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Poly(diallyl phthalate)

CAS 25053-15-0C14H14O4MW 246.26

Poly(diallyl phthalate) (CAS 25053-15-0) — formula C14H14O4, molecular weight 246.26; category organic chemicals.

Product Overview

CAS Number25053-15-0
Molecular FormulaC14H14O4
Molecular Weight246.26
Melting Point-94 °F (NTP, 1992)
Boiling Point554 °F at 760 mmHg (NTP, 1992)
LogP3.2
ApplicationsUses: Used to make insulators, potentiometers, and circuit boards in communication, computer, and aerospace systems, Also used as a monomer in thermosetting plastics, a diluent in polyester spray systems, a dye carrier, a sealant in insulating varnishes and metal castings, and an impregnant for jewelry, [HSDB], Most diallyl phthalate compounds are sold under military specification and are used in critical electrical, electronic applications requiring high reliability under long-term, adverse environmental conditions. A significant application area is in electronic connectors in communications, computer and aerospace systems. Other uses are insulators, and circuit boards., Diallyl phthalate (DAP) is used in industry as a monomer in the processing of thermosetting plastics, polyester resins, and varnishes., PEROXIDE DILUENT IN POLYESTER SPRAY SYSTEMS, DYE CARRIER, EG, IN POLYESTER DYEING, SEALANT, IN INSULATING VARNISHES AND METAL CASTINGS, IMPREGNANT, FOR JEWELRY, Primary plasticizer that will polymerize if not inhibited, a monomer that will polymerize with heat and catalyst. Forms low-pressure laminates with various fillers such as glass cloth, paper, etc., for electrical insulation., For more Uses (Complete) data for DIALLYL PHTHALATE (7 total), please visit the HSDB record page., Plastics -> Typical concentration range in plastic materials -> 10.0 - 35.0%, Phthalate esters are mainly used as plasticizers, primarily used to soften polyvinyl chloride. They are found in a number of products, including glues, building materials, personal care products, detergents and surfactants, packaging, children's toys, paints, pharmaceuticals, food products, and textiles. Phthalates are used in a variety of household applications such as shower curtains, vinyl upholstery, adhesives, floor tiles, food containers and wrappers, and cleaning materials. Personal care items containing phthalates include perfume, eye shadow, moisturizer, nail polish, liquid soap, and hair spray. (L1903), Use Classification: Plastics -> Polymer Type -> PUR, PVC (soft), Plastics -> Plasticisers, Industry Uses: Waterproofing agent, Not Known or Reasonably Ascertainable, Plasticizer, Insulators, Consumer Uses: Plasticizer, Methods of Manufacturing: A general method for the preparation of allyl esters is the reaction of allyl alcohol with the free acids, acid anhydrides, or acid chlorides. Catalysts frequently used are aromatic sulfonic acids (p-toluenesulfonic acid and naphthalene-2-sulfonic acid). Strong mineral acids are of less value because they can decompose the allyl alcohol. Polymerizable acids are esterified in the presence of phenolic inhibitors. The following allyl esters are prepared by this method: diallyl phthalate, diallyl isophthalate, diallyl maleate, diallyl fumarate, triallyl cyanurate (from cyanuric chloride and allyl alcohol), and diethylene glycol bis(allyl carbonate). ..., ... Diallyl phthalate is obtained from the reaction of allyl chloride and phthalic anhydride in the presence of sodium hydroxide, sodium carbonate, tertiary amines, or quaternary ammonium salts., ... Transesterification of the corresponding methyl esters with allyl alcohol, sodium methanolate is the preferred catalyst., U.S. Production: 2023: 250, 000 - <400, 000 lb, 2022: 5, 000, 000 - <10, 2021: 1, 000 - <5, 2020: 1, The 1977 TSCA inventory listed five companies which manufactured diallyl phthalate, with a total production volume of 11 million pounds., 1, 2-Benzenedicarboxylic acid, di-2-propenyl ester is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and, or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B, 51FR21438)., Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#4848], U.S. Imports: (1979) 1.82X10+7 G (PRINCPL CUSTMS DISTS), (1986) 1.28X10+6 lb, (1983) 1.76X10+5 lb, General Manufacturing Information: All Other Chemical Product and Preparation Manufacturing, Construction, Rubber Product Manufacturing, Plastics Product Manufacturing, 2-di-2-propen-1-yl ester: ACTIVE, Diallyl phthalate cmpd show promise of optimizing both flame retardance and contaminated arc resistance in such electrical uses as switches, circuit breakers, stand-off insulators, and TV components., Two series of specimens were prepared from a dental heat-cured soft acrylic resin, Vertex Rs, with di-butyl phthalate (DBP) and diallyl phthalate (DAP) as external and internal plasticizers, resp., ... IN BOAT & AUTOMOTIVE INDUSTRY ... POLYESTERS ARE DISSOLVED IN STYRENE & STABILIZED WITH INHIBITOR TO FORM VISCOUS SYRUP-LIKE LIQUID WHICH DOES NOT READILY SOLIDIFY. ... DIALLYL PHTHALATE RESISTS POLYMERIZATION OF THE UNCATALYZED SYRUP.
CategoryOrganic Chemicals

