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Send EmailButylated Hydroxyanisole, Butyl Hydroxy Anisole, E320, BHA, 25013-16-5
| Parameter | Information |
|---|---|
| Product Name | Butylated Hydroxyanisole |
| Chemical Name | 2(3)-tert-Butyl-4-methoxyphenol |
| Synonyms (Turkish) | Bütillenmiş Hidroksianisol, BHA, Bütil Hidroksi Anisol, Antioksidan B |
| Synonyms (English) | Butylated Hydroxyanisole, BHA, Antioxyne B, 2(3)-tert-Butyl-4-hydroxyanisole |
| E Number | E320 |
| CAS Number | 25013-16-5 |
| Molecular Formula | C₁₁H₁₆O₂ |
| Molecular Weight | 180.247 g/mol |
| Appearance | White to pale yellow, crystalline flakes or waxy solid |
| Odor | Slight aromatic odor |
BHA (Mixture of 2- and 3-tert-butyl-4-methoxyphenol)
Dominant Isomer (3-tert-butyl-4-hydroxyanisole - approximately 90%):
OCH₃
|
OH |
| |
(CH₃)₃C—C₆H₃—C—H
|
H
Structure Description:
Monohydric phenolic antioxidant.
Mixture of 2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol.
Approximate isomer ratio: 90% 3-tert-butyl isomer and 10% 2-tert-butyl isomer.
Exhibits free radical scavenging and stabilizing properties.
| Parameter | Information |
|---|---|
| Product Name | Butylated Hydroxyanisole |
| Chemical Name | 2(3)-tert-Butyl-4-methoxyphenol |
| Synonyms (Turkish) | Bütillenmiş Hidroksianisol, BHA, Bütil Hidroksi Anisol, Antioksidan B |
| Synonyms (English) | Butylated Hydroxyanisole, BHA, Antioxyne B, 2(3)-tert-Butyl-4-hydroxyanisole |
| E Number | E320 |
| CAS Number | 25013-16-5 |
| Molecular Formula | C₁₁H₁₆O₂ |
| Molecular Weight | 180.247 g/mol |
| Chemical Class | Phenolic antioxidant; Monohydric phenol; Food additive |
| Source | Synthetic (tert-butylation and methylation reactions) |
| Physical State (20°C) | Solid (waxy, crystalline flakes or powder) |
| Odor | Slight aromatic odor |
| Color | White to pale yellow |
| Taste | Slightly bitter, astringent |
| Property | Value | Test Method / Note |
|---|---|---|
| Appearance | White to pale yellow crystalline flakes or waxy solid | Visual |
| Odor | Slight aromatic odor | Olfactometric |
| Molecular Weight | 180.247 g/mol | Calculated |
| Density (20°C) | ~1.00 g/cm³ | ASTM D4052 |
| Melting Point | 58 – 60°C | DSC |
| Boiling Point | 264 – 270°C (decomposes) | – |
| Flash Point | ~131°C | – |
| Solubility in Water | Insoluble | General Method |
| Solubility in Ethanol | Freely soluble | General Method |
| Solubility in Methanol | Freely soluble | General Method |
| Solubility in Propylene Glycol | Freely soluble | General Method |
| Solubility in Fats/Oils | Soluble | General Method |
| Log P (Octanol/Water) | ~3.5 | – |
| pH (Saturated Solution) | ~5.5 – 6.5 | pH Meter |
| Stability | Sensitive to light, heat, and oxidizing agents; Degrades upon prolonged exposure to sunlight | – |
| Antioxidant Activity | Very high; One of the most effective food-grade antioxidants | – |
| Heavy Metals (as Pb) | ≤ 10 ppm | AAS / ICP |
| Arsenic (As) | ≤ 2 ppm | AAS / ICP |
| Lead (Pb) | ≤ 2 ppm | AAS / ICP |
| Sulfated Ash | ≤ 0.1% | Gravimetric |
| Loss on Drying | ≤ 0.5% | Gravimetric (105°C) |
| Assay (BHA) | ≥ 98.5% – 100.5% | HPLC / Titrimetric |
| Property | BHA (E320) | Propyl Gallate (E310) | BHT (E321) | TBHQ (E319) |
|---|---|---|---|---|
| CAS Number | 25013-16-5 | 121-79-9 | 128-37-0 | 1948-33-0 |
| Solubility | Fat-soluble | Fat-soluble | Fat-soluble | Fat-soluble |
| Antioxidant Power | Very high | Very high | High | Very high |
| Heat Stability | Good | Moderate | Good | Excellent |
| Color Stability | Good | Moderate (may cause discoloration) | Good | Good |
| Water Solubility | Insoluble | Low | Insoluble | Low |
| Safety Profile | Controversial/Carcinogenic concern | Moderate | Controversial/Toxicity concern | Acceptable |
