Diallyl phthalate

Diallyl phthalate Basic information
Product Name:Diallyl phthalate
Synonyms:DAP(Diallyl Phthalate);DIALLYL PHTHALATE OEKANAL, 250 MG;di-2-propenyl1,2-benzenedicarboxylate;Diallyl ester of phthalic acid;Diallyl ester o-phthalic acid;Diallylester kyseliny ftalove;Diallylester phthalic acid;diallylesterkyselinyftalove
CAS:131-17-9
MF:C14H14O4
MW:246.26
EINECS:205-016-3
Product Categories:ester series;C12 to C63;Carbonyl Compounds;Esters;Alpha Sort;Analytical Standards;AromaticsVolatiles/ Semivolatiles;Chemical Class;D;DAlphabetic;DIA - DICAnalytical Standards;EstersAnalytical Standards;Plasticizers;solvent;131-17-9
Mol File:131-17-9.mol
Diallyl phthalate Structure
Diallyl phthalate Chemical Properties
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. Inert atmosphere,2-8°C
solubility 0.18g/l
form Liquid
color Clear colorless to light yellow
Odormild odor
Water Solubility 6 g/L (20 ºC)
BRN 1880877
InChIKeyQUDWYFHPNIMBFC-UHFFFAOYSA-N
LogP3.23 at 20℃
CAS DataBase Reference131-17-9(CAS DataBase Reference)
NIST Chemistry Reference1,2-Benzenedicarboxylic acid, di-2-propenyl ester(131-17-9)
EPA Substance Registry SystemDiallyl phthalate (131-17-9)
Safety Information
Hazard Codes Xn,N
Risk Statements 22-50/53
Safety Statements 24/25-60-61
RIDADR UN 3082 9/PG 3
WGK Germany 2
RTECS CZ4200000
19
Autoignition Temperature725 °F
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29173400
Hazardous Substances Data131-17-9(Hazardous Substances Data)
MSDS Information
ProviderLanguage
1,2-Benzenedicarboxylic acid di-2-propenyl ester English
SigmaAldrich English
ACROS English
ALFA English
Diallyl phthalate Usage And Synthesis
Chemical Propertiesclear colourless to light yellow liquid
UsesDiallyl Phthalate is used as a reagent in ring-closing ruthenium based reactions.
PreparationDiallyl phthalate (DAP) is prepared by reaction of phthalic anhydride and allyl alcohol:

131-17-9 synthesis


General DescriptionClear pale-yellow liquid. Odorless.
Air & Water ReactionsIncompatible with water and oxygen. Should be stored air tight, with inhibitor, to prevent polymerization reaction .
Reactivity ProfileDiallyl phthalate can react with oxidizers. Diallyl phthalate can also react with acids and alkalis. Diallyl phthalate is incompatible with water and oxygen.
Fire HazardDiallyl phthalate is combustible.
Flammability and ExplosibilityNotclassified
Safety ProfileSuspected 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.
CarcinogenicityIn 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.
Diallyl phthalate Preparation Products And Raw materials
Raw materialsSodium bicarbonate-->Phthalic anhydride-->Allyl chloride-->PHTHALIC ACID DISODIUM SALT-->Phthalic acid-->Allyl alcohol-->Allyl bromide-->Allyl acetate
Bis(2-methoxyethyl) phthalate Potassium hydrogen phthalate Phthalic acid Dibutyl phthalate Bis(2-ethylhexyl) phthalate Dimethyl phthalate Allyl phenoxyacetate Diallyl phthalate 1,2-Benzenedicarboxylic acid di-C9-11-branched alkyl esters C10-rich Methyl o-toluate Olibanum oil Allyl chloroformate BUTYL OLEATE DIALLYL ISOPHTHALATE Methyl acrylate Allyl Benzyl Ether ETHYL PHTHALATE MONO Dimethyl succinate

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