Bis(prop-2-enyl) benzene-1,2-dicarboxylate
C14H14O4
bis(prop-2-enyl) benzene-1,2-dicarboxylate
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Identification
- CAS Number
- 131-17-9
- EC Number
- 205-016-3
- UN Number
- 3082
- Index Number
- 607-086-00-4
- PubChem CID
- 8560
Physical-chemical properties
- Molecular Formula
- C14H14O4
- Molar Mass
- 246.26 g/mol
- IUPAC Name
- bis(prop-2-enyl) benzene-1,2-dicarboxylate
Chemical Identifiers
- InChI
- InChI=1S/C14H14O4/c1-3-9-17-13(15)11-7-5-6-8-12(11)14(16)18-10-4-2/h3-8H,1-2,9-10H2
- InChI Key
- QUDWYFHPNIMBFC-UHFFFAOYSA-N
Overview
Bis(prop-2-enyl) benzene-1,2-dicarboxylate (CAS 131-17-9) is a diallyl phthalate ester with polymerizable allyl groups and thermosetting properties. This aromatic diester compound, also known as diallyl phthalate (DAP), represents a crucial monomer in the production of high-performance thermosetting resins and cross-linked polymeric materials. With the molecular formula C14H14O4 and a molecular weight of 246.26 g/mol, this phthalic acid derivative features two reactive allyl groups that enable radical polymerization and crosslinking reactions under appropriate conditions. The compound exhibits moderate acute toxicity (Acute Tox. 4) and poses significant environmental concerns due to its aquatic toxicity profile, classified as both Aquatic Acute 1 and Aquatic Chronic 1 under GHS regulations. Safety protocols require careful handling with appropriate personal protective equipment, as indicated by the Warning signal word and GHS07/GHS09 pictograms. Its ADR Class 9 classification reflects its status as a miscellaneous dangerous substance requiring specific transport considerations. Industrial applications primarily focus on the production of diallyl phthalate resins, which offer excellent electrical insulation properties, chemical resistance, and dimensional stability at elevated temperatures. These characteristics make the compound valuable in electronics manufacturing, particularly for insulators and circuit board components. Additionally, it serves as a crosslinking agent in composite materials and specialized coatings where thermal stability and chemical resistance are paramount. Unlike simpler chemical compounds such as 2-N,4-N-diethyl-6-methylsulfanyl-1,3,5-triazine-2,4-diamine, bis(prop-2-enyl) benzene-1,2-dicarboxylate requires specialized polymerization conditions to achieve optimal performance characteristics. OYSI maintains reliable supply chains for bis(prop-2-enyl) benzene-1,2-dicarboxylate to support European industrial customers' thermosetting resin and specialty polymer requirements.
Safety & Classification
Acute Tox. 4 *; Aquatic Acute 1; Aquatic Chronic 1
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
Ingestion
Measures if substance is accidentally swallowed
First Aid Actions
- +P301IF SWALLOWED:
- +P330Rinse mouth.
- +P331Do NOT induce vomiting.
- +P310Immediately call a POISON CENTER/doctor.
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 Number | 3082 |
| ADR Class | 9 |
| Packing Group | III |
| Tunnel Code | - |
| Proper Shipping Name | Diallylphthalat |
| Marine Pollutant | No |
Frequently Asked Questions
What is bis(prop-2-enyl) benzene-1,2-dicarboxylate?
bis(prop-2-enyl) benzene-1,2-dicarboxylate is an organic chemical compound with the molecular formula C14H14O4 and CAS number 131-17-9. This dicarboxylate ester has a molecular weight of 246.26 g/mol and features two allyl ester groups attached to a benzene ring. It is classified as moderately hazardous with acute toxicity and aquatic toxicity properties, requiring appropriate handling precautions in industrial applications.
What are the physicochemical properties of bis(prop-2-enyl) benzene-1,2-dicarboxylate?
bis(prop-2-enyl) benzene-1,2-dicarboxylate is an organic ester compound with molecular formula C14H14O4 and molecular weight 246.26 g/mol. As a diallyl phthalate derivative, it typically appears as a clear to pale yellow liquid at room temperature. The compound contains reactive allyl groups that make it suitable for polymerization reactions. Its ester structure provides moderate solubility in organic solvents while being relatively insoluble in water.
