Compound: BENZYL BENZOATE
SMILES: O=C(OCc1ccccc1)c2ccccc2
InChIKey: SESFRYSPDFLNCH-UHFFFAOYSA-N
Synonyms: BENZYL BENZOATE, 120-51-4, Ascabiol, Benzoic acid, phenylmethyl ester, Benylate, Novoscabin, Scobenol, Benzoic acid, benzyl ester, Ascabin, Scabiozon, Phenylmethyl benzoate, Benzyl phenylformate, Benzylets, Colebenz, Peruscabin, Scabanca, Scabitox, Scabagen, Vanzoate, Venzonate, Scabide, Benzyl benzenecarboxylate, Antiscabiosum, Benzylis benzoas, Benzyl alcohol benzoic ester, Peruscabina, Benzylbenzenecarboxylate, Benzylum benzoicum, Benzoesaeurebenzylester, Benzylester kyseliny benzoove, BENZOIC ACID PHENYLMETHYLESTER, FEMA No. 2138, DTXSID8029153, NSC-8081, EPA Pesticide Chemical Code 009501, CHEBI:41237, N863NB338G, DTXCID809153, Acaril, Mange Treatment, RefChem:5594, 204-402-9, Benzoic acid benzyl ester, benzylbenzoate, BENZYL-D5 BENZOATE, NSC 8081, MFCD00003075, CHEMBL1239, NCGC00094981-03, Caswell No. 082, Venzoate, FEMA Number 2138, Benzyl benzoate (natural), BZM, CAS-120-51-4, SMR000471875, HSDB 208, EINECS 204-402-9, Benzylester kyseliny benzoove [Czech], BRN 2049280, Benzyl benzoate [USP:JAN], Acarobenzyl, Benzevan, benzyl-benzoate, UNII-N863NB338G, AI3-00523, 1dzm, Benylate (TN), Spectrum_001240, Benzoic acid-benzyl ester, Spectrum2_000532, Spectrum3_001757, Spectrum4_000773, Spectrum5_001128, WLN: RVO1R, Epitope ID:969006, Benzyl benzoate (Standard), Benzyl benzoate, >=99%, EC 204-402-9, SCHEMBL3038, SCHEMBL25743, BENZYL BENZOATE [II], BENZYL BENZOATE [MI], 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, SCHEMBL909623, SPECTRUM1503002, SPBio_000543, Benzyl benzoate (JP17/USP), BENZYL BENZOATE [FHFI], BENZYL BENZOATE [HSDB], orb1310342, orb3139340, SCHEMBL1728343, SCHEMBL2443804, SCHEMBL5543770, BENZYL BENZOATE [MART.], SCHEMBL29054814, BENZOIC ACID,BENZYL ESTER, Benzyl Benzoate (For Injection), HMS500K06, HY-B0935R, KBio1_000204, KBio2_001720, KBio2_004288, KBio2_006856, KBio3_002714, BENZYL BENZOATE [USP-RS], BENZYL BENZOATE [WHO-DD], BENZYL BENZOATE [WHO-IP], MSK3317, NSC8081, NINDS_000204, HMS1921P16, HMS2092F20, HMS2269D24, HMS5083F19, Pharmakon1600-01503002, CPA43126, HY-B0935, Benzyl benzoate, analytical standard, Tox21_111372, Tox21_201337, Tox21_303418, BDBM50134035, CCG-39578, EBC-03744, NSC758204, s4599, SBB058609, 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, FB02398, 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, NS00006239, ST50406335, 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., Benzyl benzoate, SAJ special grade, >=99.0%, D01138, G73904, AB00052298_07, Benzyl benzoate, Vetec(TM) reagent grade, 98%, EN300-7323193, Benzyl benzoate, meets USP testing specifications, F818701, Q413755, SR-01000763773, Benzoic acid-benzyl ester 5000 microg/mL in Hexane, SR-01000763773-2, BRD-K52072429-001-06-1, BRD-K52072429-001-10-3, BRD-K52072429-001-11-1, BRD-K52072429-001-12-9, Z19825582, Benzoic acid-benzyl ester 100 microg/mL in Acetonitrile, Benzyl Benzoate Working Standard (Secondary Reference Standard), Benzyl benzoate, United States Pharmacopeia (USP) Reference Standard, Benzyl benzoate, Pharmaceutical Secondary Standard; Certified Reference Material, InChI=1/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H
Theoretical properties:
molecular_formula: C14H12O2
molecular_weight: 212.24 g/mol
exact_mass: 212.083729621 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 4
heavy_atom_count: 16
topological_polar_surface_area: 26.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Leaflets or oily liquid
color: Leaflets or oily liquid
odor: Light, balsamic odor reminiscent of almond
density: 1.1121 g/cu cm at 25 °C
flash_point: 148 °C
vapor_pressure: 0.000224 [mmHg]
Descriptions:
pubchem: 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 an acaricide, a scabicide and a plant metabolite. It is a benzoate ester and a benzyl ester. It is functionally related to a benzoic acid.
chebi: 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 <em>Polyalthia</em>.
chembl: BENZYL BENZOATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Benzyl benzoate is an organic compound which is used as a medication and insect repellent. As a medication it is used to treat scabies and lice. For scabies either permethrin or malathion is typically preferred. It is applied to the skin as a lotion. Typically two to three applications are needed. It is also present in Balsam of Peru, Tolu balsam, and in a number of flowers.
Side effects may include irritation of the skin. It is not recommended in children. It is also used in other animals; however, it is considered toxic to cats. How it works is unclear.
Benzyl benzoate was first studied medically in 1918. It is on the World Health Organization's List of Essential Medicines. Benzyl benzoate is sold under the brand name Scabanca among others and is available as a generic medication.  It is not available for medical use in the United States.