Piperonylic anhydride

Base Information

• Chemical Name: Piperonylic anhydride
• CAS No.: 6938-53-0
• Molecular Formula: C16H10 O7
• Molecular Weight: 314.251
• Hs Code.: 2932999099
• NSC Number: 53974
• DSSTox Substance ID: DTXSID20288060
• Wikidata: Q82024329
• Mol file: 6938-53-0.mol

Synonyms:Piperonylic anhydride;6938-53-0;NSC53974;SCHEMBL6858979;DTXSID20288060;NSC-53974;benzo[1,3]dioxole-5-carbonylbenzo[1,3]dioxole-5-carboxylate

Chemical Property of Piperonylic anhydride

Chemical Property:

• Vapor Pressure: 3.45E-11mmHg at 25°C
• Boiling Point: 526.8°C at 760 mmHg
• Flash Point: 237.2°C
• PSA: 80.29000
• Density: 1.502g/cm³
• LogP: 2.14120
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 314.04265265
• Heavy Atom Count: 23
• Complexity: 437

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C(=O)OC(=O)C3=CC4=C(C=C3)OCO4

Technology Process of Piperonylic anhydride

There total 2 articles about Piperonylic anhydride 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: 10.0%

3,4-(methylenedioxy)benzoyl chloride (25054-53-9) → benzo[d][1,3]dioxole-5-carboxylic anhydride (6938-53-0) + benzoic acid anhydride (93-97-0)

Guidance literature:

With 2,4,4-trimethyl oxazoline; triethylamine; In acetonitrile; for 20h; Inert atmosphere; Reflux;

DOI:10.1016/j.molstruc.2011.02.019

Reference yield:

Piperonylic acid (94-53-1) → 3,4-(methylenedioxy)benzoyl chloride (25054-53-9) + benzo[d][1,3]dioxole-5-carboxylic anhydride (6938-53-0)

Guidance literature:

With thionyl chloride; benzene;

DOI:10.1021/ja01610a034

Reference yield: 70.0%

t-butyl bromide (507-19-7) + benzo[d][1,3]dioxole-5-carboxylic anhydride (6938-53-0) + benzyl 2-methoxyacrylate → benzyl 2-(benzo[d][1,3]dioxole-5-carbonyl)-2-methoxy-4,4-dimethylpentanoate

Guidance literature:

With nickel(II) bromide diethylene glycol dimethyl ether; 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; zinc; In N,N-dimethyl acetamide; at 20 ℃; for 24h; Inert atmosphere; Sealed tube; Molecular sieve;

DOI:10.1021/acs.orglett.0c03210

upstream raw materials:

Piperonylic acid

3,4-(methylenedioxy)benzoyl chloride

Downstream raw materials:

pongapin

5,7-dihydroxy-3-methoxy-3′,4′-methylenedioxyflavone

7-benzyloxy-6-hydroxy-3-methoxy-3',4'-methylenedioxyflavone

melisimplexin