121625-00-1

Basic information

• Product Name: 3,6-dimethoxyl-2-methylbenzaldehyde
• Synonyms: 3,6-dimethoxyl-2-methylbenzaldehyde
• CAS NO: 121625-00-1
• Molecular Weight: 180.203
• Mol File: 121625-00-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 3,6-dimethoxyl-2-methylbenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-dimethoxyl-2-methylbenzaldehyde(121625-00-1)
• EPA Substance Registry System: 3,6-dimethoxyl-2-methylbenzaldehyde(121625-00-1)

Safety Data

• Hazardous Substances Data: 121625-00-1(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 56724-03-9 3-methoxy-2-methyl-benzaldehyde 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 74-88-4 methyl iodide 
• 25245-34-5 1-bromo-2,5-dimethoxybenzene 
• 77-78-1 dimethyl sulfate 
• 110137-94-5 1-acetoxy-3,6-dimethoxybenzocyclobutene 
• 121625-14-7 1-(2'-hydroxyethoxy)-3,6-dimethoxybenzocyclobutene 
• 121625-13-6 1-chloro-3,6-dimethoxybenzocyclobutene 
• 87046-36-4 2,5-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-ol 
• 50472-09-8 3,6-dimethoxy-2-nitrobenzoic acid 
• 50472-10-1 2-amino-3,6-dimethoxybenzoic acid 
• 2785-98-0 2,5-dimethoxybenzoic acid 
• 109-72-8 n-butyllithium 

Downstream Products

• 116324-66-4 2,5-Dimethoxy-6-methylbenzoesaeure 
• 126838-56-0 methyl 3,6-dimethoxy-2-methylbenzoate 

Relevant articles and documents

Monodentate Transient Directing Group Enabled Pd-Catalyzed Ortho-C-H Methoxylation and Chlorination of Benzaldehydes

We report Pd-catalyzed ortho-C-H methoxylation and chlorination of benzaldehydes by employing monodentate transient directing groups (TDGs) as an alternative strategy to bidentate TDGs. More importantly, a single crystal of benzaldehyde imine ortho-cyclopalladium intermediate was successfully obtained, and its structure was unambiguously determined by X-ray diffraction, which clearly showed that it was a binuclear palladium species bridged by a pyridone ligand. The utility of this approach was further demonstrated through the synthesis of key intermediates of natural products and drugs.

Synthesis of oxygenated orthomethylbenzaldehydes via aryne [2+2] cycloaddition and benzocyclobutenol ring opening

Herein, a two-step procedure for the preparation of oxygenated ortho-methylbenzaldehyde derivatives, starting from commercially available bromoarenes, is described. The synthesis features the simultaneous and highly regioselective installation of both the methyl and the formyl group onto the benzene core via benzyne [2+2] cycloadditions with acetaldehyde lithium enolate to give the corresponding benzocyclobutenols in high yields. Bond-selective ring opening of the benzocyclobutenols under basic conditions in methanol delivers the title compounds.

Heterocyclic anthracycline analogs

Novel pyrano heterocyclic anthracycline derivatives are described, which are useful in the treatment of cancer and tumors, such as breast cancer, leukemia, lung cancer, colon cancer, ovarian cancer, renal cancer, and melanoma. As well, these compounds may be used ex vivo for the treatment of cancerous bone marrow before retransplanting said marrow in a patient. Pharmaceutical compositions and methods of preparing the compounds are also described.