3-Formylbenzoic acid

Base Information

• Chemical Name: 3-Formylbenzoic acid
• CAS No.: 619-21-6
• Molecular Formula: C8H6O3
• Molecular Weight: 150.134
• Hs Code.: 29183000
• European Community (EC) Number: 210-585-6
• UNII: HB95GRM95D
• DSSTox Substance ID: DTXSID0060696
• Nikkaji Number: J95.029G
• Wikidata: Q27279841
• ChEMBL ID: CHEMBL583576
• Mol file: 619-21-6.mol

Synonyms:3-FORMYLBENZOIC ACID;3-Carboxybenzaldehyde;619-21-6;Benzoic acid, 3-formyl-;m-Formyl benzoic acid;3-formyl benzoic acid;Isophthalaldehydic acid;MFCD00039575;EINECS 210-585-6;UNII-HB95GRM95D;HB95GRM95D;3-Formyl-benzoic acid;m-CARBOXYBENZALDEHYDE;3-FormylbenzoicAcid;Isophthalaldehydsaure;3-ormylbenzoic acid;3-carboxy-benzaldehyde;3 - Carboxybenzaldehyde;3-Formylbenzoic acid #;DIISODECYLGLUTARATE;3-Formylbenzoic acid, 97%;SCHEMBL266698;CHEMBL583576;DTXSID0060696;FORMYL BENZOIC ACID, M-;UHDNUPHSDMOGCR-UHFFFAOYSA-;CHEBI:183859;BCP18649;3-formylbenzoate;3-Formylbenzoic Acid;AKOS005131063;CS-W001607;GS-3346;SY003064;LS-181670;AM20060695;FT-0602351;I0851;EN300-66986;A833484;AE-562/40256786;W-105078;Q27279841;F0001-1645;Z1065768480

Chemical Property of 3-Formylbenzoic acid

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 6.11E-05mmHg at 25°C
• Melting Point: 172-176 ºC
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 331.7 ºC at 760 mmHg
• PKA: 3.84(at 25℃)
• Flash Point: 168.6 ºC
• PSA: 54.37000
• Density: 1.321 g/cm³
• LogP: 1.19730
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Soluble in methanol (100 mg/mL) gives a clear to slightly hazy,
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 150.031694049
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

3-Formylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(=O)O)C=O
• Uses: 3-Formylbenzoic acid is used in the synthesis of bicyclic cis-2-azetidinone derivatives via Ugi 4-centre 3-component reaction, porphyrin capped with a steroidal superstructure bearing convergent hydroxy groups and 3-[(4-amino-1,2-dihydro-1-oxo-2-phenyl-1,2,4-triazolo[4,3-a]quinoxalin-6-yl)amino]methyl benzoic acid.

Technology Process of 3-Formylbenzoic acid

There total 32 articles about 3-Formylbenzoic 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: 96.0%

m-xylene (108-38-3,104809-90-7) → isophthalic acid (121-91-5) + m-formylphenyl benzoic acid (619-21-6) + m-Toluic acid (99-04-7)

Guidance literature:

With dihydrogen peroxide; In dimethyl sulfoxide; at 70 ℃; for 10h; Reagent/catalyst; Overall yield = > 99 %; Catalytic behavior;

DOI:10.1039/c5cc00351b

Reference yield: 95.0%

Isophthalaldehyde (626-19-7) → m-formylphenyl benzoic acid (619-21-6)

Guidance literature:

With C₂₀H₂₅N₂⁽¹⁺⁾*Cl^(1-); water; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 2h; Schlenk technique;

DOI:10.3762/bjoc.9.65

Reference yield: 93.0%

3-chloromethylbenzoic acid (31719-77-4) → m-formylphenyl benzoic acid (619-21-6)

Guidance literature:

3-chloromethylbenzoic acid; With hexamethylenetetramine; In chloroform; at 62 ℃; for 9h;

With acetic acid; In chloroform; water; at 105 ℃; for 9h; Temperature;

upstream raw materials:

Isophthalaldehyde

3-(dichloromethyl)benzoyl chloride

3-(dichloromethyl)benzonitrile

3-bromomethylbenzoic acid

Downstream raw materials:

Methyl 3-formylbenzoate

(E)-3-(2-nitrovinyl)benzoic acid

3-formyl-benzoic acid ethyl ester

ω.ω.ω'-triethyl-m-xylylene glycol

Refernces

• 1、 Hoshino, Tomoyasu,Yamabe, Emi,Hawari, Muhammad Arisyi,Tamura, Mayumi,Kanamaru, Shuji,Yoshida, Keisuke,Koesoema, Afifa Ayu,Matsuda, Tomoko. "Oxidation of aromatic and aliphatic aldehydes to carboxylic acids by Geotrichum candidum aldehyde dehydrogenase". . . Retrieved 2020/07/20.
• 2、 Fu, Ming-Chen,Fu, Yao,Shang, Rui,Wu, Ya-Nan. "Nickel-catalyzed carboxylation of aryl iodides with lithium formate through catalytic CO recycling". supporting information. p. 4067 - 4069. Retrieved 2020/04/20.