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Your Location：Home>Product Center >> Pesticide API and intermediates >> Methyl salicylate
  • Methyl salicylate
Name:Methyl salicylate
CAS No:119-36-8

PRODUCT DESCRIPTION

【Name】
Methyl salicylate
【CAS Registry number】
119-36-8
【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(EC#)】
204-317-7
【Molecular Formula】
C8H8O3 (Products with the same molecular formula)
【Molecular Weight】
152.15
【Inchi】
InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3
【InChIKey】
OSWPMRLSEDHDFF-UHFFFAOYSA-N
【Canonical SMILES】
COC(=O)C1=CC=CC=C1O
【MOL File】
119-36-8.mol

Chemical and Physical Properties

【Appearance】
colourless liquid with an odour of wintergreen
【Density】
1.209 g/cm3
【Melting Point】
-8 °C
【Boiling Point】
222 °C at 760 mmHg
【Refractive Index】
1.535-1.538
【Flash Point】
86.8 °C
【Water】
0.07 G/100 ML (20 oC)
【Solubilities】
0.07 g/100 mL (20 oC) in water
【Color/Form】
COLORLESS, YELLOWISH OR REDDISH, OILY LIQ
【Stability】
Stable. Incompatible with strong oxidizing agents, strong bases.
【Storage temp】
Keep from contact with oxidizing materials. Store in a cool, dry, well-ventilated area away from incompatible substances.
【Spectral properties】
INDEX OF REFRACTION: 1.5369 AT 20 DEG C/D; MAX ABSORPTION: 306 NM (LOG E= 3.64); SADTLER REFERENCE NUMBER: 2238 (IR, PRISM); MAX ABSORPTION (ALC): 238 NM (LOG E= 3.97)
Intense mass spectral peaks: 65 m/z, 92 m/z, 120 m/z, 152 m/z
【Computed Properties】
Molecular Weight:152.14732 [g/mol]
Molecular Formula:C8H8O3
XLogP3:2.3
H-Bond Donor:1
H-Bond Acceptor:3
Rotatable Bond Count:2
Tautomer Count:4
Exact Mass:152.047344
MonoIsotopic Mass:152.047344
Topological Polar Surface Area:46.5
Heavy Atom Count:11
Formal Charge:0
Complexity:144
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 Donor Count:1
Feature 3D Ring Count:1
Effective Rotor Count:2
Conformer Sampling RMSD:0.4
CID Conformer Count:6

Safety and Handling

【Hazard Codes】
Xn: Harmful;
【Risk Statements】
R22;R36/38
【Safety Statements 】
26-36-24/25
【HazardClass】
6.1(b)
【Safety】

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)

【PackingGroup 】
III
【Transport】
25kgs
【Fire Fighting Procedures】
WATER, FOAM, CARBON DIOXIDE, DRY CHEMICAL.
【Fire Potential】
SLIGHT, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.
【Formulations/Preparations】
USP: LINIMENT, COMPOUND: MENTHOL 4.5 G, CAMPHOR OIL RECTIFIED 25 ML, OLIVE OR PEANUT OIL 30 ML, METHYL SALICYLATE TO MAKE 100 ML. OINTMENT, COMPOUND: METHYL SALICYLATE 10 ML, MENTHOL 10 G, WHITE WAX 5 G, HYDROUS WOOL FAT TO MAKE 100 G.
USP: SPIRIT, PHENOLATED (PODIATRY): LIQUEFIED PHENOL 1 ML, METHYL SALICYLATE 3 ML, COMPOUND MYRCIA SPIRIT 25 ML, ALCOHOL RUBBING COMPOUND TO MAKE 100 ML.
GRADES: TECHNICAL; USP; FCC.
【Reactivities and Incompatibilities】
INCOMPATIBILITIES: DECOMP BY ALKALIES TO FORM METHYL ALC & SALICYLATE.
【Specification】

??Methyl salicylate ,?its cas register number is 119-36-8. It also can be called?2-(Methoxycarbonyl)phenol ; 2-Carbomethoxyphenol ; 2-Hydroxybenzoic acid methyl ester?; Analgit ; Benzoic acid, 2-hydroxy-, methyl ester ; Betula ; 
?Betula Lenta ; Betula oil ; Exagien ; Flucarmit ; Gaultheria oil ; Gaultheria oil, artificial ; Gaultheriaoel ; Methyl 2-hydroxybenzoate ; Methyl o-hydroxybenzoate ; Methylester kyseliny salicylove?; Metylester kyseliny salicylove ; Natural wintergreen oil ; Oil of wintergreen ; Salicylic acid, methyl ester ; Synthetic wintergreen oil ; Teaberry oil ; Wintergreen oil ;
?Wintergreen oil, synthetic ; Wintergruenoel ; o-Anisic acid ; o-Hydroxybenzoic acid, methyl ester .?Methyl salicylate (CAS NO.119-36-8) is a?colourless liquid with an odour of wintergreen.