Applications

Documented applications: Uses: Used to make insulators, potentiometers, and circuit boards in communication, computer, and aerospace systems, Also used as a monomer in thermosetting plastics, a diluent in polyester spray systems, a dye carrier, a sealant in insulating varnishes and metal castings, and an impregnant for jewelry, [HSDB], Most diallyl phthalate compounds are sold under military specification and are used in critical electrical, electronic applications requiring high reliability under long-term, adverse environmental conditions. A significant application area is in electronic connectors in communications, computer and aerospace systems. Other uses are insulators, and circuit boards., Diallyl phthalate (DAP) is used in industry as a monomer in the processing of thermosetting plastics, polyester resins, and varnishes., PEROXIDE DILUENT IN POLYESTER SPRAY SYSTEMS, DYE CARRIER, EG, IN POLYESTER DYEING, SEALANT, IN INSULATING VARNISHES AND METAL CASTINGS, IMPREGNANT, FOR JEWELRY, Primary plasticizer that will polymerize if not inhibited, a monomer that will polymerize with heat and catalyst. Forms low-pressure laminates with various fillers such as glass cloth, paper, etc., for electrical insulation., For more Uses (Complete) data for DIALLYL PHTHALATE (7 total), please visit the HSDB record page., Plastics -> Typical concentration range in plastic materials -> 10.0 - 35.0%, Phthalate esters are mainly used as plasticizers, primarily used to soften polyvinyl chloride. They are found in a number of products, including glues, building materials, personal care products, detergents and surfactants, packaging, children's toys, paints, pharmaceuticals, food products, and textiles. Phthalates are used in a variety of household applications such as shower curtains, vinyl upholstery, adhesives, floor tiles, food containers and wrappers, and cleaning materials. Personal care items containing phthalates include perfume, eye shadow, moisturizer, nail polish, liquid soap, and hair spray. (L1903), Use Classification: Plastics -> Polymer Type -> PUR, PVC (soft), Plastics -> Plasticisers, Industry Uses: Waterproofing agent, Not Known or Reasonably Ascertainable, Plasticizer, Insulators, Consumer Uses: Plasticizer, Methods of Manufacturing: A general method for the preparation of allyl esters is the reaction of allyl alcohol with the free acids, acid anhydrides, or acid chlorides. Catalysts frequently used are aromatic sulfonic acids (p-toluenesulfonic acid and naphthalene-2-sulfonic acid). Strong mineral acids are of less value because they can decompose the allyl alcohol. Polymerizable acids are esterified in the presence of phenolic inhibitors. The following allyl esters are prepared by this method: diallyl phthalate, diallyl isophthalate, diallyl maleate, diallyl fumarate, triallyl cyanurate (from cyanuric chloride and allyl alcohol), and diethylene glycol bis(allyl carbonate). ..., ... Diallyl phthalate is obtained from the reaction of allyl chloride and phthalic anhydride in the presence of sodium hydroxide, sodium carbonate, tertiary amines, or quaternary ammonium salts., ... Transesterification of the corresponding methyl esters with allyl alcohol, sodium methanolate is the preferred catalyst., U.S. Production: 2023: 250, 000 - <400, 000 lb, 2022: 5, 000, 000 - <10, 2021: 1, 000 - <5, 2020: 1, The 1977 TSCA inventory listed five companies which manufactured diallyl phthalate, with a total production volume of 11 million pounds., 1, 2-Benzenedicarboxylic acid, di-2-propenyl ester is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and, or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B, 51FR21438)., Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#4848], U.S. Imports: (1979) 1.82X10+7 G (PRINCPL CUSTMS DISTS), (1986) 1.28X10+6 lb, (1983) 1.76X10+5 lb, General Manufacturing Information: All Other Chemical Product and Preparation Manufacturing, Construction, Rubber Product Manufacturing, Plastics Product Manufacturing, 2-di-2-propen-1-yl ester: ACTIVE, Diallyl phthalate cmpd show promise of optimizing both flame retardance and contaminated arc resistance in such electrical uses as switches, circuit breakers, stand-off insulators, and TV components., Two series of specimens were prepared from a dental heat-cured soft acrylic resin, Vertex Rs, with di-butyl phthalate (DBP) and diallyl phthalate (DAP) as external and internal plasticizers, resp., ... IN BOAT & AUTOMOTIVE INDUSTRY ... POLYESTERS ARE DISSOLVED IN STYRENE & STABILIZED WITH INHIBITOR TO FORM VISCOUS SYRUP-LIKE LIQUID WHICH DOES NOT READILY SOLIDIFY. ... DIALLYL PHTHALATE RESISTS POLYMERIZATION OF THE UNCATALYZED SYRUP..

