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Methyl Salicylate, Wintergreen Oil, Methyl Hydroxybenzoate, Betula Oil, Gaultheria Oil, 119-36-8

Methyl Salicylate, Wintergreen Oil, Methyl Hydroxybenzoate, Betula Oil, Gaultheria Oil, 119-36-8

METHYL SALICYLATE (WINTERGREEN OIL)

Methyl Salicylate / Wintergreen Oil / Salicylic Acid Methyl Ester / Methyl 2-Hydroxybenzoate
CAS Number: 119-36-8
EC Number: 204-317-7
FEMA Number: 2745

SECTION 1: PRODUCT IDENTIFICATION AND CHEMICAL IDENTITY

Parameter Information
Product Name Methyl Salicylate
Other Names Wintergreen Oil, Salicylic Acid Methyl Ester, Methyl 2-Hydroxybenzoate, Betula Oil, Gaultheria Oil
CAS Number 119-36-8
EC Number (EINECS) 204-317-7
FEMA Number 2745
Molecular Formula C₈H₈O₃
Molecular Weight 152.15 g/mol
Chemical Structure Methyl ester of salicylic acid
Appearance Colorless to reddish or yellowish liquid
Odor Pungent, characteristic minty/wintergreen aroma
Taste Sweet, warming, minty

Methyl salicylate is an organic compound that is the methyl ester of salicylic acid. It is a naturally occurring substance found in several plants, particularly in wintergreen (Gaultheria procumbens) and sweet birch (Betula lenta) oils. It is widely used as a flavoring agent, fragrance component, and topical analgesic. It is known for its characteristic minty/wintergreen odor and its counterirritant properties in topical pain relief formulations.

SECTION 2: SYNONYMS AND OTHER NAMES

Type Name
Turkish Names Metil Salisilat, Kış Yeşili Yağı
English Names Methyl Salicylate, Wintergreen Oil, Methyl 2-Hydroxybenzoate
Chemical Names Salicylic Acid Methyl Ester, 2-Hydroxybenzoic Acid Methyl Ester
CAS Number 119-36-8
EC Number 204-317-7
FEMA Number 2745
HS Code 2918.23

SECTION 3: CHEMICAL STRUCTURE

3.1. Molecular Structure

Methyl salicylate is the methyl ester of salicylic acid. The molecule consists of a benzene ring with a hydroxyl group (-OH) at the ortho position and a methyl ester group (-COOCH₃) at the carboxylic acid position.

Structural Formula:

        COOCH₃
         |
         OH

More Detailed Representation:

        COOCH₃
         |
         C
        / \
       /   \
      /     \
     /       \
    C         C
    |         |
    C - OH    C
    |         |
    C         C
     \       /
      \     /
       \   /
        \ /
         C

3.2. Molecular Formula

C₈H₈O₃

3.3. Molecular Weight

152.15 g/mol

3.4. Key Structural Features

Feature Description
Functional Groups Ester (-COO-), Phenolic Hydroxyl (-OH)
Aromatic Ring Benzene ring (6-membered)
Substituents Hydroxyl (-OH) at ortho position; Methyl ester (-COOCH₃)
IUPAC Name Methyl 2-hydroxybenzoate
SMILES COC(=O)C1=CC=CC=C1O
InChI Key OSWPMRLSEDHDFF-UHFFFAOYSA-N

SECTION 4: PHYSICAL AND CHEMICAL PROPERTIES

Property Value
Appearance Colorless to reddish or yellowish liquid
Odor Pungent, characteristic minty/wintergreen aroma
Molecular Formula C₈H₈O₃
Molecular Weight 152.15 g/mol
Density (25°C) ~1.17 g/cm³
Boiling Point 220 – 222 °C
Melting Point -8 °C
Flash Point ~96 °C (closed cup)
Autoignition Temperature ~450 °C
Water Solubility (20°C) Slightly soluble (~0.7 g/L)
Alcohol Solubility Freely soluble
Oil Solubility Freely soluble
pH Neutral
Vapor Pressure (25°C) ~0.04 mmHg
Refractive Index (20°C) ~1.536
Viscosity (25°C) ~4.0 cP
Dielectric Constant ~8.5

