4-Methoxyphthalaldehyde

Base Information

• Chemical Name: 4-Methoxyphthalaldehyde
• CAS No.: 6500-51-2
• Molecular Formula: C9H8 O3
• Molecular Weight: 164.161
• Hs Code.: 2912499000
• DSSTox Substance ID: DTXSID20444629
• Nikkaji Number: J1.192.411E
• Wikidata: Q82262818
• Mol file: 6500-51-2.mol

Synonyms:4-methoxyphthalaldehyde;6500-51-2;4-Methoxyphtalaldehyde;4-Methoxybenzene-1,2-dicarbaldehyde;1,2-Benzenedicarboxaldehyde, 4-methoxy-;4-methoxy-2-formylbenzaldehyde;SCHEMBL12672585;DTXSID20444629;N-hydroxycarbamic acid ethyl ester;AKOS006286954;A934464

Chemical Property of 4-Methoxyphthalaldehyde

Chemical Property:

• PSA: 43.37000
• LogP: 1.32020
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

99%, ^*data from raw suppliers

4-METHOXYPHTHALALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C=O)C=O

Technology Process of 4-Methoxyphthalaldehyde

There total 19 articles about 4-Methoxyphthalaldehyde 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: 86.0%

2-<2-(1,3-dioxalanyl)>-4-methoxybenzaldehyde (98015-08-8) → 4-methoxybenzene-1,2-dicarbaldehyde (6500-51-2)

Guidance literature:

With hydrogenchloride; water; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2017.11.035

Reference yield: 78.0%

carbon monoxide (201230-82-2) + 2-bromo-5-methoxy-benzaldehyde (7507-86-0) → 4-methoxybenzene-1,2-dicarbaldehyde (6500-51-2)

Guidance literature:

With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 23h; under 3102.97 - 3620.13 Torr;

DOI:10.1002/anie.201712015

Reference yield: 63.0%

5-methoxy-4,5-dihydroisobenzofuran → 4-methoxybenzene-1,2-dicarbaldehyde (6500-51-2) + o-phthalic dicarboxaldehyde (643-79-8)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; at 20 ℃; for 48h;

DOI:10.3762/bjoc.15.67

upstream raw materials:

(2-hydroxymethyl-5-methoxy-phenyl)-methanol

3,4-dimethylanisole

2-<2-(1,3-dioxalanyl)>-4-methoxybenzaldehyde

(2-amino-5-methoxyphenyl)methanol

Downstream raw materials:

C₂₅H₂₀O₃

2'-benzoyl-5-methoxy-1,2'-spirobi[indene]-1,3-dione

(E)-2-(3-(4-chlorophenyl)-3-oxoprop-1-enyl)-4-methoxybenzaldehyde

2-methoxy-6-nitronaphthalen-7-yl-methyl 2-(benzamido)acetate

Refernces

• 1、 Moitessier, Clémence,Rifai, Ahmad,Danjou, Pierre-Edouard,Mallard, Isabelle,Cazier-Dennin, Francine. "Efficient synthesis of 4-substituted-ortho-phthalaldehyde analogues: Toward the emergence of new building blocks". . p. 721 - 726. Retrieved 2019/04/17.
• 2、 Cabrera, James M.,Tauber, Johannes,Krische, Michael J.. "Enantioselective Iridium-Catalyzed Phthalide Formation through Internal Redox Allylation of Phthalaldehydes". supporting information. p. 1390 - 1393. Retrieved 2018/01/27.