Methyl salicylate
Structural formula
| Business number | 03AT |
|---|---|
| Molecular formula | C8H8O3 |
| Molecular weight | 152.15 |
| label |
White pearl wood oil, Methyl ortho-hydroxybenzoate, wintergreen oil, wintergreen oil, Methyl 2-hydroxybenzoate, 2-Hydroxybenzoic acid methyl ester, plasticizer, Synthetic fiber dyeing auxiliary, chemical additives, food additives, Flavoring agent |
Numbering system
CAS number:119-36-8
MDL number:MFCD00002214
EINECS number:204-317-7
RTECS number:VO4725000
BRN number:971516
PubChem number:24897111
Physical property data
1. Properties: colorless to light yellow transparent liquid with a fragrance like wintergreen oil.
2. Density (g/mL, 20/4ºC): 1.181
3. Relative density (g/mL, 25/4ºC): 1.5369
4. Melting point (ºC): -8.6
5. Boiling point (ºC, 101.3KPa): 223.3
6. Refractive index (18.1ºC): 1.53773
7. Refractive index (20ºC): 1.5369
8. Flash point (ºC): 106
9. Fire point (ºC, sealed): 101.1
10. Heat of evaporation (KJ/mol): 46.70
11. Heat of generation (KJ/mol): 112.63
12. Heat of combustion (KJ/mol, 25ºC): 3777.3
13. Specific heat capacity (KJ/(kg·K), 15~30ºC, constant pressure): 1.64
14. Boiling point rising constant: 0.057
15. Vapor pressure (kPa, 25ºC): 0.015
16. Solubility: Slightly soluble in water, soluble in ethanol, ether, chloroform and acetic acid.
17. Critical temperature (ºC): 435.85
18. Liquid phase standard hot melt (J·mol-1·K-1 ): 252.3
Toxicological data
The average lethal dose for children is 10mL and for adults it is 30mL. The oral LD50 of guinea pigs is 0.7g/kg. The oral LD50 of rabbit is 2.8g/kg. The olfactory threshold concentration is 0.0037mg/m3.
Rat oral LD50: 887mg/kg
Ecological data
Irritating to the skin. Vapors or fumes are irritating to eyes, mucous membranes and upper respiratory tract. Chronic poisoning can cause nausea, vomiting, acidosis, respiratory diseases, lethargy and even death.
Molecular structure data
1. Molar refractive index: 39.9
2.�� Molar volume (cm3/mol): 125.7
3. Isotonic specific volume (90.2K): 327.1
4. Surface tension (dyne/ cm): 45.7
5. Polarizability (10-24cm3): 15.82
Compute chemical data
1. Reference value for hydrophobic parameter calculation (XlogP): None
2. Number of hydrogen bond donors: 1
3. Number of hydrogen bond acceptors: 3
4. Number of rotatable chemical bonds: 2
5. Number of tautomers: 4
6. Topological molecule polar surface area 46.5
7. Number of heavy atoms: 11
8. Surface charge: 0
9. Complexity: 144
10. Number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 0
12. Uncertain number of atomic stereocenters: 0
13. Determine the number of chemical bond stereocenters: 0
14. Number of uncertain chemical bond stereocenters: 0
15. Number of covalent bond units: 1
Properties and stability
1. Chemical properties: When boiled with water, it is partially hydrolyzed to release salicylic acid, making ferric chloride purple. It is easy to change color when exposed to air. It is the main component of wintergreen oil. It will turn dark brown when exposed to iron.
2. This product is highly toxic. The oral LD50 in rats is 887mg/kg. The lowest oral lethal dose for adultsis 170 mg/kg. Swallowing this product will cause serious damage to the gastrointestinal tract. Production equipment should be airtight. Operators should wear protective equipment.
3. Exists in flue-cured tobacco leaves and burley In tobacco leaves and oriental tobacco leaves.
4. Naturally found in wintergreen oil, In essential oils such as orchid ylang oil and acacia oil, as well as in the juices of fruits such as cherries and apples.
5. Swallow a relatively small amount. Cause serious harm and death.
6. It is easy to change color when exposed to exposed air.
Storage method
1. Packed in galvanized iron bucket or glass bottle. Store in a cool, dry place.
2. Use plastic drums or iron drums lined with plastic packaging, and the containers must be sealed. Store and transport according to regulations on toxic and dangerous goods.
Synthesis method
1. Collect the branches and leaves of the Rhododendron plant Baizhumu (commonly known as holly) tree, and extract wintergreen oil by steam distillation.
Chopped holly branches and leaves, soaked in water vapor, distilled water vapor↓
Oil and water separation of wintergreen oil
Refining method: Fractionation under reduced pressure, collecting the middle fraction that does not contain water and acid .
2.Add salicylic acid into the reaction kettle, add excess methanol, add catalyst sulfuric acid while stirring, and heat to react. After the reaction is completed, wash with water until neutral. Then carry out distillation, first steam out the methanol and residual water under normal pressure, and then collect the fractions through vacuum distillation.
3.Isolate methyl salicylate from natural essential oils by fractional distillation.
4. Tobacco: BU, 56; FC, 9; FC, 18; BU, 9, 18.
Purpose
1. This product has a strong smell similar to wintergreen. When used as a spice, it is often used as a flavoring agent in pharmaceutical preparations such as medicines and coatings. In general flavors, it is used as a flavoring agent for spices such as quince. It is also used in Hezhong, and other oral medicines such as chewing gum, mouthwash, etc. are also used. Methyl salicylate is also used as a solvent and intermediate in the manufacture of pesticides, fungicides, spices, coatings, cosmetic inks and fiber dyeing auxiliaries. Methyl salicylate reacts with ammonia to form salicylamide, which is used in the production of the antipyretic and analgesic drug ethyl salicylamine. Salicylamide itself is also an antipyretic and analgesic drug. Acetyl methyl salicylate (C10H10O4, [580-02-9]) can be obtained by acetylation of methyl salicylate. Put methyl salicylate and acetic anhydride into the reaction pot, add sulfuric acid while stirring, the reaction temperature does not exceed 60°C, about 1 hour, after the reaction is completed, pour the reactants into ice water to precipitate crystals, filter, wash, and dry, which is how it got its name. Acetylsalicylic acid methyl ester. Acetylsalicylic acid can be cyclized to produce 4-hydroxycoumarin. Methyl salicylate is used medicinally as a topical redness-promoting agent.
2. It is often used as a flavoring agent for oral medicines and lubricants in pharmaceutical preparations. It is also used in general flavors, such as the blending of spices such as ashes, and other 11 types such as chewing gum, mouthwash, etc. Buccal medications are also used. It is also used as a solvent and intermediate for pharmaceutical insecticides and fungicides.
3.Can be used in daily flavors such as acacia, tuberose, ylang-ylang, and succulent, especially suitable for toothpaste, oral cavity, etc. In detergents, it is also often used in food flavors such as strawberry, grape, and vanilla. The dosage in soft drinks is 59×10-6, the dosage in candies is 840×10-6, and the dosage in chewing gum is 8400×10-6.