SECTION 5: SOLUBILITY PROFILE

Solvent Solubility Conditions
Water Slightly soluble (~0.7 g/L) 20°C
Ethanol Freely soluble 25°C
Methanol Freely soluble 25°C
Acetone Freely soluble 25°C
Chloroform Freely soluble 25°C
Ether Freely soluble 25°C
Vegetable Oils Freely soluble 25°C

SECTION 6: CHEMICAL PROPERTIES AND REACTIVITY

Property Information
Chemical Character Neutral (ester with phenolic OH)
Stability Stable under normal storage conditions
Hydrolysis Hydrolyzes to salicylic acid and methanol in the presence of acids or bases
Oxidation May oxidize upon prolonged exposure to air and light
Incompatible Materials Strong acids, strong bases, strong oxidizers, alkali hydroxides
Decomposition Upon heating, produces toxic fumes (carbon monoxide, carbon dioxide)

SECTION 7: REACTION EQUATIONS

7.1. Hydrolysis (Acid or Base)

Methyl Salicylate + H₂O → Salicylic Acid + Methanol

7.2. Esterification (Synthesis)

Salicylic Acid + Methanol → Methyl Salicylate + H₂O

7.3. Oxidation

Methyl Salicylate + [O] → Oxidation Products (quinones, etc.)

SECTION 8: MECHANISM OF ACTION (TOPICAL ANALGESIC)

Parameter Description
Counterirritant Effect Produces a cooling sensation followed by a warming effect on the skin.
Vasodilation Causes local vasodilation (increased blood flow) in the application area.
Pain Relief The warming and cooling sensations distract from underlying pain (counterirritant mechanism).
Deep Tissue Penetration Penetrates the skin and reaches underlying muscles and joints.
Absorption Absorbed through the skin; systemic absorption is possible with large area application.

SECTION 9: APPLICATIONS AND INDUSTRIAL USES

9.1. Pharmaceutical and Medical Applications

Application Function
Topical Analgesics Muscle and joint pain relief in creams, gels, and ointments.
Anti-inflammatory Products Reduces inflammation in muscles and joints.
Cold Relief Chest rubs for cold symptoms.
Counterirritant Provides warming/cooling sensation to relieve pain.
Liniments and Balms Used in sports creams and muscle rubs.

9.2. Cosmetics and Personal Care

Application Function
Toothpaste Flavoring agent; provides freshness.
Mouthwash Oral care products; flavoring agent.
Massage Oils Muscle relaxant and refreshing effect.
Perfume Fragrance component.
Skin Care Refreshing products.
Shaving Products Aftershave lotions.
Deodorants Fragrance component.

9.3. Food Industry

Application Function
Chewing Gum Flavoring agent.
Confectionery Sweetener and flavoring agent.
Beverages Low-dose flavor additive.
Candy and Lozenges Flavoring agent.

9.4. Industrial Applications

Application Function
Essence Production Fragrance component.
Adhesives Solvent and additive.
Solvents Industrial solvent formulations.
Paints and Coatings Solvent and fragrance masking.
Plasticizers In some formulations.

9.5. Agricultural Applications

Application Function
Insect Repellent Auxiliary component in formulations.
Pesticide Formulations As a solvent or adjuvant.

