Piperonyl acetone

Base Information

• Chemical Name: Piperonyl acetone
• CAS No.: 55418-52-5
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Hs Code.: 2932999099
• European Community (EC) Number: 259-630-1
• NSC Number: 405365
• UNII: 081VVC9H34
• DSSTox Substance ID: DTXSID0047161
• Nikkaji Number: J55.487A
• Wikidata: Q27236344
• Metabolomics Workbench ID: 49381
• ChEMBL ID: CHEMBL3184992
• Mol file: 55418-52-5.mol

Synonyms:4-(1,3-benzodioxol-5-yl)-2-butanone;piperonyl acetone

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Chemical Property of Piperonyl acetone

Chemical Property:

• Appearance/Colour: crystalline powder
• Vapor Pressure: 6.43E-15mmHg at 25°C
• Melting Point: 49-54 °C(lit.)
• Refractive Index: 1.52-1.522
• Boiling Point: 294.5 °C at 760 mmHg
• Flash Point: 122.8 °C
• PSA: 35.53000
• Density: 1.175 g/cm³
• LogP: 1.93690
• Storage Temp.: 4°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCC1=CC2=C(C=C1)OCO2
• Description: 4-(3,4-Methylenedioxyphenyl)-2-butanone has an intensely sweet, floral, slightly woody odor. May be prepared by condensation of heliotropin with acetone, followed by hydrogenation in the presence of a palladium catalyst.

Technology Process of Piperonyl acetone

There total 16 articles about Piperonyl acetone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

4-(benzo[d][1,3]dioxol-5-yl)but-3-en-2-one (3160-37-0,22214-31-9) → cassione (55418-52-5)

Guidance literature:

With methanol; C₂₅H₂₉ClNO₂Rh; potassium carbonate; at 90 ℃; for 1h; chemoselective reaction;

DOI:10.1016/S1872-2067(19)63367-X

Reference yield: 77.0%

piperonol (495-76-1) + acetone (67-64-1) → cassione (55418-52-5)

Guidance literature:

With potassium phosphate; In toluene; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.201701489

Reference yield: 70.0%

methyl vinyl ketone (78-94-4,25038-87-3) + 3,4-(methylenedioxy)-benzeneboronic acid (94839-07-3) → cassione (55418-52-5)

Guidance literature:

With 10-(3,5-dimethoxyphenyl)-9-mesityl-1,3,6,8-tetramethoxyacridin-10-ium tetrafluoroborate; 3-quinuclidinol; In methanol; acetone; at 30 ℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation;

DOI:10.1039/c8cc02169d

upstream raw materials:

4-(benzo[d][1,3]dioxol-5-yl)but-3-en-2-one

(E)-4-(benzo[d][1,3]dioxol-5-yl)but-3-en-2-one

(Z)-4-(benzo[d][1,3]dioxol-5-ylmethylene)-3-methylisoxazol-5(4H)-one

3-methyl-4-piperonyl-5-isoxazolone

Downstream raw materials:

(3-benzo[1,3]dioxol-5-yl-1-methyl-propyl)-methyl-amine

(E)-4-(3,4-methylenedioxyphenyl)butan-2-one oxime

methyl 5-<2-<<3-(1,3-benzodioxol-5-yl)-1-methylpropyl>amino>-1-hydroxyethyl>-2-hydroxybenzoate

C₃₂H₅₄O₃Si₂

Refernces

• 1、 Lima, Fabio,Grunenberg, Lars,Rahman, Husaini B. A.,Labes, Ricardo,Sedelmeier, Joerg,Ley, Steven V.. "Organic photocatalysis for the radical couplings of boronic acid derivatives in batch and flow". supporting information. p. 5606 - 5609. Retrieved 2018/06/04.
• 2、 Hori, Yoji,Suruga, Chiharu,Akabayashi, Yuta,Ishikawa, Tomoka,Saito, Marina,Myoda, Takao,Toeda, Kazuki,Maeda, Yuna,Yoshida, Yutaka. "Simple Synthesis of Phytochemicals by Heterogeneous Pd- and Ir-Catalyzed Hydrogen-Borrowing C–C Bond Formation". supporting information. p. 7295 - 7299. Retrieved 2018/01/02.