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ChemicalBook CAS DataBase List Diallyl phthalate
131-17-9

Diallyl phthalate synthesis

7synthesis methods
Diallyl phthalate (DAP) is prepared by reaction of phthalic anhydride and allyl alcohol:

-

Yield:131-17-9 100%

Reaction Conditions:

with 3,3′-(2,2-bis(hydroxymethyl)propane-1,3-diyl)bis(1-methyl-1H-imidazol-3-ium) hydrogen sulfate for 2 h;Dean-Stark;Reflux;

Steps:

2.4. Synthesis of dibutyl phthalate as a typical procedure for esterificationreaction of phthalic anhydride with butanol

General procedure: The typical procedure for esterification of phthalic anhydride withbutanol is as follows: phthalic anhydride (1 mmol, 0.15 g), butanol(5 mmol, 0.46 mL, 0.37 g) and HFDAIL as catalyst (10 mol% to phthalicanhydride, 0.05 g) were charged into a 50 mL round bottom flask witha dean-stark apparatus, reflux condenser and a magnetic stirrer. Thenthe mixture was stirred at 125 °C for 7 h. The completion of reactionwas monitored by TLC using (EtOAC/Hexane 2:8) as eluent. After completionof the reaction as indicated by TLC, the product (dibutyl phthalate)was separated simply by extraction with ethyl acetate (3 × 5 mL)and ethyl acetatewas evaporated under vacuum to afford desired productas yellowoil liquid at 95% yield (0/26 g, boiling point=340 °C). Theobtained product dried under vacuumat 70 °C for 5 h. Viscous ionic liquidcould be reused after removal ofwater under vacuumat 80 °C for 5 hwithout any disposal.

References:

Fareghi-Alamdari, Reza;Nadiri Niri, Mehri;Hazarkhani, Hassan [Journal of Molecular Liquids,2017,vol. 227,p. 153 - 160]

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