ChemicalBook--->CAS DataBase List--->131-17-9

131-17-9

131-17-9 Structure

131-17-9 Structure
IdentificationMore
[Name]

Diallyl phthalate
[CAS]

131-17-9
[Synonyms]

1,2-BENZENEDICARBOXYLIC ACID DI-2-PROPENYL ESTER
ALLYL PHTHALATE
DAP
DI-(2-PROPENY)PHTHALATE
Diallyl-o-phthalate
DIALLYL ORTHO-PHTHALATE
DIALLYL PHTHALATE
o-Phthalic acid,diallyl ester
PHTHALIC ACID, BIS-ALLYL ESTER
PHTHALIC ACID DIALLYL ESTER
Dapon 35
Dapon R
dapon35
Daponite sheet
daponr
di-2-propenyl1,2-benzenedicarboxylate
Diallyl ester of phthalic acid
Diallyl ester o-phthalic acid
Diallylester kyseliny ftalove
Diallylester phthalic acid
[EINECS(EC#)]

205-016-3
[Molecular Formula]

C14H14O4
[MDL Number]

MFCD00008646
[Molecular Weight]

246.26
[MOL File]

131-17-9.mol
Chemical PropertiesBack Directory
[Appearance]

clear colourless to light yellow liquid
[Melting point ]

-70 °C
[Boiling point ]

165-167 °C/5 mmHg (lit.)
[density ]

1.121 g/mL at 25 °C(lit.)
[vapor density ]

8.3 (vs air)
[vapor pressure ]

2.3 mm Hg ( 150 °C)
[refractive index ]

n20/D 1.519(lit.)
[Fp ]

>230 °F
[storage temp. ]

Refrigerator
[solubility ]

0.18g/l
[form ]

Liquid
[color ]

Clear colorless to light yellow
[Odor]

mild odor
[Water Solubility ]

6 g/L (20 ºC)
[Thermal Conductivity]

0.305 W/(m·K)
[BRN ]

1880877
[Henry's Law Constant]

3.5×101 mol/(m3Pa) at 25℃, Sa\cc (2005)
[Major Application]

cleaning products
cosmetics
environmental
food and beverages
personal care
[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
[InChIKey]

QUDWYFHPNIMBFC-UHFFFAOYSA-N
[SMILES]

C=CCOC(=O)c1ccccc1C(=O)OCC=C
[LogP]

3.23 at 20℃
[CAS DataBase Reference]

131-17-9(CAS DataBase Reference)
[NIST Chemistry Reference]

1,2-Benzenedicarboxylic acid, di-2-propenyl ester(131-17-9)
[EPA Substance Registry System]

131-17-9(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H302+H332-H317-H410
[Precautionary statements ]

P261-P273-P280-P301+P312-P302+P352-P304+P340+P312
[Hazard Codes ]

Xn,N
[Risk Statements ]

R22:Harmful if swallowed.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN 3082 9/PG 3
[WGK Germany ]

2
[RTECS ]

CZ4200000
[F ]

19
[Autoignition Temperature]

725 °F
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

29173400
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1B
[Safety Profile]

Suspected carcinogen with experimental carcinogenic data. Moderately toxic by ingestion, skin contact, intraperitoneal, and subcutaneous routes. An eye irritant. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidzing materials. To fight fire, use CO2 or dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALLYL COMPOUNDS and ESTERS.
[Hazardous Substances Data]

131-17-9(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium bicarbonate-->Phthalic anhydride-->Allyl chloride-->Sodium hydrogen phthalate-->Phthalic acid-->Allyl alcohol-->Allyl bromide-->Allyl acetate
Hazard InformationBack Directory
[General Description]

Clear pale-yellow liquid. Odorless.
[Reactivity Profile]

DIALLYL PHTHALATE(131-17-9) can react with oxidizers. DIALLYL PHTHALATE(131-17-9) can also react with acids and alkalis. DIALLYL PHTHALATE(131-17-9) is incompatible with water and oxygen.
[Air & Water Reactions]

