3-(3,4-Methylenedioxyphenyl)propenal

Base Information

• Chemical Name: 3-(3,4-Methylenedioxyphenyl)propenal
• CAS No.: 14756-00-4
• Molecular Formula: C₁₀H₈O₃
• Molecular Weight: 176.172
• European Community (EC) Number: 238-816-6
• NSC Number: 23868
• UNII: P3JFT8M96S
• Wikidata: Q76304820
• Metabolomics Workbench ID: 46219
• Mol file: 14756-00-4.mol

Synonyms:3-(3,4-Methylenedioxyphenyl)propenal;(Z)-3-(1,3-benzodioxol-5-yl)prop-2-enal;NSC-23868;3,4-Methylenedioxycinnamaldehyde;3-(1,3-Benzodioxol-5-yl)acrylaldehyde;14756-00-4;P3JFT8M96S;3-(1,3-benzodioxol-5-yl)prop-2-enal;NSC23868;2-Propenal, 3-(1,3-benzodioxol-5-yl)-;Piperonylideneacetaldehyde;SCHEMBL11471038;CHEBI:173812;3-(3,4-Methylenedioxyphenyl)acrolein;AKOS005128815;3,4-Methylenedioxycinnamaldehyde, 8CI;3,4-METHYLENEDIOXYCINNAMICALDEHYDE;3-(1,3-Benzodioxol-5-yl)-2-propenal, 9CI;CINNAMALDEHYDE, 3,4-(METHYLENEDIOXY)-;(2Z)-3-(2H-1,3-BENZODIOXOL-5-YL)PROP-2-ENAL

Chemical Property of 3-(3,4-Methylenedioxyphenyl)propenal

Chemical Property:

• Vapor Pressure: 0.000218mmHg at 25°C
• Melting Point: 84-85 °C(Solv: ethanol (64-17-5))
• Boiling Point: 326.3°Cat760mmHg
• Flash Point: 142.2°C
• PSA: 35.53000
• Density: 1.268g/cm³
• LogP: 1.62740
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 176.047344113
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C=CC=O
• Isomeric SMILES: C1OC2=C(O1)C=C(C=C2)/C=C\C=O

Technology Process of 3-(3,4-Methylenedioxyphenyl)propenal

There total 37 articles about 3-(3,4-Methylenedioxyphenyl)propenal 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: 97.0%

(E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol (58095-76-4) → (E)-3,4-methylenedioxycinnamaldehyde (58095-77-5,14756-00-4,821775-38-6)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ol1021614

Reference yield: 95.0%

4,4,5,5-tetramethyl-2-[(1E)-2-(1,3-benzodioxol-5-yl)ethenyl]-1,3-dioxolane → (E)-3,4-methylenedioxycinnamaldehyde (58095-77-5,14756-00-4,821775-38-6)

Guidance literature:

With phosphoric acid; stereoselective reaction;

DOI:10.1080/10426507.2014.980907

Reference yield: 94.0%

S-(4-nitrophenyl) thioformate (27064-04-6) + C9H7BrO2Zn*LiCl → (E)-3,4-methylenedioxycinnamaldehyde (58095-77-5,14756-00-4,821775-38-6)

Guidance literature:

With tris(3,5-difluorophenyl)phosphine; palladium diacetate; zinc dibromide; In tetrahydrofuran; at -20 ℃; for 0.166667h; Schlenk technique;

DOI:10.1002/ejoc.201701753

upstream raw materials:

piperonal

acetaldehyde

3,4-methylenedioxy-cinnamaldehyde-oxime

(E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol

Downstream raw materials:

piperic acid

3-benzo[1,3]dioxol-5-yl-acrylaldehyde-(N-phenyl oxime )

dihydrosafrole

3-(3,4-methylenedioxyphenyl)propionaldehyde

Refernces

• 1、 Das, Pradipta,Delost, Michael D.,Qureshi, Munaum H.,Bao, Jianhua,Fell, Jason S.,Houk, Kendall N.,Njardarson, Jon T.. "Dramatic Effect of γ-Heteroatom Dienolate Substituents on Counterion Assisted Asymmetric Anionic Amino-Cope Reaction Cascades". . p. 5793 - 5804. Retrieved 2021/05/07.
• 2、 -. "Compound with piperine skeleton structure as well as preparation and application thereof". Paragraph 0044; 0048-0050. . Retrieved 2020/07/02.