2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate

C15H20O6

CAS15625-89-5
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
15625-89-5
EC Number
239-701-3
UN Number
3532
Index Number
607-111-00-9
PubChem CID
27423

Physical-chemical properties

Molecular Formula
C15H20O6
Molar Mass
296.31 g/mol
IUPAC Name
2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate

Chemical Identifiers

InChI
InChI=1S/C15H20O6/c1-5-12(16)19-9-15(8-4,10-20-13(17)6-2)11-21-14(18)7-3/h5-7H,1-3,8-11H2,4H3
InChI Key
DAKWPKUUDNSNPN-UHFFFAOYSA-N

Overview

2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate (CAS 15625-89-5) is a triacrylate monomer with high crosslinking functionality and UV-curing properties. This specialized triacrylate compound, with molecular formula C15H20O6 and molecular weight 296.31 g/mol, belongs to the family of multifunctional acrylate monomers widely utilized in radiation-curing applications. The molecule features three reactive acrylate groups attached to a central butyl backbone, providing exceptional crosslinking density when polymerized. This structural configuration makes it particularly valuable in formulations requiring high mechanical strength, chemical resistance, and rapid curing characteristics. The substance presents several important safety considerations, classified under multiple hazard categories including potential carcinogenicity (Carc. 2), skin and eye irritation (Skin Irrit. 2, Eye Irrit. 2), and skin sensitization (Skin Sens. 1). Additionally, it poses environmental concerns with acute and chronic aquatic toxicity classifications. The warning signal word and associated GHS pictograms (GHS08, GHS07, GHS09) reflect these hazard profiles. Transportation falls under ADR class 4.1, indicating its classification as a flammable solid. Primary industrial applications include UV-curable coatings, adhesives, and printing inks where high crosslink density is essential. The compound serves as a reactive diluent in radiation-curing formulations, particularly in wood coatings, automotive finishes, and electronic component encapsulants. Unlike simpler compounds such as naphthalene, this triacrylate offers superior performance in applications demanding exceptional durability and chemical resistance. OYSI maintains reliable supply chains for 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate, supporting European manufacturers with consistent quality and technical expertise in radiation-curing chemistry applications.

Safety & Classification

Warning
Classification:

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

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H351

Suspected of causing cancer.

H315

Causes skin irritation.

H319

Causes serious eye 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:

Eye Contact

Irritant

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +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 Number3532
ADR Class4.1
Packing GroupIII
Tunnel CodeD
Proper Shipping NameTrimethylolpropantriacrylat
Marine PollutantNo

Frequently Asked Questions

What is 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate?

2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate is a multifunctional acrylate monomer with the molecular formula C15H20O6 and CAS number 15625-89-5. This chemical compound has a molecular weight of 296.31 g/mol and contains three reactive acrylate groups, making it a tri-functional crosslinking agent. It is classified as a hazardous substance requiring careful handling due to its potential carcinogenic properties and ability to cause skin and eye irritation.

What are the physicochemical properties of 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate?

2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate is typically a clear to slightly yellow liquid at room temperature with a characteristic acrylic odor. As an acrylate ester, it has limited solubility in water but is soluble in organic solvents such as acetone, toluene, and alcohols. The compound contains multiple acrylate functional groups that make it highly reactive and prone to polymerization, especially when exposed to heat, light, or free radical initiators.

What is 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate used for?

2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate is primarily used as a crosslinking agent in UV-curable coatings, inks, and adhesives. Its tri-functional nature provides excellent crosslink density, resulting in hard, durable polymer networks with good chemical and scratch resistance. It is commonly employed in the formulation of wood coatings, plastic coatings, printing inks, and dental materials where high performance and rapid curing are required.

How to handle 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate safely?

2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate requires careful handling using appropriate personal protective equipment including nitrile gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume extraction to minimize inhalation exposure. Avoid skin and eye contact, and prevent exposure to heat, sparks, and UV light which can cause polymerization. Use non-sparking tools and ensure proper grounding to prevent static electricity buildup.

How to store 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate correctly?

2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate should be stored in a cool, dry, well-ventilated area away from heat sources, direct sunlight, and UV radiation. Keep containers tightly sealed and store below 25°C to prevent polymerization. Add appropriate inhibitors if recommended by the supplier and avoid contact with strong oxidizers, peroxides, and metals that may catalyze polymerization. Ensure storage areas are equipped with appropriate fire suppression systems.

What to do in case of contact with 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate?

In case of skin contact with 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate, immediately wash the affected area with plenty of soap and water for at least 15 minutes and remove contaminated clothing. For eye contact, rinse immediately with clean water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. If swallowed, do not induce vomiting and seek immediate medical attention. Always consult a physician if symptoms persist.

How to dispose of 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate properly?

2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate must be disposed of as hazardous waste in accordance with local, national, and EU regulations. Do not discharge to sewers, waterways, or soil due to its aquatic toxicity classification. Contact licensed waste disposal companies for proper treatment and disposal. Small quantities can be polymerized using appropriate initiators before disposal to reduce reactivity. Contaminated packaging should also be treated as hazardous waste.

How to transport 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate?

2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate is classified as ADR Class 4.1 (Flammable solids), Packing Group III, indicating it presents moderate transport hazards. Transport must comply with ADR regulations including proper packaging, labeling, and documentation. Use appropriate packaging materials resistant to the chemical and ensure containers are properly sealed and labeled. Vehicle drivers must hold valid ADR certification, and transport should avoid extreme temperatures and direct sunlight.

Is 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate subject to specific regulations?

2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate is subject to REACH regulation requiring registration for manufacture or import above 1 tonne per year. It is classified under CLP regulation with harmonized classification including carcinogenicity category 2 and environmental hazards. The substance requires safety data sheets and appropriate hazard communication. While not currently listed as SVHC, its carcinogenic classification means it may be subject to authorization procedures and workplace exposure limits under occupational health regulations.

Where to buy 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate in Europe?

2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this acrylate monomer to industrial customers across Europe with full regulatory compliance including proper documentation, safety data sheets, and transport arrangements. As an established chemical distributor, OYSI ensures product quality and can provide technical support for various applications requiring this crosslinking agent.

Data Sources

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