Incompatible with water and oxygen. Should be stored air tight, with inhibitor, to prevent polymerization reaction .
[Fire Hazard]

This chemical is combustible.
[Description]

Diallyl phthalate is a widely used crosslinking agent for unsaturated polyesters. Diallyl phthalate or diallyl phthalate polyester blends are used primarily as plasticizers and carriers for adding catalysts and pigments to polyesters and in molding, electrical parts, laminating compounds, and impregnation of metal castings. Rubber compounds, epoxy formulations, and polyurethane foams may also contain diallyl phthalate[1].
[Chemical Properties]

clear colourless to light yellow liquid
[Uses]

Diallyl Phthalate is used as a reagent in ring-closing ruthenium based reactions.
[Application]

Diallyl phthalate is an important monomer for the production of thermosetting molding compounds, which must have good dimensional stability and electrical properties, and be resistant to heat and solvents. Diallyl phthalate can be polymerized or copolymerized. This usually is done by dissolving the diallyl phthalate monomer in 2- propanol, adding 50% hydrogen peroxide at about 105 ℃, and precipitating the prepolymer from the cooled, viscous solution with excess 2- propanol. Copolymers containing diallyl phthalate are suitable for specialty coating and for embedding, especially in the production of electronic devices. For example, the moisture-sensitive epoxy compounds now used in light-emitting diode (LED) displays can be replaced by stable diallyl phthalate epoxy encapsulating resins. By adding inorganic materials to diallyl phthalate prepolymer compositions, reinforced thermosetting molding compounds can be obtained. Glass cloth or paper can be impregnated with a solution of prepolymer, monomer, and peroxide initiator. After removal of the solvent, the glass cloth or paper is cured to give the desired film-protected material, which is used for decoration, stain-resistant overlays for household articles, and furniture.
[Preparation]

Diallyl phthalate (DAP) is prepared by reaction of phthalic anhydride and allyl alcohol:

131-17-9 synthesis

[Flammability and Explosibility]

Notclassified
[Carcinogenicity]

In the 103-week study referred to previously, a slight increase in MNCL was seen in female rats treated with 50 or 100 mg/kg/day of DAP. MNCL occurs in F344 control rats at a high incidence; however, the incidence of 51% in female rats at the high dose level was above historical control data for the laboratory (29%). No significant increases in tumor incidences were seen in male rats. Based on this study, DAP was considered to have demonstrated equivocal evidence for carcinogenicity in female F344 rats according to the NTP.
In male and female B6C3F1 mice receiving 300 mg/kg of DAP by gavage for 103 weeks (5 days/week), the incidence of forestomach papillomas was significantly greater than that of controls. Because of the rarity of forestomach papillomas in control B6C3F1 mice and the concomitant observation of dose-related forestomach hyperplasia, the development of these tumors was considered to be test substance related. Compared to controls, a slight increase in the incidence of lymphomas was observed in males receiving 300 mg/kg/day of DAP. Because the increase was not statistically significant compared to historical control data, this effect was not considered to be test substance related.
[Toxics Screening Level]

The initial risk screening level (IRSL) for diallyl phthalate is 0.1 μg/m3 based on an annual averaging time.
[References]

[1] NTP Carcinogenesis Bioassay of Diallyl Phthalate (CAS No. 131-17-9) in B6C3F1 Mice (Gavage Study). (1983). National Toxicology Program Technical Report Series, 242, 1–96.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1,2-Benzenedicarboxylic acid di-2-propenyl ester(131-17-9).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Diallyl phthalate(131-17-9)MS
Diallyl phthalate(131-17-9)1HNMR
Diallyl phthalate(131-17-9)13CNMR
Diallyl phthalate(131-17-9)IR1
Diallyl phthalate(131-17-9)IR2
Diallyl phthalate(131-17-9)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Diallyl phthalate, 98%(131-17-9)
[Alfa Aesar]

Diallyl phthalate, 97%(131-17-9)
[Sigma Aldrich]

131-17-9(sigmaaldrich)
[TCI AMERICA]

Diallyl Phthalate,>98.0%(GC)(131-17-9)
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