| Primary Use | Fats, oils, cosmetics, pharmaceuticals | Fats, oils, cosmetics | Fats, oils, feed | Frying oils |
| Property | Description |
|---|---|
| Antioxidant Mechanism | Scavenges and stabilizes free radicals; Reacts with lipid peroxyl radicals to break the chain reaction; Prevents lipid peroxidation. |
| Phenolic Structure | Monohydric phenolic structure; Forms stable phenoxyl radicals by donating hydrogen atoms; Neutralizes free radicals. |
| Lipophilic Character | High fat solubility; Excellent distribution in oil and fat systems. |
| Metal Chelation | Limited metal chelation properties; Recommended for use with synergists like citric acid. |
| Synergistic Effect | Exhibits synergistic effects with other antioxidants (BHT, ascorbic acid, citric acid, tocopherols). |
| Autoxidation Inhibition | Preserves the taste and color of volatile oils; Protects fat-soluble vitamins (A, D, E, K); Prevents hardening of foods. |
Method 1: tert-Butylation of p-Methoxyphenol
Reaction: p-Methoxyphenol + Isobutylene / tert-Butyl alcohol → BHA (2- and 3-isomer mixture)
Description: p-Methoxyphenol is reacted with isobutylene or tert-butyl alcohol in the presence of an acid catalyst (sulfuric acid or phosphoric acid); The reaction yields a mixture of 2-tert-butyl and 3-tert-butyl isomers (10:90 ratio); The product is purified by distillation and crystallization.
Method 2: Alkylation of Hydroquinone Methyl Ether
Process: Hydroquinone → Methylation → p-Methoxyphenol → Alkylation → BHA
Description: Hydroquinone methyl ether is alkylated with tert-butyl alcohol or isobutylene; Acid catalyst is used; Isomer mixture is obtained; Purification yields a white to pale yellow crystalline product.
| Property | Description |
|---|---|
| Antioxidant (Food) | Prevents oxidation of fats and oils; Extends shelf life of fatty foods; Prevents rancidity; Protects fat-soluble vitamins. |
| Cosmetic Ingredient | Prevents oxidation in cosmetic products; Extends shelf life; Used in creams, lotions, makeup products. |
| Pharmaceutical Stabilizer | Prevents oxidation in drug formulations (vitamin D3, isotretinoin, lovastatin, simvastatin); Stabilizes active ingredients. |
| Industrial Stabilizer | Prevents oxidation in rubber and petroleum products; Used as an antioxidant in biodiesel production; Improves fuel quality. |
| Feed Additive | Prevents oxidation in animal feed; Used in the production of dry solid feed pellets. |
| Synergistic Agent | Activity increases when used with BHT, ascorbic acid, citric acid, and tocopherols. |
| Industry / Application | Function | Typical Use |
|---|---|---|
| Food Industry (E320) | Antioxidant, preservative | Edible oils, fats, margarine, meat products, snack foods, chewing gum, breakfast cereals; Maximum 200 mg/kg fat (varies by country) |
| Cosmetics | Antioxidant, shelf-life extender | Creams, lotions, makeup products, lipsticks, sunscreens; Dosage: 0.01 – 0.1% |
| Pharmaceutical | Stabilizer, antioxidant | Vitamin D3, isotretinoin, lovastatin, simvastatin containing drugs; Creams, gels, gelatin capsules, tablets; Dosage: 0.01 – 0.1% |
| Animal Feed | Antioxidant | Animal feeds, dry pet foods; Dosage: 50 – 150 mg/kg feed (subject to regulations) |
| Industrial | Stabilizer | Rubber products, petroleum products, biodiesel, lubricants, plastics; Dosage: 0.1 – 0.5% |
| Volatile Oils | Antioxidant | Most effective antioxidant for preserving the taste and color of volatile oils |
Oil Antioxidant Blend:
| Component | Amount |
|---|---|
| BHA (E320) | 100 – 200 mg/kg oil |
| Vegetable Oil | 100% |
| Citric Acid (Synergist) | 50 – 100 mg/kg oil |
| BHT (optional, synergist) | 50 – 100 mg/kg oil |
Instructions: Dissolve BHA in oil with gentle heating (40-50°C); Add citric acid and/or BHT for synergistic effect; Protect from light and heat.
