4-Formylbenzoic acid

Base Information

• Chemical Name: 4-Formylbenzoic acid
• CAS No.: 619-66-9
• Molecular Formula: C8H6O3
• Molecular Weight: 150.134
• Hs Code.: 29183000
• European Community (EC) Number: 210-607-4
• NSC Number: 15797
• UNII: UES4QRK36E
• DSSTox Substance ID: DTXSID3027249
• Nikkaji Number: J95.030K
• Wikipedia: 4-Carboxybenzaldehyde
• Wikidata: Q23662583
• ChEMBL ID: CHEMBL113897
• Mol file: 619-66-9.mol

Synonyms:Terephthalaldehydicacid (6CI,7CI,8CI);4-Carboxybenzaldehyde;4-Carboxylbenzaldehyde;NSC 15797;Terephthalaldehyde acid;Terephthaldehydicacid;p-Benzoic acid aldehyde;p-Carboxybenzaldehyde;p-Formylbenzoic acid;

Chemical Property of 4-Formylbenzoic acid

Chemical Property:

• Appearance/Colour: Yellowish fine crystalline powder
• Vapor Pressure: 5.72E-05mmHg at 25°C
• Melting Point: 247 °C(lit.)
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 332.6 °C at 760 mmHg
• PKA: 3.77(at 25℃)
• Flash Point: 169.2 °C
• PSA: 54.37000
• Density: 1.321 g/cm³
• LogP: 1.19730
• Storage Temp.: -20?C Freezer
• Sensitive.: Air Sensitive
• Solubility.: DMSO
• Water Solubility.: Soluble in water, methanol, DMSO, ether, and chloroform.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 150.031694049
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

4-Formylbenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-33
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: C1=CC(=CC=C1C=O)C(=O)O
• Uses: A metabolite of aldehydes. 4-Formylbenzoic acid is usually used as reagent during esterification of 2,2,6,6-tetramethyl-4-oxopiperidinyl-1-oxyl to yield 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl 4-formylbenzoate. 4-Carboxybenzaldehyde is an important intermediate in the synthesis of terepthalic acid. It has been used as reagent during esterification of 2,2,6,6-tetramethyl-4-oxopiperidinyl-1-oxyl to yield 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl 4-formylbenzoate.

Technology Process of 4-Formylbenzoic acid

There total 147 articles about 4-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: 98.3%

para-xylene (106-42-3) → terephthalic acid (100-21-0) + 4-Carboxybenzaldehyde (619-66-9)

Guidance literature:

With air; hydrogen bromide; acetic acid; cobalt(II) acetate; manganese(II) acetate; at 180 ℃; for 0.166667h; under 25745 Torr;

Reference yield: 95.0%

acetic acid (64-19-7,77671-22-8) + p-Toluic acid (99-94-5) → terephthalic acid (100-21-0) + 3-hydroxymethyl-benzoic acid (3006-96-0) + p-acetoxymethyl benzoic acid (15561-46-3) + 4-Carboxybenzaldehyde (619-66-9)

Guidance literature:

With N-hydroxyphthalimide; air; cobalt(II) acetate; manganese(II) acetate; at 150 ℃; for 3h; under 22800 Torr;

DOI:10.1002/1615-4169(20010226)343:2<220::aid-adsc220>3.0.co;2-n

Reference yield: 82.0%

para-xylene (106-42-3) → terephthalic acid (100-21-0) + 3-hydroxymethyl-benzoic acid (3006-96-0) + 4-Carboxybenzaldehyde (619-66-9) + p-Toluic acid (99-94-5)

Guidance literature:

With N-hydroxyphthalimide; oxygen; manganese(II) acetate; cobalt(II) acetate; In acetic acid; at 100 ℃; for 14h; under 760 Torr; Further Variations:; Catalysts; Reagents; Solvents; Temperatures; ratio; Kinetics; Product distribution;

DOI:10.1002/1615-4169(20010226)343:2<220::aid-adsc220>3.0.co;2-n

upstream raw materials:

1,4-bis(bromomethyl)benzene

4-bromomethylbenzoic Acid

4-(dichloromethyl)benzoyl chloride

p-cyano-1-(dichloromethyl)benzene

Downstream raw materials:

4-(4-oxo-2-thioxo-thiazolidin-5-ylidenemethyl)-benzoic acid

4-(1H-benzimidazol-2-yl)benzoic acid

4-carboxybenzaldehyde phenylhydrazone

(E)-4-(3-oxobut-1-en-1-yl)benzoic acid

Refernces

• 1、 Zhang, Xin,Sangani, Chetan B.,Jia, Li-Xin,Gong, Pi-Xian,Wang, Fang,Wang, Jun-Fang,Zhu, Hai-Liang. "Synthesis and antibacterial evaluation of novel Schiff's base derivatives of nitroimidazole nuclei as potent E. coli FabH inhibitors". . p. 54217 - 54225. Retrieved 2014.
• 2、 Huang, Yang,Jiang, Haiwei,Li, Teng,Peng, Yang,Rong, Nianxin,Shi, Hexian,Yang, Weiran. "Radical induced disproportionation of alcohols assisted by iodide under acidic conditions". supporting information. p. 8108 - 8115. Retrieved 2021/10/29.
• 3、 Mittal, Rupali,Awasthi, Satish Kumar. "A Synergistic Magnetically Retrievable Inorganic-Organic Hybrid Metal Oxide Catalyst for Scalable Selective Oxidation of Alcohols to Aldehydes and Ketones". . p. 4799 - 4813. Retrieved 2021/09/30.