2-Propenoic acid, 3-(1,3-benzodioxol-5-yl)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(1,3-benzodioxol-5-yl)-
• CAS No.: 2373-80-0
• Molecular Formula: C10H8O4
• Molecular Weight: 192.171
• Hs Code.: 29329990
• DSSTox Substance ID: DTXSID701019906
• Wikidata: Q105219716
• Mol file: 2373-80-0.mol

Synonyms:MFCD00005837;3-benzo[1,3]dioxol-5-yl-acrylic acid;4-Methylendioxyzimtsaure;Enamine_001077;3,4methylenedioxycinnamic acid;3,4-methylenedioxy-cinnamic acid;DTXSID701019906;3',4'-Methylenedioxycinnamic acid;3-benzo-1,3-dioxol-5-ylacrylic acid;AKOS017268662;3-Benzo[1,3] dioxol-5-yl-acrylic acid;SY014210;FT-0614402;FT-0662566

Chemical Property of 2-Propenoic acid, 3-(1,3-benzodioxol-5-yl)-

Chemical Property:

• Appearance/Colour: white to light yellow granular powder
• Vapor Pressure: 7.39E-06mmHg at 25°C
• Melting Point: 242-244 °C (dec.)(lit.)
• Refractive Index: 1.4440 (estimate)
• Boiling Point: 361.5oC at 760 mmHg
• PKA: 4.37±0.10(Predicted)
• Flash Point: 148.9oC
• PSA: 55.76000
• Density: 1.41 g/cm3
• LogP: 1.51310
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: very faint turbidity in Pyridine
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 192.04225873
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

99% ^*data from raw suppliers

3,4-(Methylenedioxy)cinnamic acid, predominantly trans ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-36/37/38
• Safety Statements: 36-24/25-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C=CC(=O)O
• Uses: 3,4-(Methylenedioxy)cinnamic acid, predominantly trans is an inhibitor of the phenylpropanoid enzyme 4-hydroxycinnamoyl-CoA ligase.

Technology Process of 2-Propenoic acid, 3-(1,3-benzodioxol-5-yl)-

There total 38 articles about 2-Propenoic acid, 3-(1,3-benzodioxol-5-yl)- 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: 99.0%

methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate (40918-96-5) → 3,4-methylenedioxy-trans-cinnamic acid (2373-80-0,38489-76-8)

Guidance literature:

methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate; With water; sodium hydroxide; In tetrahydrofuran;

With hydrogenchloride; In water; pH=< 3;

DOI:10.3390/molecules14093833

Reference yield: 98.0%

piperonal (120-57-0,30024-74-9) + malonic acid (141-82-2) → 3,4-methylenedioxy-trans-cinnamic acid (2373-80-0,38489-76-8)

Guidance literature:

With aluminum oxide; lithium chloride; for 0.1h; microwave irradiation;

DOI:10.1081/SCC-120027254

Reference yield: 98.0%

piperonal (120-57-0,30024-74-9) + acetic acid (64-19-7,77671-22-8) → 3,4-methylenedioxy-trans-cinnamic acid (2373-80-0,38489-76-8)

Guidance literature:

piperonal; acetic acid; With titanium tetrachloride; In dichloromethane; at 25 ℃; for 0.333333h; Inert atmosphere;

With triethylamine; In dichloromethane; at 25 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.04.098

upstream raw materials:

piperonal

malonic acid

acetic anhydride

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

3-(1,3 benzodioxol-5-yl)propionic acid

ethyl 3,4-methylenedioxycinnamate

3-benzo[1,3]dioxol-5-yl-acryloyl chloride

3-chloro-5,6-methylenedioxybenzothiophene-2-carbonyl chloride