SECTION 10: TOXICOLOGICAL PROFILE

Parameter Value
Acute Oral Toxicity (LD50, Rat) ~887 mg/kg (moderate toxicity)
Acute Dermal Toxicity (LD50, Rabbit) > 5,000 mg/kg
Skin Irritation May cause skin irritation (H315).
Eye Irritation May cause serious eye irritation (H319).
Inhalation Vapors may cause headache and nausea.
Ingestion Dangerous for children; may cause salicylate poisoning.
Carcinogenicity Not classified as a carcinogen.
Mutagenicity Negative in standard tests.
Target Organs Skin, eyes, respiratory system, gastrointestinal tract (if ingested)

SECTION 11: GHS CLASSIFICATION AND LABELING

Hazard Class Category H-Statement
Acute Toxicity (Oral) Category 4 H302
Skin Irritation Category 2 H315
Eye Irritation Category 2 H319

Signal Word: WARNING

Hazard Pictograms: GHS07 (Exclamation Mark)

Hazard Statements (H-Codes):

Code Statement
H302 Harmful if swallowed.
H315 Causes skin irritation.
H319 Causes serious eye irritation.

SECTION 12: PRECAUTIONARY STATEMENTS (P-CODES)

Code Statement
P261 Avoid breathing dust/fume/gas/mist/vapors/spray.
P264 Wash hands thoroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell.
P302+P352 IF ON SKIN: Wash with plenty of soap and water.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present.
P337+P313 If eye irritation persists: Get medical advice/attention.
P501 Dispose of contents/container in accordance with local regulations.

SECTION 13: FIRST AID MEASURES

Route of Exposure Action to Be Taken
Inhalation Move to fresh air. If breathing difficulty occurs, seek medical attention.
Skin Contact Wash with plenty of soap and water. Remove contaminated clothing. If irritation persists, consult a physician.
Eye Contact Rinse thoroughly with plenty of water for at least 15 minutes. Remove contact lenses. Seek medical attention.
Ingestion Do not induce vomiting. Seek immediate medical attention. Never give anything by mouth to an unconscious person.

SECTION 14: FIRE-FIGHTING MEASURES

Parameter Information
Fire Hazard Combustible liquid.
Flash Point ~96 °C (closed cup)
Autoignition Temperature ~450 °C
Suitable Extinguishing Media Water spray, CO₂, dry chemical powder, alcohol-resistant foam.
Hazards During Fire Thermal decomposition produces toxic fumes including carbon monoxide and carbon dioxide.
Special Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing.

SECTION 15: ACCIDENTAL RELEASE MEASURES

Parameter Information
Personal Protection Protective gloves, goggles, chemical-resistant clothing.
Ventilation Increase ventilation; use local exhaust in confined spaces.
Containment Cover spilled area with inert material (sand, vermiculite).
Cleaning Methods Collect with inert absorbent material and place in appropriate waste container.
Environmental Precautions Prevent entry into drains, sewers, and water bodies.
Waste Disposal Dispose of in accordance with local regulations.

SECTION 16: STORAGE AND SHELF LIFE

Parameter Information
Storage Conditions Store in a cool, dry, and well-ventilated area.
Temperature 15-25°C
Container Requirements Keep tightly closed in original packaging.
Materials to Protect From Direct sunlight, heat, sparks, strong oxidizers.
Packaging Materials Glass bottles, HDPE bottles, drums.
Shelf Life 24 months (under proper storage conditions).
Stability Note Stable; may darken with age due to oxidation.

SECTION 17: PACKAGING OPTIONS

Packaging Type Quantity Material
Glass Bottle 1 kg, 5 kg Amber glass
HDPE Bottle 1 kg, 5 kg, 10 kg HDPE
HDPE Drum 25 kg, 50 kg HDPE
Steel Drum 200 kg Stainless steel

SECTION 18: TRANSPORT INFORMATION

Parameter Information
UN Number Not applicable (not classified as dangerous goods for transport)
Hazard Class Not applicable
Packing Group Not applicable
ADR/RID Not regulated
IMDG Code Not regulated
IATA (Air) Not regulated
Marine Pollutant No
Transport Temperature Ambient temperature; protect from heat and light.