【Octanol/Water Partition Coefficient】
Log Kow = 2.55
【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

...OIL IS WATER-STEAM DISTILLED FROM LEAVES CHARGED INTO THE STILL AND ALLOWED TO MACERATE FOR SEVERAL HR TO HYDROLYZE GAULTHERIN GLUCOSIDE (METHYL SALICYLATE + GLUCOSE). DISTILLATION FROM 5-6 HR YIELDS APPROXIMATELY 0.7% ESSENTIAL OIL. OFTEN ADULTERATED BY CO-DISTILLING SWEET BIRCH BARK.
MOSTLY PREPD BY ESTERIFICATION OF SALICYLIC ACID WITH METHANOL. PRODUCT OF COMMERCE IS ABOUT 99% PURE.
U.S. Imports

(1977) 8.19X10+7 GRAMS (PRINCPL CUSTMS DISTS)
(1979) 4.58X10+7 GRAMS
(1985) 3.43X10+8 g
U.S. Production

(1976) 1.27X10+8 G (MIN CONSUMPTION IN FOODS)
(1978) 4.09X10+7 G (CONSUMPTION AS FRAGRANCE)
【Usage】

Oil: in fern and cypress type perfumes & in toothpaste.

Biomedical Effects and Toxicity

【Pharmacological Action】
- Drugs that are used to treat RHEUMATOID ARTHRITIS.
- Agents employed in the preparation of histologic or pathologic specimens for the purpose of maintaining the existing form and structure of all of the constituent elements. Great numbers of different agents are used; some are also decalcifying and hardening agents. They must quickly kill and coagulate living tissue.
【Therapeutic Uses】
OINTMENTS OR LINIMENTS CONTAINING METHYL SALICYLATE ARE APPLIED TOPICALLY AS COUNTERIRRITANTS FOR RELIEF OF PAIN ASSOCIATED WITH LUMBAGO, SCIATICA, AND RHEUMATIC CONDITIONS. FORMERLY USED INTERNALLY IN SMALL DOSES AS A CARMINATIVE.
MEDICATION (VET): ORALLY, PRIMARILY AS FLAVORING AGENT OR AS CARMINATIVE; TOPICALLY, AS IRRITANT OR COUNTERIRRITANT AIDED BY MASSAGE OR RUBBING AS IN UDDER OINTMENTS (1-3% CONCN), POULTICES & COUNTERIRRITANT MIXT (@ LEAST 5-10%) OVER SORE JOINT, MUSCLE, & BONE AREAS.
LOCAL ANALGESIC FOR HUMAN AND VETERINARY MEDICINE
【Biomedical Effects and Toxicity】
MAY BE ABSORBED RAPIDLY THROUGH INTACT SKIN. BOWEL ABSORPTION IS SOMEWHAT ERRATIC ... ABSORBED AT LEAST IN PART AS THE INTACT ESTER AND SMALL AMT ARE EVEN EXCRETED AS SUCH BY THE KIDNEYS ... .
HUMAN SUBJECTS WERE GIVEN 7 MG/KG OF METHYL SALICYLATE BY MOUTH. AFTER 0.25 HOURS THE BLOOD CONCN WAS 1.28 MG%. AFTER 1.5 HOURS THE BLOOD CONCN WAS 1.33 MG%. /FROM TABLE/
At therapeutic doses, conjugation accounts for most salicylic elimination, whereas renal elimination becomes more important with large or multiple doses. A substantial first-pass effect occurs at therapeutic doses. /Salicylates/
Orally ingested salicylates are absorbed rapidly, partly from the stomach but mostly from the upper small intestine. Appreciable conc are found in plasma in less than 30 min; after a single dose, a peak value is reached in about 2 hr and then gradually declines. /Salicylates/
After absorption, salicylate is distributed throughout most body tissues and most transcellular fluids, primarily by pH dependent passive processes. Salicylate is actively transported by a low-capacity, saturable system out of the CSF across the choroid plexus. The drug readily crosses the placental barrier. /Salicylates/
Salicylates are excreted in the urine as free salicylic acid (10%), salicyluric acid (75%), salicylic phenolic (10%) and acyl (5%) glucuronides, and gentisic acid (less than 1%). However, excretion of free salicylate is extremely variable and depends upon both the dose and the urinary pH. In alkaline urine, more than 30% of the ingested drug may be eliminated as free salicylate, whereas in acidic urine this may be as low as 2%. /Salicylates/

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: If released on soil, methyl salicylate would readily leach. It would also be expected to partially volatilize from dry soil and photolyze on the soil surface. Based on the results of sceening tests, it would be expected to readily biodregrade. Chemical hydrolysis may be important in alkaline soil. (SRC)
AQUATIC FATE: Methyl salicylate is readily biodegradable in screening tests and may be expected to biodegrade in surface waters. Methyl salicylate is expected to hydrolyze in water, the hydrolysis rate increasing with pH. At pH 7.5, its hydrolysis half-life is estimated to be 14.1 days(1,2,SRC). Methyl salicylate will react with singlet oxygen in natural surface waters resulting in a half-life of about 52 hr(3). Methyl salicylate absorbs UV radiation >290 nm and therefore may undergo direct photolysis under environmental conditions. Based on an estimated Henry's Law constant of 9.3X10-7 atm-cu-m/mol(4,5,SRC), a volatilization half-life of 49 days would be expected in a model river(SRC).
ATMOSPHERIC FATE: Methyl salicylate reacts with photochemically-produced hydroxyl radicals in the atmosphere resulting in an estimated half-life of 1.4 days(1,SRC). It is fairly soluble in water, 7400 mg/L(2) and may be washed out by rain.

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