Methyl 3-formylpicolinate

Base Information

• Chemical Name: Methyl 3-formylpicolinate
• CAS No.: 133155-82-5
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.15
• Hs Code.: 2933399090
• European Community (EC) Number: 870-016-8
• DSSTox Substance ID: DTXSID70446739
• Wikidata: Q72490968
• Mol file: 133155-82-5.mol

Synonyms:Methyl 3-formylpicolinate;133155-82-5;Methyl 3-formylpyridine-2-carboxylate;METHYL 3-FORMYL-2-PYRIDINECARBOXYLATE;3-Formyl-2-pyridinecarboxylic Acid Methyl Ester;2-Pyridinecarboxylic acid, 3-formyl-, methyl ester;2-Pyridinecarboxylicacid,3-formyl-,methylester(9CI);MFCD11100670;Methyl3-formylpicolinate;SCHEMBL2561503;DTXSID70446739;PSXKRBGWRMVIPG-UHFFFAOYSA-N;Methyl3-formyl-2-pyridinecarboxylate;CS1479;AKOS006307657;SB52833;DS-15730;FT-0748643;EN300-702808;Z1198311042

Chemical Property of Methyl 3-formylpicolinate

Chemical Property:

• Vapor Pressure: 0.000275mmHg at 25°C
• Refractive Index: 1.561
• Boiling Point: 322.7°C at 760 mmHg
• PKA: -0.59±0.10(Predicted)
• Flash Point: 148.9°C
• PSA: 56.26000
• Density: 1.249
• LogP: 0.68070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

97% ^*data from raw suppliers

Methyl3-formylpicolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC=N1)C=O

Technology Process of Methyl 3-formylpicolinate

There total 2 articles about Methyl 3-formylpicolinate 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:

methanol (67-56-1) + 8-methoxyquinoline (938-33-0) → 3-formyl-2-methoxycarbonylpyridine (133155-82-5) + methyl 3-(1',1'-dimethoxymethyl)pyridine-2-carboxylate (133155-81-4) + dimethyl 2,3-pyridinedicarboxylate (605-38-9)

Guidance literature:

methanol; 8-methoxyquinoline; With ozone; for 2h; Cooling;

With dimethylsulfide; for 0.5h; Cooling;

DOI:10.3998/ark.5550190.p008.843

Reference yield:

methyl 3-(1',1'-dimethoxymethyl)pyridine-2-carboxylate (133155-81-4) → 3-formyl-2-methoxycarbonylpyridine (133155-82-5)

Guidance literature:

With sodium hydrogencarbonate; toluene-4-sulfonic acid; In 1,4-dioxane; water;

Reference yield:

3-formyl-2-methoxycarbonylpyridine (133155-82-5) + (3-chlorobenzyl)(triphenyl)phosphonium bromide → methyl (E)-3-(2-(3-chlorophenyl)ethenyl)pyridine-2-carboxylate + methyl (Z)-3-(2-(3-chlorophenyl)ethenyl)pyridine-2-carboxylate

Guidance literature:

(3-chlorobenzyl)(triphenyl)phosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

3-formyl-2-methoxycarbonylpyridine; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.3998/ark.5550190.p008.843

upstream raw materials:

methyl 3-(1',1'-dimethoxymethyl)pyridine-2-carboxylate

methanol

8-methoxyquinoline

Downstream raw materials:

methyl (E)-3-(3-chlorophenyl)prop-2-enoate

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