SECTION 19: REGULATORY INFORMATION

Region / Authority Status
European Union REACH registered; approved as flavoring.
USA (FDA) Approved as food additive (21 CFR 172.230).
EFSA Approved as flavoring substance.
FEMA GRAS (FEMA Number 2745).
Turkey Approved in Turkish Food Codex.
JECFA Approved.

SECTION 20: NATURAL SOURCES

Source Scientific Name Description
Wintergreen Gaultheria procumbens Primary natural source; contains up to 98% methyl salicylate.
Sweet Birch Betula lenta Contains up to 98% methyl salicylate.
Teaberry Gaultheria shallon Contains methyl salicylate.
Sweet Bay Pimenta racemosa Contains methyl salicylate as a minor component.

SECTION 21: FOOD INDUSTRY APPLICATIONS (DETAILED)

Application Function Typical Usage
Chewing Gum Flavoring agent 0.1 – 1.0%
Hard Candy Flavoring agent 0.05 – 0.5%
Mint Lozenges Flavoring agent 0.05 – 0.5%
Soft Drinks Flavor additive 0.005 – 0.05%
Liqueurs Flavor component 0.01 – 0.1%
Confectionery Flavoring agent 0.05 – 0.5%
Flavor Enhancer Provides wintergreen/mint notes Varies

SECTION 22: QUICK REFERENCE TABLE

Property Value
CAS Number 119-36-8
EC Number 204-317-7
FEMA Number 2745
Molecular Formula C₈H₈O₃
Molecular Weight 152.15 g/mol
Appearance Colorless to reddish liquid
Odor Minty/wintergreen
Density (25°C) ~1.17 g/cm³
Boiling Point 220 – 222 °C
Flash Point ~96 °C
Solubility in Water Slightly soluble (~0.7 g/L)
Primary Uses Topical analgesic, flavoring, fragrance
Shelf Life 24 months
UN Number Not applicable

SECTION 23: CRITICAL NOTICES AND BEST PRACTICES

CRITICAL NOTICES:

  1. Dangerous for Children: Methyl salicylate is toxic in high doses. Keep out of reach of children. If swallowed, seek immediate medical attention. As little as 4-5 mL can be fatal in children.

  2. Topical Use: When applied to the skin, there is a risk of systemic absorption with large-area or long-term use. Do not exceed recommended dosage. Do not apply to broken or irritated skin.

  3. Food Use: In food applications, it is used at low doses. Only food-grade products should be used in food applications.

  4. Drug Interactions: May interact with anticoagulant medications (warfarin, aspirin). Consult a physician before use with these medications.

  5. Storage: Store in a cool, dry, and well-ventilated area in tightly closed containers. Keep away from direct sunlight and heat sources.

  6. PPE: Use protective gloves, goggles, and adequate ventilation when handling.

  7. Ingestion: Do not induce vomiting. Seek immediate medical attention.

  8. Shelf Life: 24 months under proper conditions. Should be used shortly after opening to prevent oxidation.

  9. Oxidation: May darken with age due to oxidation. Store under inert atmosphere for long-term storage.

BEST PRACTICE RECOMMENDATIONS:

  • Storage: Store in a cool, dry, and well-ventilated area in tightly closed containers. Protect from light and heat.

  • Personnel Protection: Use protective gloves, goggles, and adequate ventilation.

  • Dosage Control: In pharmaceutical and food applications, follow recommended dosage guidelines.

  • Quality Assurance: Monitor color and odor for signs of oxidation. Test for purity and heavy metals.

  • Waste Management: Dispose of waste in accordance with local regulations. Do not pour down drains.

LEGAL DISCLAIMER:

This Technical Data Sheet (TDS) is for informational purposes only and is prepared based on available technical data. The user is solely responsible for determining the suitability of the product for their specific application and for complying with all local, national, and international regulations. For complete safety, storage, handling, transport, waste, and regulatory compliance information, the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier must be consulted. This document does not substitute professional or medical advice.

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