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Benzyl benzoate ( CASNO:120-51-4 )

Identification and Related Records
Name:
Benzyl benzoate
CAS Registry number:
120-51-4
Iupac name:
benzyl benzoate
Synonyms:
Benzoic acid benzyl ester
Ascabin
Ascabiol
Benylate
Benzyl alcohol benzoic ester
BENZOATO DE BENCILO
Benzoic acid phenylmethyl ester
Benzyl benzene carboxylate
Benzyl phenylformate
Phenylmethyl benzoate
Scabagen
Vanzoate
EINECS(EC#):
204-402-9
Molecular Formula:
C14H12O2
Molecular Weight:
212.25
Inchi:
InChI=1/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2
InChIKey:
SESFRYSPDFLNCH-UHFFFAOYSA-N
Canonical SMILES:
C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2
Chemical and Physical Properties
Appearance:
colourless oily liquid with pleasant aromatic odor
Density:
1.118
Melting Point:
18-20℃
Boiling Point:
323℃
Vapour:
0.00025mmHg at 25°C
Refractive Index:
1.567-1.57
Flash Point:
147℃
Water:
practically insoluble
Solubilities:
Insoluble
Color/Form:
LEAFLETS OR OILY LIQ
CLEAR, COLORLESS LIQ
Stability:
Stable. Substances to be avoided include strong oxidizing agents. Combustible.
HS Code:
29163100
Storage temp:
Store in a cool, dry place. Keep container closed when not in use. Keep from contact with oxidizing materials.
Spectral properties:
INDEX OF REFRACTION: 1.5681 AT 21 DEG C/D
MAX ABSORPTION (ALCOHOL): 229 NM (LOG E= 4.2), 267 NM (LOG E= 3.0), 272 NM (LOG E= 3.0), 280 NM (LOG E= 2.9); SADTLER REFERENCE NUMBER: 1509 (IR, PRISM), 253 (IR, GRATING)
Intense mass spectral peaks: 105 m/z (100%), 91 m/z (42%), 77 m/z (28%), 51 m/z (12%)
IR: 6248 (Coblentz Society Spectral Collection)
UV: 427 (Sadtler Research Laboratories Spectral Collection)
NMR: 627 (Varian Associates NMR Spectra Catalogue)
MASS: 1511 (Atlas of Mass Spectral Data, John Wiley & Sons, New York)
Computed Properties:
Molecular Weight:212.24388 [g/mol]
Molecular Formula:C14H12O2
XLogP3:4
H-Bond Donor:0
H-Bond Acceptor:2
Rotatable Bond Count:4
Exact Mass:212.08373
MonoIsotopic Mass:212.08373
Topological Polar Surface Area:26.3
Heavy Atom Count:16
Formal Charge:0
Complexity:213
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:1
Feature 3D Ring Count:2
Effective Rotor Count:4
Conformer Sampling RMSD:0.6
CID Conformer Count:21
Safety and Handling
Hazard Codes:
Xn:Harmful
Risk Statements:
R22
Safety Statements:
S25
Safety:
Hazard Codes:?HarmfulXn
Risk Statements: 22?
R22:Harmful if swallowed.
Safety Statements: 25?
S25:Avoid contact with eyes.
WGK Germany: 2
RTECS: DG4200000
HS Code: 29163100
PackingGroup:
Z01
Skin, Eye, and Respiratory Irritations:
Benzyl benzoate is relatively nontoxic but may irritate the skin and eyes.
Transport:
220kgs
Fire Fighting Procedures:
WATER, FOAM, CARBON DIOXIDE, WATER SPRAY OR MIST, DRY CHEM...
Fire Potential:
FIRE HAZARD SLIGHT WHEN EXPOSED TO HEAT OR FLAME
Formulations/Preparations:
USEPA/OPP Pesticide Code 009501; Trade Names: Benylate.
BENZYL BENZOATE, USP IS USED AS 25% LOTION (BENZYL BENZOATE LOTION, USP).
...AVAIL GENERICALLY /AS/ EMULSION 50% IN 16 & 64 OZ CONTAINERS; LOTION 27% IN 16 & 64 OZ CONTAINERS & 50% IN 4 & 16 OZ CONTAINERS.
MITONE (WT/WT) ACTIVE INGREDIENTS: BENZYL BENZOATE 20.0%, BENZOCAINE 2.0%, ROTENONE 0.3%; INERT INGREDIENTS: 77.7% (ISOPROPYL ALCOHOL 73.9%, OTHER 3.8%).
DEMSARDEX (WT/WT) ACTIVE INGREDIENTS: BENZYL BENZOATE 36.72%, LINDANE (GAMMA ISOMER OF BENZENE HEXACHLORIDE) 0.54%; INERT INGREDIENTS (ISOPROPYL ALCOHOL 62.74%).
BENZYL-HEX (WT/WT) ACTIVE INGREDIENTS: BENZYL BENZOATE 20.0%, ROTENONE CP 0.5%, GAMMA ISOMER OF BENZENE HEXACHLORIDE (FROM LINDANE) 0.25%, 2,2'-METHYLENEBIS (4-CHLOROPHENOL) 0.5%; INERT INGREDIENTS 78.75%.
MANGE-RID (WT/WT) ACTIVE INGREDIENTS: BENZYL BENZOATE 33.0%, SOAP (ANHYDR) 7.5%; INERT INGREDIENTS 59.5%.
Liquid containing 30% technical
Exposure Standards and Regulations:
Benzyl benzoate is an indirect food additive for use as a component of adhesives.
Reactivities and Incompatibilities:
Can react with oxidizing materials
Other Preventative Measures:
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.
Protective Equipment and Clothing:
Benzyl benzoate is relatively nontoxic but may irritate the skin and eyes.
Specification:
?Benzyl benzoate , its cas register number is 120-51-4. It also can be called Benylate ; Benzoic acid, benzyl ester ; Benzoic acid, phenylmethyl ester ; Phenylmethyl benzoate ; Novoscabin ; Peruscabin ; Peruscabina ; Scabagen ; Scabanca ; Scabide ; Scabiozon ; Scabitox ; Scobenol ; Spasmodin .It is a?colourless oily liquid with pleasant aromatic odor.
Octanol/Water Partition Coefficient:
Log Kow = 3.97
Disposal Methods:
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Use and Manufacturing
Use and Manufacturing:
Methods of Manufacturing

