Product Name: |
Methyl salicylate |
CAS: |
119-36-8 |
MF: |
C8H8O3 |
MW: |
152.15 |
EINECS: |
204-317-7 |
Mol File: |
119-36-8.mol |
|
Melting point |
-8 °C |
Boiling point |
222 °C(lit.) |
density |
1.174 g/mL at 25 °C(lit.) |
vapor density |
5.26 (vs air) |
vapor pressure |
1 mm Hg ( 54 °C) |
refractive index |
n20/D 1.536(lit.) |
FEMA |
2745 | METHYL SALICYLATE |
Fp |
226 °F |
solubility |
Very slightly soluble in water, miscible with ethanol (96 per cent) and with fatty and essential oils. |
form |
Liquid |
pka |
pKa 9.90 (Uncertain) |
color |
Clear colorless to pale yellow |
Water Solubility |
0.07 g/100 mL (20 ºC) |
JECFA Number |
899 |
Merck |
14,6120 |
BRN |
971516 |
Stability: |
Stable. Incompatible with strong oxidizing agents, strong bases. |
InChIKey |
OSWPMRLSEDHDFF-UHFFFAOYSA-N |
CAS DataBase Reference |
119-36-8(CAS DataBase Reference) |
NIST Chemistry Reference |
2-Hydroxybenzoic acid methyl ester(119-36-8) |
EPA Substance Registry System |
Methyl salicylate (119-36-8) |
Hazard Codes |
Xn |
Risk Statements |
22-36/38-36/37/38 |
Safety Statements |
26-36-24/25 |
RIDADR |
3082 |
WGK Germany |
1 |
RTECS |
VO4725000 |
F |
8 |
Autoignition Temperature |
847 °F |
TSCA |
Yes |
HazardClass |
6.1(b) |
PackingGroup |
III |
HS Code |
29182300 |
Hazardous Substances Data |
119-36-8(Hazardous Substances Data) |
Toxicity |
LD50 orally in rats: 887 mg/kg (Jenner) |
description |
Natural material is
found in wintergreen oil, oil of wintergreen, birch oil, green tea seed oil,
clove oil, Quercetin tree oil, tuberose oil, small when medicated oil, tea
oil, ylang ylang oil and cherry, apple, strawberry fruit juice. It is
colorless or pale yellow, red or light yellow transparent oily liquid. A
strong aroma of wintergreen oil. Relative molecular mass of 152.16. The
relative density of 1.1738. Melting point-8.6 ℃. Boiling point 223.3 ℃. A
flash point of 96 ℃. The refractive index of 1.5360. It is insoluble in
water, soluble in alcohol, ether, acetic acid and other common organic
solvents. It is easy to change when exposed in air . Rat oral
LD50887mg/kg. |
application |
Methyl salicylate ointment is a common dermatology drug with analgesic, anti-inflammatory, bactericidal effect. Because it can induce local irritation, it is rarely orally used.When spread in the skin,it is easily absorbed. Its liniments, ointments can be used for acute rheumatoid arthritis, low back pain and muscle pain, also itching and flavoring agents, flavoring agents, preservatives. |
Production Method |
Methyl salicylate is widespread in nature, and it is a main ingredient of wintergreen, small medicated oil . Alsoit is present in essential oils of the tuberose, Quercetin tree, ylang ylang, cloves, tea. Salicylic acid and methanol are used to make it in the presence of sulfuric acid through esterification. Salicylic acid is dissolved in methanol, add sulfuric acid, heat with stirring, the reaction time is 3h,90-100℃, cool to below 30 ℃,take oil ,wash with sodium carbonate solution to pH8 above, and then wash 1 time with water. Vacuum distillation, collect 95-110 ℃ (1.33-2.0kPa) distillate, obtain methyl salicylate. The yield is over 80%. General industrial methyl salicylate content is 99.5%. Material consumption fixed: Acid 950kg/t, methanol 400kg/t. |
Description |
Methyl salicylate (oil of wintergreen or wintergreen oil) is an organic ester that is naturally produced by many species of plants. Some of the plants which produce it are called wintergreens, hence the common name. This compound is used as a fragrance. It is also found in liniments (rubbing ointments). |
Chemical Properties |
Methyl salicylate has a characteristic wintergreen-like odor. May be prepared by extraction from natural sources; or by esterification of salicylic acid with methanol. |
Chemical Properties |
Methyl salicylate has a minty, spicy, sweet, wintergreen-like odor. |
Chemical Properties |
Wintergreen is an evergreen shrub with slender, creeping stems, assurgent, flowering branches with toothed leaves clustered at the top, white, bell-shaped flowers blossoming July to August, followed by red berries (checkerberries). The plant grows extensively in the woods of Canada and the United States (Pennsylvania). The leaves are harvested between June and September. Wintergreen has an aromatic odor and flavor similar to methyl salicylate. |
Chemical Properties |
colourless liquid with an odour of wintergreen |
Chemical Properties |
Methyl Salicylate is the main component of wintergreen oil and occurs in small quantities in other essential oils and fruits. It is a colorless liquid with a sweet, phenolic odor. |
Uses |
antipyretic analgesics |
Uses |
Methyl salicylate is an organic ester that is commonly produced naturally by wintergreens. Methyl salicylate is utilize as a anti-herbivore defense system in various plants that produces it. Methyl sa licylate is also used in high concentrations as a rubefacient to treat joint, muscular pain and acute pain. Methyl slicylate is also used as a flavoring agent and often used to provide fragrance to pr oducts. |
Uses |
Potent inhibitor of ornithine decarboxylase |
Uses |
In perfumery; for flavoring candies, etc. |
Uses |
Methyl salicylate occurs in the leaves ofGaultheria procumbens L. and in the barkof Betulaceae. It is produced by esterificationof salicylic acid with methanol. It is used inperfumery and as a flavoring agent. |
Preparation |
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 (eastern teaberry or winter green). |
Definition |
ChEBI: A benzoate ester that is the methyl ester of salicylic acid. |
Hazard |
Toxic by ingestion; use in foods restrictedby FDA, lethal dose 30 cc in adults, 10 cc in chil-dren. |
Health Hazard |
Harmful if swallowed, inhaled, absorbed through skin. Vapor mist is irritating to the eyes, mucous membranes, upper respiratory tract and skin. Ingestion of relatively small amount causes severe poisoning and death. Causes nausea, vomiting, acidosis, pulmonary edema, pneumonia, convulsions and death. |
Fire Hazard |
Methyl salicylate is combustible. |
Contact allergens |
This anti-inflammatory agent is found in a wide number of ointments and can induce allergic contact dermatitis. |
Chemical Synthesis |
By esterification from natural sources; by esterification of salicylic acid with methanol |
Carcinogenicity |
Available data suggest that methyl salicylate is not carcinogenic. |
Raw materials |
Methanol-->Sulfuric acid-->Sodium carbonate-->Salicylic acid-->Clove oil-->Salicylic acid Industry Grade |