Cosmetic Cream (100 g):
| Component | Amount |
|---|---|
| BHA (E320) | 0.01 – 0.1 g |
| Emulsifiers | As required |
| Oils (Carrier) | As required |
| Water | To 100 g |
| Preservatives | As required |
Instructions: Dissolve BHA in oil phase; Emulsify with water phase; Cool with mixing.
| Parameter | Food Grade (E320) | Pharmaceutical Grade | Cosmetic Grade | Test Method |
|---|---|---|---|---|
| Appearance | White to pale yellow flakes or waxy solid | White to pale yellow flakes | White to pale yellow flakes | Visual |
| Assay (BHA) | ≥ 98.5% – 100.5% | ≥ 99.0% | ≥ 98.5% | HPLC / Titrimetric |
| Melting Point | 58 – 60°C | 58 – 60°C | 58 – 60°C | DSC |
| Loss on Drying | ≤ 0.5% | ≤ 0.5% | ≤ 0.5% | Gravimetric |
| Sulfated Ash | ≤ 0.1% | ≤ 0.1% | ≤ 0.1% | Gravimetric |
| Heavy Metals (as Pb) | ≤ 10 ppm | ≤ 5 ppm | ≤ 10 ppm | AAS / ICP |
| Arsenic (As) | ≤ 2 ppm | ≤ 1 ppm | ≤ 2 ppm | AAS / ICP |
| Lead (Pb) | ≤ 2 ppm | ≤ 1 ppm | ≤ 2 ppm | AAS / ICP |
| Isomer Ratio (3-tert / 2-tert) | ≥ 90:10 | ≥ 90:10 | ≥ 90:10 | HPLC |
| Particle Size | Customer requirement | Customer requirement | Customer requirement | Sieve / Laser |
| Parameter | Value |
|---|---|
| Acute Oral Toxicity (LD50, Rat) | ~ 2,000 – 5,000 mg/kg (low to moderate toxicity) |
| Acute Dermal Toxicity | Low toxicity; Mild irritation |
| Skin Irritation | Mild irritation; Sensitization possible |
| Eye Irritation | Mild irritation |
| Chronic Toxicity | Liver and kidney effects at high doses |
| Carcinogenicity | According to the U.S. National Institutes of Health (NIH/NTP) report, there is evidence of carcinogenicity in experimental animals; It is stated that it may be a human carcinogen. |
| Mutagenicity | Some studies have shown mutagenic potential |
| Reproductive Toxicity | Reproductive effects may be observed at high doses |
| Allergenicity | May cause allergic reactions in sensitive individuals |
| Acceptable Daily Intake (ADI) | 0 – 0.5 mg/kg body weight (EFSA) / 0.5 mg/kg (JECFA) |
| Special Toxicity Note | Due to carcinogenic concerns, its use is restricted or banned in many countries.; Use as a food additive is restricted in the European Union; Completely banned in some countries; Not recommended for use in children's foods; Caution for pregnant/nursing women. |
GHS Classification (in accordance with CLP and UN GHS):
| Hazard Class | Category | H-Statement |
|---|---|---|
| Skin Irritation | Category 2 | H315 |
| Eye Irritation | Category 2 | H319 |
| Specific Target Organ Toxicity (Single Exposure) | Category 3 | H335 |
| Serious Eye Damage | Category 1 | H318 (in some formulations) |
Signal Word: WARNING
Hazard Pictograms: GHS07 (Exclamation Mark)
Hazard Statements (H-Codes):
| Code | Statement |
|---|---|
| H315 | Causes skin irritation |
| H319 | Causes serious eye irritation |
| H335 | May cause respiratory irritation |
| H318 | Causes serious eye damage (in some formulations) |
NFPA 704 Hazard Classification:
| Health | Flammability | Reactivity | Special |
|---|---|---|---|
| 2 | 1 | 0 | - |
| (Moderate health hazard) | (Combustible) | (Stable) | (None) |
| Code | Statement |
|---|---|
| P261 | Avoid breathing dust/fume/gas/mist/vapors/spray |
| P264 | Wash hands thoroughly after handling |
| P271 | Use only outdoors or in a well-ventilated area |
| P280 | Wear protective gloves/protective clothing/eye protection/face protection |
| P302+P352 | IF ON SKIN: Wash with plenty of soap and water |
