Quick Search
CAS: 120-51-4
MF: C14H12O2
MW: 212.24
EINECS: 204-402-9
Description
Benzoic acid, benzyl ester is a benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol.
Benzoic acid, benzyl ester has been isolated from the plant species of the genus Polyalthia.
Benzoic acid, benzyl ester is a mediation and insect repellent.
Benzoic acid, benzyl ester 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.
Benzoic acid, benzyl ester is capable of killing the mite in 5 minutes.
Benzoic acid, benzyl ester can also be used for the treatment of lice infestation of the head and the body.
Benzoic acid, benzyl ester's mechanism of action is through exerting toxic effect on the nervous system of the insects, further causing its death.
Benzoic acid, benzyl ester is also toxic to mite ova through an unknown mechanism.
Benzoic acid, benzyl ester 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.
Benzoic acid, benzyl ester 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.
Benzoic acid, benzyl ester 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.
Benzoic acid, benzyl ester is a benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol.
Benzoic acid, benzyl ester has been isolated from the plant species of the genus Polyalthia.
Benzoic acid, benzyl ester has a role as a scabicide, an acaricide and a plant metabolite.
Benzoic acid, benzyl ester is a benzyl ester and a benzoate ester.
Benzoic acid, benzyl ester is functionally related to a benzoic acid.
Benzoic acid, benzyl ester is an aromatic ester that is used as a food flavoring agent.
Benzoic acid, benzyl ester has been identified as one of the main volatile aroma component of cranberry, mango and Egyptian Jasminum sambac flowers.
Benzoic acid, benzyl ester, a relatively non-toxic liquid widely used for the treatment of scabies, is converted into benzoic acid in vivo
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.
Benzoic acid, benzyl ester is synthetically derived from the esterification of benzoic acid with benzyl alcohol.
Benzoic acid, benzyl ester's mechanism of action is unknown.
Benzoic acid, benzyl ester is toxic to Sarcoptes scabei and may be toxic to Pediculosis capitis and Phthirus pubis. No resistance has been demonstrated to date.
Benzoic acid, benzyl ester 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.
Benzoic acid, benzyl ester Chemical Properties
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
Fp: 298 °F
Storage temp.: 2-8°C
Solubility: Miscible with ethanol, alcohol, chloroform, ether, oils.
Form: Liquid
Color: Clear colorless
Water Solubility: practically insoluble
Merck: 14,1127
JECFA Number: 24
BRN: 2049280
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: Benzoic acid, benzyl ester(120-51-4)
EPA Substance Registry System: Benzoic acid, benzyl ester (120-51-4)
Benzoic acid, benzyl ester is a clear, colorless, oily liquid with a light, balsamic odor reminiscent of almond and a sharp, pungent taste.
Benzoic acid, benzyl ester produces a sharp, burning sensation on the tongue.
At temperatures below 178℃ it exists as clear, colorless crystals.
Benzoic acid, benzyl ester is the main component of Peru balsam oil.
Benzoic acid, benzyl ester occurs in fairly large amounts in a number of blossom concretes and absolutes (e.g., tuberose and hyacinth).
Benzoic acid, benzyl ester forms either a viscous liquid or solid flakes (mp 21–22°C) and has a weak, sweet, balsamic odor.
Benzoic acid, benzyl ester 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).
Benzoic acid, benzyl ester is used in perfumery as a fixative and as a modifier in heavy blossom fragrances.
Uses
Benzoic acid, benzyl ester has seen use as an insecticide, as well as a solvent for various chemical reactions.
Benzoic acid, benzyl ester is a benzyl compound that can be synthesized by reacting benzyl chloride with sodium benzoate in the presence of tetrabutylaramonium iodide.
Benzoic acid, benzyl ester has been used to:
Prepare Benzoic acid, benzyl ester solution employed for enhancing the tissue transparency during the whole-mount immunostaining BABB method.
Study Benzoic acid, benzyl ester's 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.
Benzoic acid, benzyl ester, 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.
Benzoic acid, benzyl ester 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.
Benzoic acid, benzyl ester is an anti-microbial.
Benzoic acid, benzyl ester can also act as a solvent, helping dissolve other substances in the product, and as a perfuming ingredient.
Benzoic acid, benzyl ester is the ester of benzyl alcohol and benzoic acid.
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.
Pharmaceutical Applications
Benzoic acid, benzyl ester 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.
Benzoic acid, benzyl ester is also used in the preparation of spray-dried powders using nanocapsules.
However, the most widespread pharmaceutical use of Benzoic acid, benzyl ester is as a topical therapeutic agent in the treatment of scabies.
Benzoic acid, benzyl ester is also used therapeutically as a parasiticide in veterinary medicine.
Other applications of Benzoic acid, benzyl ester include its use as a pediculicide, and as a solvent and fixative for flavors and perfumes in cosmetics and food products.
Contact allergens
Benzoic acid, benzyl ester is the ester of benzyl alcohol and benzoic acid.
Benzoic acid, benzyl ester is contained in Myroxylon pereirae and Tolu balsam.
Benzoic acid, benzyl ester 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, Benzoic acid, benzyl ester has to be mentioned by name in EU cosmetics.
Clinical Use
Benzoic acid, benzyl ester is a naturally occurring ester obtained fromPeru balsam and other resins.
Benzoic acid, benzyl ester is also prepared syntheticallyfrom benzyl alcohol and benzoyl chloride.
The ester isa clear colorless liquid with a faint aromatic odor.
Benzoic acid, benzyl ester is insolublein water but soluble in organic solvents.
Benzoic acid, benzyl ester 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 Benzoic acid, benzyl ester in oleic acid, stabilized withtriethanolamine.
