4-tert-butyl-2-hexadecan-2-yl-6-methylphenol

C27H48O

CAS157661-93-3
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
157661-93-3
EC Number
410-760-9
UN Number
3082
Index Number
604-053-00-6
PubChem CID
18961322

Physical-chemical properties

Molecular Formula
C27H48O
Molar Mass
388.70 g/mol
IUPAC Name
4-tert-butyl-2-hexadecan-2-yl-6-methylphenol

Chemical Identifiers

InChI
InChI=1S/C27H48O/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-22(2)25-21-24(27(4,5)6)20-23(3)26(25)28/h20-22,28H,7-19H2,1-6H3
InChI Key
LALMYSXJJWCRDR-UHFFFAOYSA-N

Overview

4-tert-butyl-2-hexadecan-2-yl-6-methylphenol (CAS 157661-93-3) is a substituted phenolic compound with antioxidant properties and a long alkyl chain structure. This specialized phenolic antioxidant represents a sophisticated molecular design combining the proven antioxidant efficacy of substituted phenols with enhanced lipophilicity through its hexadecan-2-yl side chain. The compound's molecular structure features a phenol ring substituted with both a tert-butyl group at the 4-position and a methyl group at the 6-position, along with a substantial C16 alkyl chain at the 2-position. This configuration provides exceptional compatibility with hydrocarbon-based systems while maintaining strong radical scavenging capabilities. The substance exhibits characteristic safety considerations typical of phenolic antioxidants, classified under GHS with skin irritation and sensitization potential, alongside aquatic toxicity concerns. Its molecular weight of 388.7 g/mol and extensive alkyl substitution contribute to its excellent solubility in oils and polymers, making it particularly effective in applications requiring long-term oxidative protection. The compound shares structural similarities with related phenolic antioxidants such as 2-hexadecan-2-yl-4,6-dimethylphenol, though its specific substitution pattern provides unique performance characteristics. Primary industrial applications include use as a stabilizer in polymer processing, particularly in polyolefins and other thermoplastics where thermal oxidation resistance is critical. The compound also finds application in lubricant formulations where its dual antioxidant and lipophilic properties provide extended protection against oxidative degradation. Additionally, it serves as a processing aid in rubber and elastomer compounds, helping maintain material integrity during high-temperature manufacturing processes. OYSI maintains reliable supply chains for 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol to support diverse European industrial applications requiring specialized antioxidant solutions.

Safety & Classification

Warning
Classification:

Skin Irrit. 2; Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H315

Causes skin irritation.

H317

May cause an allergic skin reaction.

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Skin Contact

Irritant

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number3082
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping Name2-Methyl-4-(1,1-dimethylethyl)-6-(1-methylpentadecyl)-phenol
Marine PollutantNo

Frequently Asked Questions

What is 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol?

4-tert-butyl-2-hexadecan-2-yl-6-methylphenol is an organic chemical compound with the molecular formula C27H48O and CAS number 157661-93-3. This phenolic compound has a molecular weight of 388.7 g/mol and features a complex structure with tert-butyl and long-chain alkyl substituents. It is classified as a skin irritant and sensitizer with aquatic toxicity properties, requiring careful handling in industrial applications.

What are the physicochemical properties of 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol?

4-tert-butyl-2-hexadecan-2-yl-6-methylphenol is a large organic molecule with molecular formula C27H48O and molecular mass of 388.7 g/mol. Given its phenolic structure with extensive alkyl substitution, it likely exists as a viscous liquid or waxy solid at room temperature. The compound's lipophilic character suggests limited water solubility but good solubility in organic solvents and oils.

What is 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol used for?

4-tert-butyl-2-hexadecan-2-yl-6-methylphenol is primarily used as an antioxidant in industrial applications. Its phenolic structure with bulky substituents makes it effective at preventing oxidative degradation in polymers, lubricants, and other organic materials. The compound helps extend product shelf life and maintain performance characteristics by inhibiting free radical chain reactions that cause material deterioration.

How to handle 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol safely?

4-tert-butyl-2-hexadecan-2-yl-6-methylphenol requires careful handling due to its skin irritation and sensitization properties. Workers must wear protective gloves, safety glasses, and appropriate clothing to prevent skin contact. Ensure adequate ventilation in work areas and avoid generating dust or vapors. The compound carries GHS07 and GHS09 pictograms, indicating health and environmental hazards that demand proper safety protocols.

How to store 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol correctly?

4-tert-butyl-2-hexadecan-2-yl-6-methylphenol should be stored in tightly closed containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers sealed when not in use to prevent contamination and minimize exposure risks. Store away from water sources due to its aquatic toxicity classification and ensure proper labeling with hazard information.

What to do in case of contact with 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol?

In case of skin contact with 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. If eye contact occurs, rinse immediately with plenty of water. Due to its skin sensitizing properties, seek medical attention if irritation persists or allergic reactions develop. Do not induce vomiting if ingested.

How to dispose of 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol properly?

4-tert-butyl-2-hexadecan-2-yl-6-methylphenol must be disposed of according to local environmental regulations due to its aquatic toxicity classification. The compound cannot be discharged into waterways or standard waste streams. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Contaminated containers and materials require similar specialized disposal to prevent environmental contamination.

How to transport 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol?

4-tert-butyl-2-hexadecan-2-yl-6-methylphenol is classified as ADR Class 9 (miscellaneous dangerous goods), Packing Group III for transportation purposes. This classification indicates moderate danger during transport, requiring appropriate packaging, labeling, and documentation. Shipments must comply with dangerous goods regulations, use approved packaging materials, and include proper shipping papers with hazard identification and emergency response information.

Is 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol subject to specific regulations?

4-tert-butyl-2-hexadecan-2-yl-6-methylphenol is regulated under European REACH and CLP regulations for chemical registration and classification. The compound is not currently listed as a Substance of Very High Concern (SVHC). However, its hazard classifications for skin sensitization and aquatic toxicity require compliance with workplace safety regulations and environmental protection measures in industrial use.

Where to buy 4-tert-butyl-2-hexadecan-2-yl-6-methylphenol in Europe?

4-tert-butyl-2-hexadecan-2-yl-6-methylphenol is available through OYSI, a European chemical distributor specializing in technical and specialty chemicals. OYSI provides this compound to industrial customers across Europe with proper documentation, safety data sheets, and regulatory compliance support. Contact OYSI directly for availability, packaging options, and technical support for your specific application requirements.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.