| P304+P340 | IF INHALED: Remove person to fresh air and keep comfortable for breathing |
| P305+P351+P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and continue rinsing |
| P312 | Call a POISON CENTER/doctor if you feel unwell |
| P332+P313 | If skin irritation occurs: Get medical advice/attention |
| P337+P313 | If eye irritation persists: Get medical advice/attention |
| P362+P364 | Take off contaminated clothing and wash it before reuse |
| P403+P233 | Store in a well-ventilated place. Keep container tightly closed |
| P501 | Dispose of contents/container in accordance with local/regional/national/international regulations |
| Exposure Route | Action to Take |
|---|---|
| Inhalation | Remove to fresh air immediately. If respiratory irritation develops, seek medical attention. |
| Skin Contact | Wash with plenty of soap and water. Remove contaminated clothing. If irritation persists, get medical attention. |
| Eye Contact | Rinse immediately with plenty of water for at least 15 minutes. Keep eyelids open. Remove contact lenses if present. If irritation persists, seek medical attention. |
| Ingestion | Rinse mouth. Drink plenty of water. Do not induce vomiting. If large quantities are ingested or if feeling unwell, seek medical attention. |
| Parameter | Information |
|---|---|
| Fire Hazard | Combustible organic material. Dust cloud may form explosive mixture with air (if finely dispersed). |
| Hazards Arising from Fire | Thermal decomposition produces carbon monoxide, carbon dioxide, and irritating fumes. |
| Suitable Extinguishing Media | Water spray, CO₂, dry chemical powder, foam. |
| Unsuitable Extinguishing Media | Water jet (may spread dust) |
| Special Protective Equipment | Self-contained breathing apparatus (SCBA), full protective clothing. |
| Special Precautions | Prevent dust from entering sewers and waterways. Avoid dust cloud formation. |
| Parameter | Information |
|---|---|
| Storage Conditions | Store in a cool, dry, well-ventilated area; PROTECT FROM LIGHT and HEAT; Keep away from direct sunlight, heat, and oxidizing agents. |
| Container Requirements | Tightly closed, light-proof, moisture-proof containers (aluminum foil-lined bags, HDPE containers, amber glass). |
| Materials to Protect From | Light, heat, strong oxidizing agents, moisture, combustible materials |
| Shelf Life | 24 – 48 months (in unopened original packaging, under proper storage conditions). |
| Stability Note | Sensitive to light and heat; Degrades upon prolonged exposure to sunlight; Keep container tightly closed. |
| Special Storage Requirements | Store in a dark, cool, dry place; Avoid exposure to air, light, and oxidizing agents. |
| Packaging Type | Quantity | Material |
|---|---|---|
| Multi-layer Paper Bag | 10 kg, 20 kg, 25 kg | PE-lined kraft paper bag (moisture-proof) |
| Plastic Bag | 5 kg, 10 kg, 25 kg | PE bag (inner-lined, sealed, moisture-proof) |
| Fiber Drum | 20 kg, 25 kg | PE-lined fiberboard drum |
| Plastic Drum | 25 kg, 50 kg | HDPE / Polypropylene (moisture-proof) |
| Aluminum Foil Bag | 1 kg, 5 kg, 10 kg | Aluminum foil laminated bag (light and moisture-proof) |
| FIBC / Big Bag | 500 kg, 1000 kg | PE-lined, moisture-resistant PP woven bag |
| Parameter | Information |
|---|---|
| UN Number | Not regulated (non-hazardous) |
| Hazard Class | Not applicable |
| Packing Group | Not applicable |
| ADR/RID | Not regulated |
| IMDG Code | Not regulated (non-hazardous) |
