Piperonyloyl chloride

Base Information

• Chemical Name: Piperonyloyl chloride
• CAS No.: 25054-53-9
• Molecular Formula: C8H5ClO3
• Molecular Weight: 184.579
• Hs Code.: 29329900
• European Community (EC) Number: 627-884-6
• DSSTox Substance ID: DTXSID30370480
• Nikkaji Number: J267.230H
• Wikidata: Q72501075
• Mol file: 25054-53-9.mol

Synonyms:Piperonyloyl chloride;25054-53-9;1,3-benzodioxole-5-carbonyl chloride;Benzo[d][1,3]dioxole-5-carbonyl chloride;2H-1,3-Benzodioxole-5-Carbonyl Chloride;piperonyloylchloride;piperonoyl chloride;MFCD00016904;Benzo[1,3]dioxole-5-carbonyl chloride;1,3-benzodioxol-5-carbonyl chloride;piperonylic acid chloride;Piperonyloyl chloride, 99%;SCHEMBL144609;3,4-methylenedioxybenzoylchloride;DTXSID30370480;ZRSGZIMDIHBXIN-UHFFFAOYSA-N;3,4-methylenedioxybenzoyl chloride;3,4-methylenedioxy benzoyl chloride;BBL102185;STL555984;AKOS005216456;AS-9973;3,4-methylenedioxybenzoic acid chloride;FT-0606550;E78045;J-015794;J-519724;F2146-0483

Chemical Property of Piperonyloyl chloride

Chemical Property:

• Appearance/Colour: off-white to blue-grey crystalline powder
• Vapor Pressure: 0.00784mmHg at 25°C
• Melting Point: 78-79 °C(lit.)
• Refractive Index: 1.586
• Boiling Point: 268.1 °C at 760 mmHg
• Flash Point: 130.1 °C
• PSA: 35.53000
• Density: 1.453 g/cm³
• LogP: 1.79430
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 183.9927217
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-Benzodioxole-5-carbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C(=O)Cl
• Uses: Piperonyloyl chloride is suitable for use in a kinetic study to evaluate the solvolysis rate constants of piperonyloyl chloride in 27 different solvents. It may be used in the synthesis of the following compounds:2-phenylbenzimidazoles(Z)-3-hydroxy-1-(5-methoxy-2,2-dimethyl-2H-chromen-6-yl)-3-phenylprop-2-en-1-onepongapinone A2-((1-(2-(N-(4-chlorophenyl)benzo[d][1,3]dioxole-5-carboxamido)ethyl)piperidin-4-yl)oxy)acetic acid phosphoric acid salt, inhibitor of platelet aggregationjusticidin B, the piscicidal components of Justicia Hayatai var. decumbenspiperazine derivatives

Technology Process of Piperonyloyl chloride

There total 11 articles about Piperonyloyl chloride 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: 98.0%

Piperonylic acid (94-53-1) → 3,4-(methylenedioxy)benzoyl chloride (25054-53-9)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In chloroform; Reflux;

DOI:10.1039/c2pp25098e

Reference yield: 92.0%

4-nitro-benzoyl chloride (122-04-3) + 5-iodo-1,3-benzodioxole (5876-51-7) → p-nitrobenzene iodide (636-98-6) + 3,4-(methylenedioxy)benzoyl chloride (25054-53-9)

Guidance literature:

With (Xantphos)Pd(4-C₆H₄NO₂)(I); In benzene; at 90 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b06605

Reference yield: 74.0%

→ 3,4-(methylenedioxy)benzoyl chloride (25054-53-9)

Guidance literature:

upstream raw materials:

Piperonylic acid

thionyl chloride

phosphorus pentachloride

piperonal

Downstream raw materials:

1-piperonyloyl-piperidine

N-(2-benzo[1,3]dioxol-5-yl-1-methyl-ethyl)-piperonylamide

benzo[1,3]dioxol-5-yl-(2,4,6-trimethoxy-phenyl)-ketone

3,4-dimethoxy-3',4'-methylenedioxy-benzophenone

Refernces

• 1、 Yang, Jinliang,Xu, Fei,Shi, Suqing,Nie, Jun. "Influence of structure of benzodioxole derivatives on photoinitiation efficiency of benzophenone". . p. 1377 - 1382. Retrieved 2012.
• 2、 Wang, Hongwei,Gao, Sufan,Li, Jiaming,Ma, Xiaodong,Liu, Wandong,Qian, Shihu. "Hybrids of aurantiamide acetate and isopropylated genipin as potential anti-inflammatory agents: The design, synthesis, and biological evaluation". . p. 797 - 808. Retrieved 2020/12/03.
• 3、 G?bel, Dominik,Rusch, Pascal,Duvinage, Daniel,Stauch, Tim,Bigall, Nadja-C.,Nachtsheim, Boris J.. "Substitution Effect on 2-(Oxazolinyl)-phenols and 1,2,5-Chalcogenadiazole -Annulated Derivatives: Emission-Color-Tunable, Minimalistic Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores". supporting information. p. 14333 - 14355. Retrieved 2021/10/20.