This preparation has the additionaladvantage of being essentially odorless, nonstaining, andnonirritating to the skin.
Benzoic acid, benzyl ester is applied topically as a lotionover the entire dampened body, except the face.
Preparation
Benzoic acid, benzyl ester is a constituent of Peru balsam and occurs naturally in certain plant species.
Commercially, Benzoic acid, benzyl ester 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.
Synonyms
BENZYL BENZOATE
120-51-4
Ascabiol
Benzoic acid benzyl ester
Benzoic acid, phenylmethyl ester
Benylate
Novoscabin
Benzoic acid, benzyl ester
Scabiozon
Scabitox
Scobenol
Ascabin
Phenylmethyl benzoate
Benzyl phenylformate
Benzylets
Colebenz
Peruscabin
Scabagen
Scabanca
benzylbenzoate
Vanzoate
Scabide
Venzonate
Benzyl benzenecarboxylate
Benzylis benzoas
Benzyl alcohol benzoic ester
Benzylbenzenecarboxylate
Benzylester kyseliny benzoove
BENZOIC ACID PHENYLMETHYLESTER
FEMA No. 2138
NSC 8081
NSC-8081
CHEMBL1239
Antiscabiosum
CHEBI:41237
N863NB338G
NCGC00094981-03
Peruscabina
DSSTox_CID_9153
Benzylum benzoicum
DSSTox_RID_78686
DSSTox_GSID_29153
Benzoesaeurebenzylester
Caswell No. 082
Venzoate
FEMA Number 2138
Benzyl benzoate, analytical standard
Benzyl benzoate (natural)
BZM
CAS-120-51-4
SMR000471875
HSDB 208
EINECS 204-402-9
Benzylester kyseliny benzoove [Czech]
EPA Pesticide Chemical Code 009501
benzylbenzoat
BRN 2049280
Benzyl benzoate [USP:JAN]
Acarobenzyl
Benzevan
Bengal
benzyl-benzoate
UNII-N863NB338G
AI3-00523
1dzm
Benylate (TN)
benzoic acid benzyl
MFCD00003075
Spectrum_001240
Benzoic acid-benzyl ester
Spectrum2_000532
Spectrum3_001757
Spectrum4_000773
Spectrum5_001128
WLN: RVO1R
Benzyl benzoate, >=99%
EC 204-402-9
SCHEMBL3038
BENZYL BENZOATE [II]
BENZYL BENZOATE [MI]
BENZYL BENZOATE BP98
BSPBio_003494
KBioGR_001186
KBioSS_001720
4-09-00-00307 (Beilstein Handbook Reference)
MLS001066412
MLS001336003
MLS001336004
BENZYL BENZOATE [FCC]
BENZYL BENZOATE [JAN]
BENZYLOXY PHENYL KETONE
DivK1c_000204
SPECTRUM1503002
SPBio_000543
Benzyl benzoate (JP17/USP)
BENZYL BENZOATE [FHFI]
BENZYL BENZOATE [HSDB]
BENZYL BENZOATE [INCI]
ZINC1021
BENZYL BENZOATE [MART.]
DTXSID8029153
BENZOIC ACID,BENZYL ESTER
HMS500K06
KBio1_000204
KBio2_001720
KBio2_004288
KBio2_006856
KBio3_002714
BENZYL BENZOATE [USP-RS]
BENZYL BENZOATE [WHO-DD]
BENZYL BENZOATE [WHO-IP]
NSC8081
NINDS_000204
HMS1921P16
HMS2092F20
HMS2269D24
Pharmakon1600-01503002
HY-B0935
Tox21_111372
Tox21_201337
Tox21_303418
BDBM50134035
CCG-39578
NSC75820
s4599
STL183088
BENZYL BENZOATE [EP IMPURITY]
BENZYL BENZOATE [ORANGE BOOK]
AKOS003495939
BENZYL BENZOATE [EP MONOGRAPH]
BENZYL BENZOATE [USP IMPURITY]
Benzyl benzoate, >=99%, FCC, FG
Tox21_111372_1
BENZYL BENZOATE [USP MONOGRAPH]
DB00676
NSC-758204
BENZYLIS BENZOAS [WHO-IP LATIN]
IDI1_000204
Benzyl benzoate, for synthesis, 99.0%
NCGC00094981-01
NCGC00094981-02
NCGC00094981-04
NCGC00094981-05
NCGC00094981-07
NCGC00257502-01
NCGC00258889-01
AC-17033
LS-14279
SBI-0051748.P002
DB-041563
B0064
FT-0622708
Benzyl benzoate, natural, >=99%, FCC, FG
Benzyl benzoate, ReagentPlus(R), >=99.0%
Benzyl benzoate, SAJ first grade, >=98.0%
Benzyl benzoate, tested according to Ph.Eur.
A14577
A19449
Benzyl benzoate, SAJ special grade, >=99.0%
D01138
AB00052298_07
Benzyl benzoate, Vetec(TM) reagent grade, 98%
EN300-7323193
Benzyl benzoate, meets USP testing specifications
Q413755
SR-01000763773
Benzoic acid-benzyl ester 5000 microg/mL in Hexane
Q-200696
SR-01000763773-2
BRD-K52072429-001-06-1
Z19825582
Benzoic acid-benzyl ester 100 microg/mL in Acetonitrile
Benzoic acid benzyl ester; Benzoic acid phenylmethyl ester
Benzyl benzoate, certified reference material, TraceCERT(R)
Benzyl benzoate, United States Pharmacopeia (USP) Reference Standard
Benzyl benzoate, Pharmaceutical Secondary Standard; Certified Reference Material