| IATA (Air) | Not regulated (non-hazardous) |
| Marine Pollutant | No |
| Transport Temperature | Ambient temperature; Protect from moisture and light. |
| Region / Authority | Status |
|---|---|
| European Union | Use as a food additive is restricted; Banned or strictly limited in many EU countries. |
| USA (TSCA) | Listed (TSCA Inventory) |
| USA (FDA) | GRAS (Generally Recognized as Safe); Food additive; 21 CFR 172.110, 21 CFR 172.115 |
| USA (NIH/NTP) | Reported as "reasonably anticipated to be a human carcinogen" (carcinogenic findings in experimental animals) |
| Turkey | Food additive E320; Ministry of Agriculture approval required; Use is restricted, limited to specific products. |
| IARC | Group 2B - Possibly carcinogenic to humans (limited evidence) |
| NTP | Listed as "Reasonably Anticipated to be a Carcinogen" |
| OSHA | Regulated as irritant |
| California (Prop 65) | Listed - Known to cause cancer |
| Halal | Yes (with certification) |
| Kosher | Yes (with certification) |
| Vegan | Yes |
| Type | Name |
|---|---|
| Turkish Names | Bütillenmiş Hidroksianisol, Bütil Hidroksi Anisol, BHA, Antioksidan B |
| English Names | Butylated Hydroxyanisole, BHA, Antioxyne B, Butyl Hydroxy Anisol |
| Chemical Names | 2(3)-tert-Butyl-4-methoxyphenol; tert-Butyl-4-hydroxyanisole; 2-tert-Butyl-4-methoxyphenol; 3-tert-Butyl-4-methoxyphenol |
| E Number | E320 |
| CAS Number | 25013-16-5 |
| Molecular Formula | C₁₁H₁₆O₂ |
| HS Code | 2907.19 |
| Synonyms | tert-Butyl-4-methoxyphenol, Antioxyne B, Tenox BHA |
| Parameter | Value |
|---|---|
| Product | Butylated Hydroxyanisole (BHA - E320) |
| CAS Number | 25013-16-5 |
| E Number | E320 |
| Molecular Formula | C₁₁H₁₆O₂ |
| Molecular Weight | 180.247 g/mol |
| Appearance | White to pale yellow crystalline flakes or waxy solid |
| Melting Point | 58 – 60°C |
| Primary Function | Antioxidant, preservative |
| Main Application Areas | Food (E320), cosmetics, pharmaceuticals, animal feed, industrial |
| Shelf Life | 24 – 48 months |
| GHS Signal Word | WARNING |
| UN Number | Not regulated |
| Special Properties | Monohydric phenolic antioxidant; Fat-soluble; Strong free radical scavenger; ADI: 0-0.5 mg/kg; Reported as possible human carcinogen by U.S. NIH/NTP; Restricted in EU, GRAS in USA |
CRITICAL WARNINGS:
CARCINOGENIC CONCERN: The U.S. National Institutes of Health (NIH/NTP) reports that BHA has carcinogenic findings in experimental animals and states that it may be a human carcinogen. Classified as IARC Group 2B (possibly carcinogenic to humans).
Listed as a carcinogen on the California Prop 65 list.
Causes skin irritation (H315) and serious eye irritation (H319). Wear protective equipment.
May cause respiratory irritation (H335). Avoid inhalation of dust.
Sensitive to light, heat, and oxidizing agents.
Combustible – keep away from open flames and high heat.
Use as a food additive is restricted or banned in the EU. Completely banned in some countries.
Not recommended for use in children's foods.
Caution for pregnant/nursing women.
Exhibits synergistic effects with other antioxidants (BHT, ascorbic acid, citric acid).
BEST PRACTICE RECOMMENDATIONS:
Food Industry (E320): Use as antioxidant in fats and oils; Edible oils, margarine, meat products, snack foods; Adjust usage levels according to national regulations (typically maximum 200 mg/kg fat) ; Dissolve in oil with gentle heating; Combine with BHT, ascorbic acid, or citric acid for synergistic effect.