What is bis(prop-2-enyl) benzene-1,2-dicarboxylate used for?
bis(prop-2-enyl) benzene-1,2-dicarboxylate serves primarily as a crosslinking agent and monomer in polymer chemistry applications. The compound is used in the production of thermoset plastics, particularly for manufacturing high-performance composite materials and electrical insulation products. Its dual allyl functionality enables effective crosslinking in polymerization processes, making it valuable in coatings, adhesives, and specialty polymer formulations requiring enhanced mechanical and thermal properties.
How to handle bis(prop-2-enyl) benzene-1,2-dicarboxylate safely?
bis(prop-2-enyl) benzene-1,2-dicarboxylate requires careful handling due to its Acute Tox. 4 classification and Warning signal word. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or use local exhaust ventilation to minimize inhalation exposure. Avoid skin and eye contact, and prevent ingestion. Handle containers carefully to prevent spills, and ensure emergency eyewash and shower facilities are readily accessible in the work area.
How to store bis(prop-2-enyl) benzene-1,2-dicarboxylate correctly?
bis(prop-2-enyl) benzene-1,2-dicarboxylate should be stored in tightly sealed original containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers upright and protected from physical damage. Store separately from strong oxidizing agents, acids, and bases to prevent incompatible reactions. Maintain storage temperature below 25°C when possible to prevent polymerization. Ensure storage areas have appropriate spill containment measures and are accessible only to trained personnel.
What to do in case of contact with bis(prop-2-enyl) benzene-1,2-dicarboxylate?
Immediate action is required following contact with bis(prop-2-enyl) benzene-1,2-dicarboxylate. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, rinse immediately with clean water for 15 minutes while holding eyelids open. If inhaled, move person to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician if symptoms persist after first aid treatment.
How to dispose of bis(prop-2-enyl) benzene-1,2-dicarboxylate appropriately?
bis(prop-2-enyl) benzene-1,2-dicarboxylate must be disposed of as hazardous waste in compliance with local and European regulations due to its toxicity and environmental hazard classification. Contact licensed hazardous waste disposal companies for proper collection and treatment. Never discharge into sewers, waterways, or soil due to its Aquatic Acute 1 and Aquatic Chronic 1 classifications. Empty containers should also be handled as hazardous waste and cannot be reused for other purposes without proper decontamination.
How to transport bis(prop-2-enyl) benzene-1,2-dicarboxylate?
bis(prop-2-enyl) benzene-1,2-dicarboxylate is classified under ADR Class 9 (Miscellaneous dangerous substances), Packing Group III for transportation purposes. This classification requires appropriate UN-specification packaging, proper labeling with Class 9 hazard labels, and accompanying transport documents. Vehicles must carry appropriate emergency equipment and drivers need ADR training certification. Packages should be secured to prevent damage during transit and protected from extreme temperatures that could affect the chemical's stability.
Is bis(prop-2-enyl) benzene-1,2-dicarboxylate subject to specific regulations?
bis(prop-2-enyl) benzene-1,2-dicarboxylate is subject to European REACH regulation requiring registration and compliance with safety data sheet provisions. The compound falls under CLP regulation with mandatory hazard classification (Acute Tox. 4, Aquatic Acute 1, Aquatic Chronic 1) and requires appropriate GHS07 and GHS09 pictogram labeling. While not currently listed as a SVHC substance, users must comply with occupational exposure limits and environmental protection measures due to its toxicity profile and aquatic hazard classification.
Where to buy bis(prop-2-enyl) benzene-1,2-dicarboxylate in Europe?
bis(prop-2-enyl) benzene-1,2-dicarboxylate is available through OYSI, a specialized European distributor of technical chemicals serving industrial customers across the continent. OYSI provides this compound with full regulatory compliance, including proper documentation, safety data sheets, and transport arrangements meeting ADR requirements. As a professional chemical distributor, OYSI ensures product quality, regulatory compliance, and reliable supply chain management for industrial applications requiring this specialized crosslinking agent.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.