PIPERONYL METHYL KETONE

This chemical is called Piperonyl Methyl Ketone. With the CAS registry number 4676-39-5, it is also named as -(Acetonyl)-3,4-methylenedioxybenzene. The product's category is Aromatic Ketones (substituted). Besides, it is yellow oily liquid. In addition, its molecular formula is C₁₀H₁₀O₃ and molecular weight is 178.18.

Physical properties about Piperonyl Methyl Ketone are:  (1)ACD/LogP: 1.726; (2)ACD/LogD (pH 5.5): 1.73; (3)ACD/LogD (pH 7.4): 1.73; (4)ACD/BCF (pH 5.5): 12.07; (5)ACD/BCF (pH 7.4): 12.07; (6)ACD/KOC (pH 5.5): 206.99; (7)ACD/KOC (pH 7.4): 206.99; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.547; (11)Molar Refractivity: 46.626 cm3; (12)Molar Volume: 147.055 cm³; (13)Polarizability: 18.484 10-24cm³; (14)Surface Tension: 46.5340003967285 dyne/cm; (15)Density: 1.212 g/cm³; (16)Flash Point: 111.373 °C; (17)Enthalpy of Vaporization: 51.44 kJ/mol; (18)Boiling Point: 275.92 °C at 760 mmHg; (19)Vapour Pressure: 0.00499999988824129 mmHg at 25°C

Preparation of Piperonyl Methyl Ketone: this chemical is commonly synthesized from either safrole or its isomer isosafrole via oxidation using the Wacker oxidation or peroxyacid oxidation methods. Similarly, it can be prepared by 5-(3-Methyl-oxiranyl)-benzo[1,3]dioxole.



This reaction needs Tetrahydrofuran and Hexane at ambient temperature. The yield is 90 %.

Uses of Piperonyl Methyl Ketone: this chemical is used as pharmaceutical intermediate. It is also used for the synthesis of berberine, methyl dopa, antihypertensive and anti-tumor drugs. Moroever,  it can react with 2-Formyl-benzoic acid to get 3-(1-Benzo[1,3]dioxol-5-yl-2-oxo-propyl)-3H-isobenzofuran-1-one.



This reaction needs p-Toluenesulfonic acid at temperature of 130 °C. The yield is 75 %.

People can use the following data to convert to the molecule structure:
(1)SMILES: O=C(C)Cc1ccc2OCOc2c1
(2)InChI: InChI=1/C10H10O3/c1-7(11)4-8-2-3-9-10(5-8)13-6-12-9/h2-3,5H,4,6H2,1H3
(3)InChIKey: XIYKRJLTYKUWAM-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C10H10O3/c1-7(11)4-8-2-3-9-10(5-8)13-6-12-9/h2-3,5H,4,6H2,1H3
(5)Std. InChIKey: XIYKRJLTYKUWAM-UHFFFAOYSA-N