Technical Profile

What this product is

Poly(diallyl phthalate) is a carbon-based organic compound with CAS registry number 25053-15-0 and molecular formula C14H14O4 (molecular weight 246.26), belonging to the organic chemicals segment of chemical raw materials.

Identification

CAS number: 25053-15-0

Its molecular formula C14H14O4 comprises 14 C, 14 H, 4 O atoms.

Also known as: Poly(diallyl phthalate) · 聚(邻苯二甲酸二烯丙酯)

Category: organic chemicals

Frequently Asked Questions

What is the CAS number of Poly(diallyl phthalate)?

The CAS registry number of Poly(diallyl phthalate) is 25053-15-0.

What is the molecular formula and molecular weight of Poly(diallyl phthalate)?

Molecular formula C14H14O4, molecular weight 246.26.

What other names is Poly(diallyl phthalate) known by?

It is also registered under: Poly(diallyl phthalate), 聚(邻苯二甲酸二烯丙酯).

What are the documented applications of Poly(diallyl phthalate)?

Recorded applications: Uses: Used to make insulators, potentiometers, and circuit boards in communication, computer, and aerospace systems, Also used as a monomer in thermosetting plastics, a diluent in polyester spray systems, a dye carrier, a sealant in insulating varnishes and metal castings, and an impregnant for jewelry, [HSDB], Most diallyl phthalate compounds are sold under military specification and are used in critical electrical, electronic applications requiring high reliability under long-term, adverse environmental conditions. A significant application area is in electronic connectors in communications, computer and aerospace systems. Other uses are insulators, and circuit boards., Diallyl phthalate (DAP) is used in industry as a monomer in the processing of thermosetting plastics, polyester resins, and varnishes., PEROXIDE DILUENT IN POLYESTER SPRAY SYSTEMS, DYE CARRIER, EG, IN POLYESTER DYEING, SEALANT, IN INSULATING VARNISHES AND METAL CASTINGS, IMPREGNANT, FOR JEWELRY, Primary plasticizer that will polymerize if not inhibited, a monomer that will polymerize with heat and catalyst. Forms low-pressure laminates with various fillers such as glass cloth, paper, etc., for electrical insulation., For more Uses (Complete) data for DIALLYL PHTHALATE (7 total), please visit the HSDB record page., Plastics -> Typical concentration range in plastic materials -> 10.0 - 35.0%, Phthalate esters are mainly used as plasticizers, primarily used to soften polyvinyl chloride. They are found in a number of products, including glues, building materials, personal care products, detergents and surfactants, packaging, children's toys, paints, pharmaceuticals, food products, and textiles. Phthalates are used in a variety of household applications such as shower curtains, vinyl upholstery, adhesives, floor tiles, food containers and wrappers, and cleaning materials. Personal care items containing phthalates include perfume, eye shadow, moisturizer, nail polish, liquid soap, and hair spray. (L1903), Use Classification: Plastics -> Polymer Type -> PUR, PVC (soft), Plastics -> Plasticisers, Industry Uses: Waterproofing agent, Not Known or Reasonably Ascertainable, Plasticizer, Insulators, Consumer Uses: Plasticizer, Methods of Manufacturing: A general method for the preparation of allyl esters is the reaction of allyl alcohol with the free acids, acid anhydrides, or acid chlorides. Catalysts frequently used are aromatic sulfonic acids (p-toluenesulfonic acid and naphthalene-2-sulfonic acid). Strong mineral acids are of less value because they can decompose the allyl alcohol. Polymerizable acids are esterified in the presence of phenolic inhibitors. The following allyl esters are prepared by this method: diallyl phthalate, diallyl isophthalate, diallyl maleate, diallyl fumarate, triallyl cyanurate (from cyanuric chloride and allyl alcohol), and diethylene glycol bis(allyl carbonate). ..., ... Diallyl phthalate is obtained from the reaction of allyl chloride and phthalic anhydride in the presence of sodium hydroxide, sodium carbonate, tertiary amines, or quaternary ammonium salts., ... Transesterification of the corresponding methyl esters with allyl alcohol, sodium methanolate is the preferred catalyst., U.S. Production: 2023: 250, 000 - <400, 000 lb, 2022: 5, 000, 000 - <10, 2021: 1, 000 - <5, 2020: 1, The 1977 TSCA inventory listed five companies which manufactured diallyl phthalate, with a total production volume of 11 million pounds., 1, 2-Benzenedicarboxylic acid, di-2-propenyl ester is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and, or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B, 51FR21438)., Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#4848], U.S. Imports: (1979) 1.82X10+7 G (PRINCPL CUSTMS DISTS), (1986) 1.28X10+6 lb, (1983) 1.76X10+5 lb, General Manufacturing Information: All Other Chemical Product and Preparation Manufacturing, Construction, Rubber Product Manufacturing, Plastics Product Manufacturing, 2-di-2-propen-1-yl ester: ACTIVE, Diallyl phthalate cmpd show promise of optimizing both flame retardance and contaminated arc resistance in such electrical uses as switches, circuit breakers, stand-off insulators, and TV components., Two series of specimens were prepared from a dental heat-cured soft acrylic resin, Vertex Rs, with di-butyl phthalate (DBP) and diallyl phthalate (DAP) as external and internal plasticizers, resp., ... IN BOAT & AUTOMOTIVE INDUSTRY ... POLYESTERS ARE DISSOLVED IN STYRENE & STABILIZED WITH INHIBITOR TO FORM VISCOUS SYRUP-LIKE LIQUID WHICH DOES NOT READILY SOLIDIFY. ... DIALLYL PHTHALATE RESISTS POLYMERIZATION OF THE UNCATALYZED SYRUP..