Cosmetics: Use as antioxidant; Creams, lotions, makeup products; Dosage 0.01-0.1%; Dissolve in oil phase; Extends shelf life; Prevents oxidation.
Pharmaceutical: Use as stabilizer and antioxidant; Vitamin D3, isotretinoin, lovastatin, simvastatin containing drugs; Dosage 0.01-0.1%; Stabilizes active ingredients; Creams, gels, capsules, tablets.
Animal Feed: Use as antioxidant; Dosage 50-150 mg/kg feed; Subject to regulatory control; Check regional regulations.
Industrial: Use as stabilizer; Rubber, petroleum products, biodiesel; Dosage 0.1-0.5%; Improves fuel quality in biodiesel production.
Handling: Use in well-ventilated areas; Avoid dust formation; Use dust masks (N95/FFP2) and protective equipment.
Personal Protective Equipment: Dust mask (N95/FFP2 or higher), safety goggles, chemical-resistant gloves (nitrile, neoprene), protective clothing.
Hygiene: Wash hands thoroughly after handling; Do not eat, drink, or smoke while using.
Storage: Store in tightly closed, light-proof, moisture-proof containers; Store in a cool, dry, well-ventilated area; Protect from light, heat, and oxidizing agents; Shelf life: 24-48 months under proper conditions.
Spill Management: Sweep or vacuum (HEPA) and place in suitable sealed container; Avoid dust formation; Do not allow entry into drains or waterways.
Disposal: Dispose of in accordance with local, regional, and national regulations; Non-hazardous waste; Can be incinerated in compliance with regulations.
DETECTION METHODS:
| Method | Description | Advantages | Disadvantages |
|---|---|---|---|
| HPLC | Most common for food, cosmetics, and pharmaceuticals | High sensitivity, reliable, isomer separation | High cost, requires expertise |
| GC | Volatile derivatives analysis | Detects very low concentrations | Complex sample preparation |
| UV-Vis Spectrophotometry | UV absorption of phenolic structure | Fast, low cost | Low selectivity, interference |
| LC-MS/MS | High-sensitivity quantitative analysis | Very low detection limits, high specificity | High cost, requires expertise |
| Electrochemical Sensors | Rapid screening method | Fast, portable | Limited outside laboratory |
| Product | Chemical Name / E Code | Application | Strength | Weakness | Status |
|---|---|---|---|---|---|
| BHA (E320) | Butylated Hydroxyanisole | Fatty foods, cosmetics, pharma | Cheap, widespread, strong antioxidant | Carcinogenic concern, banned in some countries | Restricted in Turkey, restricted/banned in EU, GRAS in USA |
| Propyl Gallate (E310) | Propyl 3,4,5-trihydroxybenzoate | Fatty foods, cosmetics, pharma | Strong antioxidant, versatile | Side effects, limited food use | Restricted in Turkey, tight in EU |
| BHT (E321) | Butylated Hydroxytoluene | Fatty foods, cosmetics, feed | Low cost, high stability | Toxicity concerns, banned in some markets | Allowed in Turkey, restricted in EU |
| TBHQ (E319) | Tertiary Butylhydroquinone | Frying oils, food | Excellent heat stability | Safety concerns | Banned in some countries, allowed in EU |
| Tocopherols (E306-309) | Vitamin E natural derivatives | Food, cosmetics, pharma | Natural, consumer-friendly | Higher cost, lower stability | Widely accepted |
| Ascorbic Acid (E300) | Vitamin C | Food (water phase), cosmetics | Natural, safe | Ineffective in fatty products | Widely accepted |
LEGAL DISCLAIMER:
The information provided in this document is based on our current knowledge and experience and is presented in good faith. However, as all conditions of use are beyond our control, it does not constitute a binding specification or warranty. This Technical Data Sheet is for informational purposes only. Users are responsible for testing the suitability for their own applications and for complying with all local, regional, and national regulations. For complete safety, storage, use, handling, waste, and regulatory compliance information, please refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier. Due to the carcinogenic risk, particular caution is advised regarding the use of BHA, and regulatory requirements should be closely monitored.