6-(4-Methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

Base Information

• Chemical Name: 6-(4-Methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde
• CAS No.: 875854-00-5
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.258
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID30594760
• Nikkaji Number: J3.381.504B
• Wikidata: Q82489665
• Mol file: 875854-00-5.mol

Synonyms:875854-00-5;6-(4-Methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde;6-(4-Methoxyphenyl)-1,3-benzodioxole-5-carbaldehyde;6-(4-methoxyphenyl)-2H-1,3-benzodioxole-5-carbaldehyde;DTXSID30594760;MFCD08689710;AKOS005072545;FA-0719;CS-0360895;J-518027

Chemical Property of 6-(4-Methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

Chemical Property:

• Melting Point: 88～90℃
• PSA: 44.76000
• LogP: 2.90340
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 256.07355886
• Heavy Atom Count: 19
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

6-(4-Methoxyphenyl)-1,3-benzodioxole-5-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC3=C(C=C2C=O)OCO3

Technology Process of 6-(4-Methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

There total 2 articles about 6-(4-Methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde 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:

piperonal (120-57-0,30024-74-9) + methoxybenzene (100-66-3) → 6-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde (875854-00-5) + 4-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

Guidance literature:

With dipotassium peroxodisulfate; palladium diacetate; 2-Aminoisobutyric acid; trifluoroacetic acid; at 60 ℃; for 24h; Overall yield = 67 %; Overall yield = 85.8 mg; regioselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.8b00292

Reference yield:

para-iodoanisole (696-62-8) + 6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7) → 4,4'-Dimethoxybiphenyl (2132-80-1) + 6-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde (875854-00-5)

Guidance literature:

With copper; at 250 ℃;

Reference yield:

6-(4-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde (875854-00-5) → [6-(4-methoxy-phenyl)-benzo[1,3]dioxol-5-yl]-methanol (109436-10-4)

Guidance literature:

With lithium aluminium tetrahydride;

upstream raw materials:

para-iodoanisole

6-bromo-3,4-methylenedioxybenzaldehyde

piperonal

methoxybenzene

Downstream raw materials:

[6-(4-methoxy-phenyl)-benzo[1,3]dioxol-5-yl]-methanol

4'-methoxy-3,4-(methylenedioxy-)biphenyl

5-acetoxymethyl-6-(4-methoxy-phenyl)-benzo[1,3]dioxole

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