Which category does Poly(diallyl phthalate) belong to?

Category: Organic Chemicals.

PubChem Public Data

Independent reference data for Poly(diallyl phthalate) (CAS 25053-15-0), compiled from public chemistry databases.

Registry identifiers across databases

CAS Registry Number25053-15-0
PubChem CID8560
Molecular formulaC14H14O4
IUPAC namebis(prop-2-enyl) benzene-1,2-dicarboxylate
UNII (FDA)F79L0UL6ST

Computed descriptors

Molecular Weight246.26
XLogP33.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count8
Exact Mass246.08920892
Monoisotopic Mass246.08920892
Topological Polar Surface Area52.6
Heavy Atom Count18

Physicochemical values on record

Boiling Point554 °F at 760 mmHg (NTP, 1992)
Boiling Point158-165 °C at 4 mm Hg
Boiling Point290 °C
Boiling Point157 °C @760 [mm Hg]
Melting Point-94 °F (NTP, 1992)
Melting Pointfreezing point: -70 °C
Melting Point-70 °C
Flash Point230 °F (NTP, 1992)
Flash Point166 °C
Flash Point330 °F (166 °C) (Closed cup)

Documented uses on record

    Used to make insulators, potentiometers, and circuit boards in communication, computer, and aerospace systems; Also used as a monomer in thermosetting plastics, a diluent in polyester spray systems, a dye carrier; a sealant in insulating varnishes and metal castings, and an impregnant for jewelry; [HSDB]Most diallyl phthalate compounds are sold under military specification and are used in critical electrical/electronic applications requiring high reliability under long-term, adverse environmental conditions. A significant application area is in electronic connectors in communications, computer and aerospace systems. Other uses are insulators, potentiometers, and circuit boards.

    Synonyms and trade names

    DIALLYL PHTHALATE; 131-17-9; Allyl phthalate; Diallylphthalate; Dapon R; Dapon 35; Phthalic acid, diallyl ester; 1,2-Benzenedicarboxylic acid, di-2-propenyl ester; o-Phthalic acid, diallyl ester; NCI-C50657; DTXSID7020392; Diallylester kyseliny ftalove; Di-2-propenyl 1,2-benzenedicarboxylate; Diallylester phthalic acid; 1,2-Benzenedicarboxylic acid, 1,2-di-2-propen-1-yl ester; bis(prop-2-enyl) benzene-1,2-dicarboxylate

    Regulatory listings held on file

    Regulatory & Food ContactFDA Inventory of Food Contact Substances Listed in 21 CFR: FCS

    GHS hazard classification

    Reported hazard statementsH302, H400, H410, H332 (17.7%), H317 (30.5%), H371, H373, H340

    H302: Harmful if swallowed [Warning Acute toxicity, oral]

    H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

    What the public record says

    Poly(diallyl phthalate) · CAS 25053-15-0 · C14H14O4. UNII F79L0UL6ST. Boiling Point: 554 °F at 760 mmHg (NTP, 1992); Boiling Point: 158-165 °C at 4 mm Hg; Boiling Point: 290 °C.

    Physical description and handling notes

    Source: PubChem / Wikidata; the batch COA governs where values differ.

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