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119-36-8

Basic Information
CAS No.: 119-36-8
Name: Methyl salicylate
Molecular Structure:
Molecular Structure of 119-36-8 (Methyl salicylate)
Formula: C8H8O3
Molecular Weight: 152.15
Synonyms: Gaultheria Oil, artificial;Benzoic acid,2-hydroxy-,esters,methyl ester;Teaberry oil;Gaultheriaoel;2-(Methoxycarbonyl)phenol;Wintergruenoel;o-Hydroxybenzoic acid, methyl ester;Natural Wintergreen Oil;Betula;Salicylic acid, methyl ester;Methyl salicylate (JP14/NF);Oil of Wintergreen;Methyl salicylate BP;Methyl Hydroxy benzoate;Methyl salicylic acid;methyl salicylate;2-carbomethoxyphenol; methyl o-hydroxybenzoate;Wintergreen oil;Methyl 2-hydroxybenzoate;Gaultheria oil;Metylester kyseliny salicylove;Methyl o-hydroxybenzoate;Benzoic acid, 2-hydroxy-, methyl ester;Spicewood Oil;Flucarmit;
EINECS: 204-317-7
Density: 1.209 g/cm3
Melting Point: -8 °C
Boiling Point: 222 °C at 760 mmHg
Flash Point: 86.8 °C
Solubility: 0.07 g/100 mL (20 °C) in water
Appearance: colourless liquid with an odour of wintergreen
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/38-36/37/38
Safety: 26-36-24/25
Transport Information:
PSA: 46.53000
LogP: 1.17880
Synthetic route

69-72-7

salicylic acid

119-36-8

methyl salicylate

67490-09-9

1-carbomethoxybenzene 1,2-oxide

119-36-8

methyl salicylate

Conditions
ConditionsYield
With trifluoroacetic acid In tetrahydrofuran; water pH 0.1; further pH;100%
With phosphate buffer In tetrahydrofuran; water Product distribution; Mechanism; other pH;100%
18001-14-4

2-trimethylsilanyloxy-benzoic acid methyl ester

119-36-8

methyl salicylate

Conditions
ConditionsYield
montmorillonite K-10 for 0.05h; Solid phase reaction; desilylation; microwave irradiation;100%
With dichloro bis(acetonitrile) palladium(II) In water; acetone at 75℃; for 14h;93%
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Specification

1. Introduction of Methyl salicylate
Methyl salicylate is colorless or light pale yellow liquid with Characteristic odor. The IUPAC Name of it is methyl 2-hydroxybenzoate.

2. Properties of Methyl salicylate
Index of Refraction: 1.547
Molar Refractivity: 39.9 cm3
Molar Volume: 125.7 cm3
Polarizability: 15.82×10-24cm3
Surface Tension: 45.7 dyne/cm
Density: 1.209 g/cm3
Flash Point: 86.8 °C
Enthalpy of Vaporization: 47.71 kJ/mol 
Melting Point: -8 °C
Boiling Point: 222 °C at 760 mmHg
Vapour Pressure: 0.07 mmHg at 25°C 
Water Solubility: 0.07 g/100 mL (20 ºC) 
Stability: Stable. Incompatible with strong oxidizing agents, strong bases. 

3. Structure Descriptors of Methyl salicylate
Product Categories: INORGANIC & ORGANIC CHEMICALS;FINE Chemical & INTERMEDIATES;Cosmetic Ingredients & Chemicals 
Canonical SMILES: COC(=O)C1=CC=CC=C1O
InChI: InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3
InChIKey: OSWPMRLSEDHDFF-UHFFFAOYSA-N

4. Toxicity of Methyl salicylate

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LDLo oral 228mg/kg (228mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: NAUSEA OR VOMITING
American Journal of Diseases of Children. Vol. 69, Pg. 37, 1945.
child LDLo oral 700mg/kg (700mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: GENERAL ANESTHETIC
Archives of Disease in Childhood. Vol. 28, Pg. 475, 1953.
dog LD50 oral 2100mg/kg (2100mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Food and Cosmetics Toxicology. Vol. 16, Pg. 821, 1978.
dog LDLo subcutaneous 2250mg/kg (2250mg/kg)   Food and Cosmetics Toxicology. Vol. 16, Pg. 821, 1978.
guinea pig LD50 oral 700mg/kg (700mg/kg)   "Industrial Hygiene and Toxicology," 2nd ed., Patty, F.A., ed., New York, John Wiley & Sons, Inc., 1958-63Vol. 2, Pg. 1897, 1963.
guinea pig LDLo subcutaneous 1500mg/kg (1500mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 63, 1967.
human LDLo oral 506mg/kg (506mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 961, 1989.
infant LDLo oral 1480mg/kg (1480mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: NAUSEA OR VOMITING
American Journal of the Medical Sciences. Vol. 193, Pg. 772, 1937.
man LDLo oral 101mg/kg (101mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: NAUSEA OR VOMITING
American Journal of the Medical Sciences. Vol. 193, Pg. 772, 1937.
man LDLo oral 1329mg/kg (1329mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA

BLOOD: HEMORRHAGE
Clinical Toxicology. Vol. 6, Pg. 189, 1973.
man LDLo unreported 522mg/kg (522mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse LD50 oral 1110mg/kg (1110mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 132, Pg. 207, 1961.
rabbit LD50 oral 1300mg/kg (1300mg/kg)   Food and Cosmetics Toxicology. Vol. 16, Pg. 821, 1978.
rabbit LDLo subcutaneous 4250mg/kg (4250mg/kg)   Food and Cosmetics Toxicology. Vol. 16, Pg. 821, 1978.
rat LD50 oral 887mg/kg (887mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
women LDLo oral 355mg/kg (355mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: NAUSEA OR VOMITING
American Journal of the Medical Sciences. Vol. 193, Pg. 772, 1937.

5. Safety Information of  Methyl salicylate

Hazard Codes: HarmfulXn
Risk Statements: 22-36/38-36/37/38 
R22:Harmful if swallowed. 
R36/38:Irritating to eyes and skin. 
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.
RIDADR: 3082
WGK Germany: 1
RTECS: VO4725000
F: 8
HazardClass: 6.1(b)
PackingGroup: III
Hazardous Substances Data: 119-36-8(Hazardous Substances Data)

6. Preparation of Methyl salicylate
Methyl salicylate can be produced by esterifying salicylic acid with methanol. Commercial methyl salicylate is now synthesized, but in the past, it was commonly distilled from the twigs of Betula lenta (sweet birch) and Gaultheria procumbens.

7. Use of Methyl salicylate
Methyl salicylate is commonly used as spices of food, toothpaste and cosmetics.It  is also used to produce antalgesic drugs, pesticides, rubbing agent, ink, etc. Methyl Salicylate is used in flavoring for foods, candies, beverages and pharmaceuticals. It is used as a perfumery like magnolia, meadowsweet, root beer. It is also an odorant, perfume and ultraviolet absorber in cosmetics. This compound is used in medicine mainly for dephlogistication, analgesia. It is used in liniments and ointments for the relief of pain of lumbago, sciatica and rheumatics.

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