1,3-Benzodioxole-5-carboxaldehyde, 7-methoxy-

Base Information

• Chemical Name: 1,3-Benzodioxole-5-carboxaldehyde, 7-methoxy-
• CAS No.: 5780-07-4
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Hs Code.: 2932999099
• European Community (EC) Number: 227-304-8
• DSSTox Substance ID: DTXSID9064001
• Nikkaji Number: J218.042A
• Wikidata: Q81991159
• Metabolomics Workbench ID: 132120
• ChEMBL ID: CHEMBL3577782
• Mol file: 5780-07-4.mol

Synonyms:5780-07-4;Myristicin aldehyde;7-METHOXYBENZO[D][1,3]DIOXOLE-5-CARBALDEHYDE;5-methoxypiperonal;3-Methoxy-4,5-methylenedioxybenzaldehyde;7-Methoxy-1,3-benzodioxole-5-carbaldehyde;3-Methoxypiperonal;7-Methoxy-benzo[1,3]dioxole-5-carbaldehyde;1,3-Benzodioxole-5-carboxaldehyde, 7-methoxy-;7-methoxy-2H-1,3-benzodioxole-5-carbaldehyde;7-methoxy-1,3-benzodioxole-5-carboxaldehyde;MFCD00016900;Myristicinaldehyd;7-Methoxybenzo-1,3-dioxole-5-carboxaldehyde;myristicin aldehyde, AldrichCPR;SCHEMBL1418594;CHEMBL3577782;DTXSID9064001;EINECS 227-304-8;BBL027823;STK667579;AKOS000289320;3-methoxy-4,5methylenedioxybenzaldehyde;NCGC00323064-01;AC-10297;AS-57202;SY122799;7-methoxy-1,3-dioxaindane-5-carbaldehyde;AI3-24290;CS-0036206;FT-0600605;7-Methoxy-1,3-benzodioxole-5-carbaldehyde #;EN300-11058;7-methoxybenzo [d]1,3-dioxolane-5-carboaldehyde;AB01318510-02;A923092;7-METHYOXY-1,3-BENZODIOXOLE-5-CARBOXALDEHYDE;Z57032589

Chemical Property of 1,3-Benzodioxole-5-carboxaldehyde, 7-methoxy-

Chemical Property:

• Vapor Pressure: 0.000943mmHg at 25°C
• Melting Point: 130-132 °C
• Refractive Index: 1.587
• Boiling Point: 303.2 °C at 760 mmHg
• Flash Point: 134.7 °C
• PSA: 44.76000
• Density: 1.321 g/cm³
• LogP: 1.23640
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

99%, ^*data from raw suppliers

7-Methoxy-1,3-benzodioxole-5-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC2=C1OCO2)C=O
• Uses: 5-Methoxypiperonal is used in the synthesis of oxazole combretastatin A-4 analogs showing anti-tumor activity. It is also used in the synthesis of endothelin-A antagonist ABT-546, and further in the synthesis of antidepressant rolipram.

Technology Process of 1,3-Benzodioxole-5-carboxaldehyde, 7-methoxy-

There total 31 articles about 1,3-Benzodioxole-5-carboxaldehyde, 7-methoxy- 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: 96.0%

(7-methoxybenzo[d][1,3]dioxol-5-yl)methanol (22934-59-4) → 3-methoxy-4,5-methylenedioxybenzaldehyde (5780-07-4)

Guidance literature:

(7-methoxybenzo[d][1,3]dioxol-5-yl)methanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetasy.2009.02.022

Reference yield: 94.0%

5-hydroxyvanillin (3934-87-0) + 1,1-dibromomethane (74-95-3) → 3-methoxy-4,5-methylenedioxybenzaldehyde (5780-07-4)

Guidance literature:

With potassium carbonate; copper(II) oxide; In N,N-dimethyl-formamide; at 110 ℃; for 4h;

DOI:10.1016/j.tetlet.2016.02.089

Reference yield: 82.0%

(7-methoxybenzo[d][1,3]dioxol-5-yl)methanol (22934-59-4) + pyridinium chlorochromate → 3-methoxy-4,5-methylenedioxybenzaldehyde (5780-07-4)

Guidance literature:

In (7-methoxybenzo[3,4-d]1,3-dioxolan-5-yl)methan-1-ol(7.63 g, Yield 88%); dichloromethane;

upstream raw materials:

methanol

5-hydroxyvanillin

[1,3,5,7,2,6]tetroxadithiocane 2,2,6,6-tetraoxide

4-bromo-7-methoxybenzo[d][1,3]dioxole-5-carbaldehyde

Downstream raw materials:

(E)-4-methoxy-6-(2-nitrovinyl)benzo[d][1,3]dioxole

(E)-3-(7-methoxybenzo[d][1,3]dioxol-5-yl)acrylic acid

5-methoxy-3,4-methylenedioxybenzoic acid

Refernces

• 1、 Demonceau, Albert,Etsè, Koffi Sénam,Mouithys-Mickalad, Ange,Serteyn, Didier,Zaragoza, Guillermo. "Design, synthesis and biochemical evaluation of novel 2-amino-3-(7-methoxybenzo[d][1,3]dioxol-5-yl)propanoic acid using Horseradish peroxidase (HRP) activity, cellular ROS inhibition and molecular docking study". . . Retrieved 2021/10/29.
• 2、 Khrustalev, Victor N.,Muravsky, Egor A.,Semenov, Victor V.,Shinkarev, Ilia Yu.,Varakutin, Alexander E.. "Hydrogenation of plant polyalkoxybenzene derivatives: convenient access to coenzyme Q0 analogues". . p. 599 - 601. Retrieved 2020/10/18.