Produced from benzyl alcohol and sodium benzoate in the presence of triethylamine or 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)
U.S. Production

(1972) 1.85X10+8 GRAMS
(1975) 3.35X10+8 GRAMS
(1991) 287,000 kg
Usage:
Camphor substitute in celluloid & plastic pyroxylin compound, pediculicide, acaricide.
Biomedical Effects and Toxicity
Pharmacological Action:
- Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.
Therapeutic Uses:
MEDICATION (VET): APPLIED IN TREATMENT OF SARCOPTIC & DEMODECTIC MANGE IN DOG.
Formulated in emulsions or lotions (200-350 g/l) it is used on humans as an acaricide (scabicide). For veterinary application, benzyl benzoate is used as a scabicide and pediculicide.
Former use: ... Benzyl benzoate was efficacious in the treatment of a number of conditions including excessive peristalsis of the intestine as in diarrhea and dysentery, intestinal colic and enterospasm, pylorospasm, spastic constipation in which there was a tonic spastic condition of the intestine, biliary colic, ureteral or renal colic, spasm of the urinary bladder, spasms associated with contraction of seminal vesicles, uterine colic as in spastic dysmenorrhea, arterial spasm including hypertension, and bronchial spasms as in asthma and pertussis. The use of benzyl benzoate in the treatment of these conditions has been superseded by the use of other more effective drugs.
Benzyl benzoate is a relatively harmless substance that in high concn is toxic to Acarus scabiei. The compound has been widely used in the treatment of scabies and is also useful in the treatment of pediculosis. Benzyl benzoate is used as a 26 to 30% lotion. In the treatment of scabies, the lotion is applied to the entire body from the neck down after thorough cleansing. When the first application is dry, a second coat is applied. The residue is washed off after 24 hours.
Biomedical Effects and Toxicity:
Benzoic acid is conjugated with glycine to yield benzoylglycine (hippuric acid) and with glucuronic acid to yield benzoylglucuronic acid. These conjugates are eliminated in the urine in varying ratios depending on species and dose. Herbivorous animals excrete benzoic acid almost entirely as hippuric acid, whereas carnivores and omnivores usually excrete moderate to high levels of the glucuronide.
The percutaneous absorption of benzyl benzoate measured in vivo in human and monkey studies. With the application sites occluded, 54% of the applied dose penetrated human skin in 24 hr compared with 69% absorption in the monkey skin. [Bronaugh RL et al; Food Chem Toxicol 28 (5): 369-74 (1990)] PubMed Abstract
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