3-Formylsalicylic acid

Base Information

• Chemical Name: 3-Formylsalicylic acid
• CAS No.: 610-04-8
• Molecular Formula: C8H6O4
• Molecular Weight: 166.133
• Hs Code.: 2918990090
• European Community (EC) Number: 684-827-8
• NSC Number: 55753
• DSSTox Substance ID: DTXSID80209852
• Nikkaji Number: J765.258E
• Wikidata: Q27104284
• Metabolomics Workbench ID: 52105
• Mol file: 610-04-8.mol

Synonyms:3-formylsalicylic acid;5-formylsalicylic acid

Chemical Property of 3-Formylsalicylic acid

Chemical Property:

• Appearance/Colour: beige to light brown crystalline powder
• Vapor Pressure: 0.000327mmHg at 25°C
• Melting Point: 177.5°C
• Refractive Index: 1.669
• Boiling Point: 306.864 °C at 760 mmHg
• PKA: 2.49±0.10(Predicted)
• Flash Point: 153.61 °C
• PSA: 74.60000
• Density: 1.483 g/cm³
• LogP: 0.90290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 166.02660867
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

3-formyl-2-hydroxybenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Formylsalicylic acid

There total 17 articles about 3-Formylsalicylic 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: 55.7%

hexamethylenetetramine (100-97-0) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 3-formylsalicylic acid (610-04-8) + 2-hydroxy-5-formylbenzoic acid (616-76-2)

Guidance literature:

hexamethylenetetramine; salicylic acid; With copper(I) oxide; In trifluoroacetic acid; for 5h; Reflux;

With hydrogenchloride; In water; at 20 ℃; for 1h; Concentration; Reagent/catalyst; regioselective reaction;

DOI:10.1007/s11164-014-1881-5

Reference yield: 29.0%

ethanol (64-17-5) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 3-formylsalicylic acid (610-04-8)

Guidance literature:

With dibenzo-18-crown-6; sodium hydroxide; In chloroform; water; at 55 ℃; for 24h;

DOI:10.1016/j.saa.2017.02.053

Reference yield:

chloroform (67-66-3,8013-54-5) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 3-formylsalicylic acid (610-04-8) + 2-hydroxy-5-formylbenzoic acid (616-76-2)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

hexamethylenetetramine

acetic acid

salicylic acid

2-hydroxy-3-propenyl-benzoic acid

Downstream raw materials:

2-hydroxy-isophthalaldehyde

2-hydroxyisophthalic acid

2,3-Dihydroxybenzoic acid

3-hydroxyiminomethylsalicylic acid