Piperonylacrylsaure

Base Information

• Chemical Name: Piperonylacrylsaure
• CAS No.: 35119-89-2
• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.198
• DSSTox Substance ID: DTXSID001252375
• Mol file: 35119-89-2.mol

Synonyms:Piperonylacrylsaure;SCHEMBL2220329;DTXSID001252375;35119-89-2;2-(1,3-Benzodioxol-5-ylmethyl)acrylic acid;alpha-Methylene-1,3-benzodioxole-5-propanoic acid

Chemical Property of Piperonylacrylsaure

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 206.05790880
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C(CC1=CC2=C(C=C1)OCO2)C(=O)O

Technology Process of Piperonylacrylsaure

There total 4 articles about Piperonylacrylsaure 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:

methyl (Z)-2-(bromomethyl)-3-(3,4-methylenedioxyphenyl)-2-propenoate (792926-48-8) → C11H10O4 (35119-89-2) + trans-3-(3,4-methylenedioxyphenyl)-2-methylacrylic acid (40527-53-5,109619-79-6)

Guidance literature:

With water; triphenylphosphine; sodium hydroxide; In acetonitrile; at 100 ℃; for 1h; regioselective reaction; Microwave irradiation;

DOI:10.1002/hc.21001

Reference yield:

piperonal (120-57-0,30024-74-9) → C11H10O4 (35119-89-2) + trans-3-(3,4-methylenedioxyphenyl)-2-methylacrylic acid (40527-53-5,109619-79-6)

Guidance literature:

Multi-step reaction with 3 steps

2: lithium bromide / Acidic conditions

3: water; triphenylphosphine; sodium hydroxide / acetonitrile / 1 h / 100 °C / Microwave irradiation

With water; triphenylphosphine; lithium bromide; sodium hydroxide; In acetonitrile; 1: Morita-Baylis-Hillman reaction;

DOI:10.1002/hc.21001

Reference yield:

methyl 3-hydroxy-2-methylene-3-[(3,4-methylenedioxy)phenyl]propanoate (218934-11-3) → C11H10O4 (35119-89-2) + trans-3-(3,4-methylenedioxyphenyl)-2-methylacrylic acid (40527-53-5,109619-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium bromide / Acidic conditions

2: water; triphenylphosphine; sodium hydroxide / acetonitrile / 1 h / 100 °C / Microwave irradiation

With water; triphenylphosphine; lithium bromide; sodium hydroxide; In acetonitrile;

DOI:10.1002/hc.21001

upstream raw materials:

piperonal

[(Z)-2-methoxycarbonyl-3-(3,4-methylenedioxyphenyl)-2-propenyl]triphenylphosphonium bromide

methyl 3-hydroxy-2-methylene-3-[(3,4-methylenedioxy)phenyl]propanoate

methyl (Z)-2-(bromomethyl)-3-(3,4-methylenedioxyphenyl)-2-propenoate