Description Chemical Properties Uses Preparation toxicity References
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Benzyl benzoate

Description Chemical Properties Uses Preparation toxicity References
Product Name
Benzyl benzoate
CAS No.
120-51-4
Chemical Name
Benzyl benzoate
Synonyms
benzyl benzonate;Benzyl ester;ASCABIOL;Benzylbenzoat;Benzyl Benoate;BENZOATO DE BENCILO;Nat.Benzyl benzoate;BENZOIC ACID BENZYL ESTER;BENZOIC ACID PHENYLMETHYL ESTER;Benzoic acid benzyl ester≥ 99% (GC)
CBNumber
CB9152283
Molecular Formula
C14H12O2
Formula Weight
212.24
MOL File
120-51-4.mol
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Benzyl benzoate Property

Melting point:
17-20 °C (lit.)
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
Flash point:
298 °F
storage temp. 
2-8°C
solubility 
Miscible with ethanol, alcohol, chloroform, ether, oils.
form 
Liquid
color 
Clear colorless
Odor
at 100.00 %. faint sweet balsam oily herbal
Odor Type
balsamic
Water Solubility 
practically insoluble
Merck 
14,1127
JECFA Number
24
BRN 
2049280
Dielectric constant
4.8(20℃)
Stability:
Stable. Substances to be avoided include strong oxidizing agents. Combustible.
InChIKey
SESFRYSPDFLNCH-UHFFFAOYSA-N
LogP
4 at 20℃
CAS DataBase Reference
120-51-4(CAS DataBase Reference)
NIST Chemistry Reference
Benzyl Benzoate(120-51-4)
EPA Substance Registry System
Benzyl benzoate (120-51-4)
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Safety

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
Hazardous Substances Data
120-51-4(Hazardous Substances Data)
Toxicity
LD50 in rats, mice, rabbits, guinea pigs (g/kg): 1.7, 1.4, 1.8, 1.0 orally (Draize)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W213810
Product name
Benzyl Benzoate
Purity
natural, ≥99%, FCC, FG
Packaging
100g
Price
$127
Updated
2024/03/01
Sigma-Aldrich
Product number
W213810
Product name
Benzyl Benzoate
Purity
natural, ≥99%, FCC, FG
Packaging
1kg
Price
$662
Updated
2024/03/01
Sigma-Aldrich
Product number
W213802
Product name
Benzyl Benzoate
Purity
≥99%, FCC, FG
Packaging
1kg
Price
$76.5
Updated
2024/03/01
Sigma-Aldrich
Product number
W213802
Product name
Benzyl Benzoate
Purity
≥99%, FCC, FG
Packaging
5kg
Price
$160
Updated
2024/03/01
Sigma-Aldrich
Product number
W213802
Product name
Benzyl Benzoate
Purity
≥99%, FCC, FG
Packaging
10Kg
Price
$214
Updated
2024/03/01
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Benzyl benzoate Chemical Properties,Usage,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.Benzyl benzoate (BB) is one of the oldest drugs used for the treatment of scabies and is recommended as the “first-line intervention” for the cost-effective treatment of the disease.

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 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).

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.

Definition

ChEBI: Benzyl benzoate is a benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol. It has been isolated from the plant species of the genus Polyalthia. It has a role as a scabicide, an acaricide and a plant metabolite. It is a benzyl ester and a benzoate ester. It is functionally related to a benzoic acid.

Preparation

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

Definition

Benzyl benzoate is produced from benzyl alcohol and sodium benzoate in the presence of triethylamine or by transesterification of methyl benzoate with benzyl alcohol in the presence of an alkali benzyl oxide. In another manufacturing process benzaldehyde is condensed to form benzyl benzoate in the presence of sodium (Claisen-Tishchenko condensation). The presence of a small amount of an aliphatic ether improves this reaction. Benzyl benzoate is a byproduct in the manufacture of benzoic acid by the oxidation of toluene; it is present in the benzoic acid distillation residue.

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.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 24, p. 187, 1987 DOI: 10.1002/jhet.5570240135
Tetrahedron Letters, 27, p. 2383, 1986 DOI: 10.1016/S0040-4039(00)84535-9

General Description

Benzyl benzoate is an aromatic ester that is used as a food flavoring agent. It has been identified as one of the main volatile aroma component of cranberry, mango and Egyptian Jasminum sambac flowers.

Hazard

Irritant to eyes, skin.

Flammability and Explosibility

Not classified

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.

Biochem/physiol Actions

Benzyl benzoate is the condensation product of benzoic acid and benzyl alcohol. It is utilized for treating human scabies as well as kills house dust mite.

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

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.

Environmental Fate

Benzyl benzoate acts as a local irritant. At high levels of exposure, free benzoic acid may sequester significant amounts of acetyl coenzyme A (CoA), which could disrupt cholinergic signaling. Recent findings suggest that benzyl benzoate may have estrogenic properties.

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.

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Benzyl benzoate Suppliers

Wuhan Biet Co., Ltd.
Tel
15271884849
Email
min@biet.com.cn
Country
China
ProdList
40
Advantage
58
Wuhan canos Technology Co., Ltd
Tel
027-83238443 15327105076
Fax
027-83238443
Email
926254131@qq.com
Country
China
ProdList
3010
Advantage
58
Taian Jiayue Bio-chemical Co. LTD
Tel
15318151873
Email
285424065@qq.com
Country
China
ProdList
4548
Advantage
58
Hubei Greenhome Materials Technology,INC.
Tel
13476825770
Email
494310755@qq.com
Country
China
ProdList
6
Advantage
58
Shanghai LanRun Chemical Co., Ltd.
Tel
021-69515658 ; 69515628 13701998368
Fax
021-69515998
Email
longrunchem@163.com
Country
China
ProdList
3912
Advantage
50
Wuhan Beiguofeng Chemical Co.,Ltd.
Tel
027-82886682 18672994909
Email
287621578@qq.com
Country
China
ProdList
124
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1995
Advantage
65
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
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View Lastest Price from Benzyl benzoate manufacturers

Dorne Chemical Technology co. LTD
Product
Benzyl benzoate 120-51-4
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
1000kg
Release date
2024-03-26
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
benzyl benzoate 120-51-4
Price
US $20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-04-26
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Benzyl benzoate 120-51-4
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons/month
Release date
2021-06-19

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