537, Caswell No. 082, Colebenz, D01138, DivK1c_000204, EINECS 204-402-9, EPA Pesticide Chemical Code 009501, FEMA No. 2138, FEMA Number 2138, HSDB 208, KBio1_000204, KBio2_001720, KBio2_004288, KBio2_006856, KBio3_002714, KBioGR_001186, KBioSS_001720, NINDS_000204, Novoscabin, NSC 8081, NSC8081, Peruscabin, Peruscabina, Phenylmethyl benzoate, Scabagen, Scabanca, Scabide, Scabiozon, Scabitox, Scobenol, Spasmodin, SPBio_000543, Spectrum2_000532, Spectrum3_001757, Spectrum4_000773, Spectrum_001240, Vanzoate, Venzonate, ZINC00001021

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