3-Formyl-4-hydroxybenzoic acid

Base Information

• Chemical Name: 3-Formyl-4-hydroxybenzoic acid
• CAS No.: 584-87-2
• Molecular Formula: C8H6O4
• Molecular Weight: 166.133
• Hs Code.: 2918990090
• European Community (EC) Number: 626-198-4
• NSC Number: 115705
• DSSTox Substance ID: DTXSID90973951
• Nikkaji Number: J95.032G
• Wikidata: Q72479267
• Mol file: 584-87-2.mol

Synonyms:3-Formyl-4-hydroxybenzoic acid;584-87-2;Benzoic acid, 3-formyl-4-hydroxy-;MFCD00016595;NSC115705;Oprea1_143744;Oprea1_850501;SCHEMBL1100563;DTXSID90973951;NXZBZWZORYEIJL-UHFFFAOYSA-N;BCP05672;BBL102665;STL556469;AKOS000541027;3-Formyl-4-hydroxybenzoic acid, 97%;CS-W010815;NSC-115705;TS-7249;BP-13031;SY110468;FT-0692502;EN300-115098;F17007;A869432;J-200056;Z1255434815

Chemical Property of 3-Formyl-4-hydroxybenzoic acid

Chemical Property:

• Vapor Pressure: 2.32E-05mmHg at 25°C
• Melting Point: 246-250 °C(lit.)
• Refractive Index: 1.669
• Boiling Point: 345.5 °C at 760 mmHg
• PKA: 4.22±0.10(Predicted)
• Flash Point: 177 °C
• PSA: 74.60000
• Density: 1.482 g/cm³
• LogP: 0.90290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• 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:

98%,99%, ^*data from raw suppliers

3-Formyl-4-hydroxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)C=O)O

Technology Process of 3-Formyl-4-hydroxybenzoic acid

There total 12 articles about 3-Formyl-4-hydroxybenzoic 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: 95.0%

methyl 3-formyl-4-hydroxybenzoate (24589-99-9) → 3-formyl-4-hydroxybenzoic acid (584-87-2)

Guidance literature:

With lithium hydroxide; In methanol; water; for 2h; Reflux;

DOI:10.1039/C7OB00300E

Reference yield: 55.0%

hexamethylenetetramine (100-97-0) + 4-hydroxy-benzoic acid (99-96-7) → 3-formyl-4-hydroxybenzoic acid (584-87-2)

Guidance literature:

In trifluoroacetic acid; at 70 ℃; for 22h;

DOI:10.1021/acs.bioconjchem.8b00337

Reference yield: 45.0%

trifluoroacetic acid (76-05-1) + 4-hydroxy-benzoic acid (99-96-7) → 3-formyl-4-hydroxybenzoic acid (584-87-2)

Guidance literature:

With hexamethylenetetramine; for 3h; Inert atmosphere; Reflux;

DOI:10.1039/c6dt02148d

upstream raw materials:

hexamethylenetetramine

4-hydroxy-benzoic acid

trichloroacetic acid

formaldehyd

Downstream raw materials:

4-hydroxyisophthalic acid

4-hydroxy-3-hydroxymethylbenzoic acid

4-Hydroxy-3-[(E)-phenyliminomethyl]-benzoic acid

4-hydroxy-3-(((4-nitrophenyl)imino)methyl)benzoic acid

Refernces

• 1、 Crisalli, Meredith A.,Franco, Lilian P.,Silva, Bruno R.,Holanda, Alda K. M.,Bendhack, Lusiane M.,Da Silva, Roberto S.,Ford, Peter C.. "Nitric oxide release from a photoactive water-soluble ruthenium nitrosyl. Biological?effects". . p. 1690 - 1703. Retrieved 2018.
• 2、 Yuan, Guozan,Zhu, Chengfeng,Xuan, Weimin,Cui, Yong. "Enantioselective recognition and separation by a homochiral porous lamellar solid based on unsymmetrical schiff base metal complexes". . p. 6428 - 6434. Retrieved 2009.
• 3、 Holik, Holis A.,Uehara, Tomoya,Nemoto, Soki,Rokugawa, Takemi,Tomizawa, Yuumi,Sakuma, Ayako,Mizuno, Yuki,Suzuki, Hiroyuki,Arano, Yasushi. "Coordination-Mediated Synthesis of 67Ga-Labeled Purification-Free Trivalent Probes for in Vivo Imaging of Saturable Systems". . p. 2909 - 2919. Retrieved 2018/09/06.