5-Formyl-3-methoxysalicylic acid

Base Information

• Chemical Name: 5-Formyl-3-methoxysalicylic acid
• CAS No.: 3507-08-2
• Molecular Formula: C9H8 O5
• Molecular Weight: 196.16
• Hs Code.: 2918990090
• European Community (EC) Number: 222-504-1
• UNII: HAB6WAR3X5
• DSSTox Substance ID: DTXSID00188574
• Nikkaji Number: J216.159A
• Wikidata: Q83060378
• Mol file: 3507-08-2.mol

Synonyms:5-Carboxyvanillin;5-formyl-2-hydroxy-3-methoxybenzoic acid;3507-08-2;5-Formyl-3-methoxysalicylic acid;3-CARBOXY-4-HYDROXY-5-METHOXYBENZALDEHYDE;5-Formyl-o-vanillic acid;HAB6WAR3X5;5-carboxyvanillin, AldrichCPR;SCHEMBL1981806;DTXSID00188574;5-(chloromethyl)-2-methylpyrimid;EINECS 222-504-1;AKOS006281038;3-Methoxy-4-hydroxy-5-carboxybenzaldehyde;5-Carboxy-4-hydroxy-3-methoxybenzaldehyde;FT-0692735;Benzoic acid, 5-formyl-2-hydroxy-3-methoxy-;Isophthalaldehydic acid, 6-hydroxy-5-methoxy-

Chemical Property of 5-Formyl-3-methoxysalicylic acid

Chemical Property:

• Vapor Pressure: 1.11E-06mmHg at 25°C
• Melting Point: 272 °C
• Boiling Point: 386.9°Cat760mmHg
• PKA: 2.44±0.14(Predicted)
• Flash Point: 159.7°C
• PSA: 83.83000
• Density: 1.441g/cm³
• LogP: 0.91150
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 196.03717335
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

5-Carboxyvanillin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)C(=O)O)C=O
• Uses: 5-Carboxyvanillin can be used for unit dose detergents with separately packaged bluing agent precursors.

Technology Process of 5-Formyl-3-methoxysalicylic acid

There total 13 articles about 5-Formyl-3-methoxysalicylic acid 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: 37.0%

hexamethylenetetramine (100-97-0) + 3-methoxysalicylic acid (877-22-5) → 3-carboxy-4-hydroxy-5-methoxybenzaldehyde (3507-08-2)

Guidance literature:

With trifluoroacetic acid; for 3h; Heating;

DOI:10.1021/jm00154a019

Reference yield:

2-hydroxy-3-methoxy-5-ξ-propenyl-benzoic acid (857599-38-3) → 3-carboxy-4-hydroxy-5-methoxybenzaldehyde (3507-08-2)

Guidance literature:

With ozone; ethyl acetate; anschliessende Hydrierung an Palladium/Kohle;

Reference yield:

5-allyl-2-hydroxy-3-methoxy-benzoic acid ethyl ester (7152-89-8) → 3-carboxy-4-hydroxy-5-methoxybenzaldehyde (3507-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous KOH / 200 °C

2: nitrobenzene; aqueous NaOH / 160 °C

With potassium hydroxide; sodium hydroxide; nitrobenzene;

DOI:10.1007/PL00008371

upstream raw materials:

chloroform

3-methoxysalicylic acid

2-hydroxy-3-methoxy-5-ξ-propenyl-benzoic acid

1-methyl-4-nitrosobenzene

Downstream raw materials:

5-cyano-2-hydroxy-3-methoxybenzoic acid

2-Hydroxy-3-methoxy-5-<2-nitro-but-1-enyl>-benzoesaeure

5-(1,2-Dibrom-2-nitro-ethyl)-2-hydroxy-3-methoxy-benzoesaeure-methylester

2-Hydroxy-3-methoxy-5-<2-nitro-prop-1-enyl>-benzoesaeure-methylester

Refernces

• 1、 Plasch, Katharina,Resch, Verena,Hitce, Julien,Pop?oński, Jaros?aw,Faber, Kurt,Glueck, Silvia M.. "Regioselective Enzymatic Carboxylation of Bioactive (Poly)phenols". . p. 959 - 965. Retrieved 2017/03/27.