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118-58-1

Basic Information
CAS No.: 118-58-1
Name: Benzyl salicylate
Article Data: 50
Molecular Structure:
Molecular Structure of 118-58-1 (Benzyl salicylate)
Formula: C14H12O3
Molecular Weight: 228.247
Synonyms: Salicylicacid, benzyl ester (6CI,7CI,8CI);Benzyl 2-hydroxybenzoate;Benzyl o-hydroxybenzoate;NSC 6647;
EINECS: 204-262-9
Density: 1.224 g/cm3
Melting Point: 18-20 °C
Boiling Point: 300 °C
Flash Point: 137 °C
Solubility: Slightly soluble in water
Appearance: almost colorless liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
PSA: 46.53000
LogP: 2.74920
Synthetic route
100-51-6

benzyl alcohol

119-36-8

methyl salicylate

118-58-1

benzyl salicylate

Conditions
ConditionsYield
With C16H25N3O2S In n-heptane for 48h; Reflux; Molecular sieve; Inert atmosphere;98%
With tetrabutylammonium acetate; oxiranyl-methanol In hexane for 24h; Reflux;97%
With tetramethylammonium methyl carbonate In hexane for 2h; Reagent/catalyst; Time; Molecular sieve; Reflux; Green chemistry;92%
54-21-7

sodium salicylate

100-44-7

benzyl chloride

118-58-1

benzyl salicylate

Conditions
ConditionsYield
With potassium fluoride at 150℃; for 2h; Reagent/catalyst; Temperature;96.36%
With ethanol; copper
With diethylamine at 130 - 140℃;
100-44-7

benzyl chloride

36340-89-3

N,N-diisopropylethylamine hydrochloride

118-58-1

benzyl salicylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine95.5%
100-39-0

benzyl bromide

69-72-7

salicylic acid

118-58-1

benzyl salicylate

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 40℃;95%
Stage #1: salicylic acid With sodium hydrogencarbonate In N,N-dimethyl-formamide at 70℃; for 0.166667h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide for 4h;
94%
With sodium hydrogencarbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 40℃; for 0.666667h;88%
87-20-7

isoamyl salicylate

100-51-6

benzyl alcohol

118-58-1

benzyl salicylate

Conditions
ConditionsYield
With K5 In toluene at 85℃; for 8h;95%
14389-87-8

benzyl 2-(benzyloxy)benzoate

118-58-1

benzyl salicylate

Conditions
ConditionsYield
With methyl-phenyl-thioether; trifluoroacetic acid In toluene at 20℃; for 0.0833333h;93%
7285-83-8

2,4,6-tris(benzyloxy)-1,3,5-triazine

69-72-7

salicylic acid

118-58-1

benzyl salicylate

Conditions
ConditionsYield
In 1,2-dichloro-benzene at 180℃; for 4h; chemoselective reaction;93%
108-88-3

toluene

69-72-7

salicylic acid

118-58-1

benzyl salicylate

Conditions
ConditionsYield
With di-tert-butyl peroxide; C11H23N2(1+)*Br4Fe(1-) at 110℃; for 24h;87%
100-51-6

benzyl alcohol

118-61-6

2-hydroxy-benzoic acid ethyl ester

118-58-1

benzyl salicylate

Conditions
ConditionsYield
With di(n-butyl)tin oxide In methanol for 5h; Heating;86%
69-72-7

salicylic acid

100-51-6

benzyl alcohol

118-58-1

benzyl salicylate

Conditions
ConditionsYield
With nnano-SiO2-supported Preyssler heteropolyacid In dichloroethane at 80℃; for 0.05h; Microwave irradiation;74%
With aluminium trichloride; sodium iodide In acetonitrile for 1.5h; Heating;64%
With 1,1'-carbonyldiimidazole In acetonitrile at 65℃; for 3h;64%
With 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt for 15h; Heating;
With ionic liquid based on Keggin (H3PW12O40) heteroployacid for 0.0333333h; Catalytic behavior; Concentration; Microwave irradiation; Green chemistry;
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

 1.Introduction of Benzyl salicylate

Benzyl salicylate, with its CAS NO 118-58-1, is a  kind of Colorless clear liquid. It has synonyms of 2-Hydroxybenzoic acid phenylmethyl ester ; Benzyl o-hydroxybenzoate and salicylic acid benzyl ester . Benzyl salicylate should be stored in shady and cool warehouse and mainly used in cosmetics and  flavors.

2.Properties of Benzyl salicylate

(1) Boiling point: 320 °C at 760 mmHg (2) Flash Point: 146.4 °C (3) Density: 1.224 g/cm3
(4) Refractive index: n20/D 1.581(lit.) (5) Water Solubility: Slightly soluble (6) Index of Refraction: 1.607
(7) Molar Refractivity: 64.39 cm3  (8) Molar Volume: 186.4 cm3  (9) Surface Tension: 51.4 dyne/cm
(10) Enthalpy of Vaporization: 58.4 kJ/mol  (11) Vapour Pressure: 0.000175 mmHg at 25°C (12) XLogP3-AA: 3.2
(13) H-Bond Donor: 1 (14) H-Bond Acceptor: 3
 

3.Structure descriptors of Benzyl salicylate

 IUPAC Name: benzyl 2-hydroxybenzoate
Canonical SMILES: C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2O
InChI: InChI=1S/C14H12O3/c15-13-9-5-4-8-12(13)14(16)17-10-11-6-2-1-3-7-11/h1-9,15H,10H2
InChIKey: ZCTQGTTXIYCGGC-UHFFFAOYSA-N
 

4.Safety information of Benzyl salicylate

Hazard Codes: Irritant
Risk Statements 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 26-36-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S24/25:Avoid contact with skin and eyes.
WGK Germany 2
RTECS VO1750000

5.Toxity data of Benzyl salicylate

 

1.    

orl-rat LD50:2227 mg/kg

    FCTXAV    Food and Cosmetics Toxicology. 11 (1973),1029.