2-Carboxybenzaldehyde

Base Information

• Chemical Name: 2-Carboxybenzaldehyde
• CAS No.: 119-67-5
• Molecular Formula: C8H6O3
• Molecular Weight: 150.134
• Hs Code.: 29183000
• European Community (EC) Number: 204-342-3
• NSC Number: 5045
• UNII: OAEGSO7G3Y
• DSSTox Substance ID: DTXSID1059490
• Nikkaji Number: J95.028I
• Wikipedia: 2-Carboxybenzaldehyde
• Wikidata: Q27102472
• Metabolomics Workbench ID: 50972
• ChEMBL ID: CHEMBL234213
• Mol file: 119-67-5.mol

Synonyms:2-Carboxybenzaldehyde;119-67-5;2-Formylbenzoic acid;PHTHALALDEHYDIC ACID;o-Formylbenzoic acid;Benzoic acid, 2-formyl-;o-Carboxybenzaldehyde;MFCD00003336;Benzoic acid, formyl-;OAEGSO7G3Y;NSC 5045;EINECS 204-342-3;BRN 0742381;Benzaldehyde-2-carboxylic Acid;CHEBI:17605;NSC-5045;4-10-00-02748 (Beilstein Handbook Reference);Phthalaldehydsure;formylbenzoic acid;carboxybenzaldehyde;2-formyl benzoic acid;2-formyl-benzoic acid;2- carboxybenzaldehyde;2-carboxy-benzaldehyde;UNII-OAEGSO7G3Y;SCHEMBL78873;2-Carboxybenzaldehyde, 97%;CHEMBL234213;DTXSID1059490;BENZALDEHYDE, 2-CARBOXY-;NSC5045;CS-D1667;HY-Y1771;BBL013693;STK801573;AKOS000120931;AS-14466;BP-11499;SY001395;LS-109067;AM20060492;FT-0611650;FT-0657534;P0281;2-FORMYL BENZOIC ACID [USP IMPURITY];EN300-20473;C03057;AP-065/41884108;Q27102472;F2191-0166;Z104478340

Chemical Property of 2-Carboxybenzaldehyde

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: 0.00012mmHg at 25°C
• Melting Point: 94-96 °C(lit.)
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 321.8 °C at 760 mmHg
• PKA: 4.57±0.10(Predicted)
• Flash Point: 162.6 °C
• PSA: 54.37000
• Density: 1,404 g/cm³
• LogP: 1.19730
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: soluble
• XLogP3: 1
• 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:

99.9% ^*data from raw suppliers

2-Carboxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)C(=O)O
• Uses: 2-Carboxybenzaldehyde is a carboxylated derivative of benzaldehyde which is readily converted to 2-hydroxymethyl benzoic acid by CBA dehydrogenase. 2-Carboxybenzaldehyde is a metabolite of ampicillin phthalidyl ester. 2-Carboxybenzaldehyde is a carboxylated derivative of benzaldehyde which is readily converted to 2-hydroxymethyl benzoic acid by CBA dehydrogenase. 2-Carboxybenzaldehyde is a metabolite of ampicillin phthalidyl ester. It has been used to synthesize a series of N-substituted isoindolinones by reductive C-N coupling and intramolecular amidation with amines.

Technology Process of 2-Carboxybenzaldehyde

There total 97 articles about 2-Carboxybenzaldehyde 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: 74.0%

o-xylene (95-47-6) → ortho-methylbenzoic acid (118-90-1) + 2-benzofuran-1(3H)-one (87-41-2) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) + benzoic acid (65-85-0,8013-63-6) + o-carboxybenzaldehyde (119-67-5)

Guidance literature:

With dihydrogen peroxide; In water; at 380 ℃; under 172517 Torr; Product distribution / selectivity; Supercritical conditions;

Reference yield: 73.0%

o-xylene (95-47-6) → ortho-methylbenzoic acid (118-90-1) + 2-(hydroxymethyl)benzoic acid (612-20-4) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) + o-carboxybenzaldehyde (119-67-5)

Guidance literature:

o-xylene; With N-hydroxyphthalimide; air; cobalt(II) acetate; manganese(II) acetate; In acetic acid; at 150 ℃; for 3h; under 22801.5 Torr;

With sodium hydroxide; at 90 ℃; Further stages.;

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

Reference yield: 72.0%

o-xylene (95-47-6) → 2-benzofuran-1(3H)-one (87-41-2) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) + benzoic acid (65-85-0,8013-63-6) + o-carboxybenzaldehyde (119-67-5)

Guidance literature:

With dihydrogen peroxide; In water; at 380 ℃; under 172517 Torr; Product distribution / selectivity; Supercritical conditions;

upstream raw materials:

3-Bromophthalide

2-carboxycinnamic acid

phthalonic acid

2-dichloromethyl-benzonitrile

Downstream raw materials:

3-(1H-indol-3-yl)isobenzofuran-1(3H)-one

2-Methyl-3-phthalidyl-indol

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

3-benzoylamino-phthalide

Refernces

• 1、 Sturrock,M.G. et al.. "-". . p. 3047 - 3051. Retrieved 1971.
• 2、 Fraga-Dubreuil, Joan,Garcia-Verdugo, Eduardo,Hamley, Paul A.,Perez, Eduardo,Pearson, Ian,Thomas, W. Barry,Housley, Duncan,Partenheimer, Walt,Poliakoff, Martyn. "Prevention of manganese precipitation during the continuous selective partial oxidation of methyl aromatics with molecular oxygen in supercritical water". . p. 1866 - 1876. Retrieved 2009.
• 3、 Cava et al.. "-". . p. 2076,2079. Retrieved 1963.
• 4、 Wegscheider, R.,Bondi, E.. "". . . Retrieved 1905.
• 5、 Dahlgren,Schell. "-". . p. 3200. Retrieved 1967.
• 6、 Maekawa,Sumimoto. "-". . p. 941,942. Retrieved 1960.
• 7、 Kabilan,Girija,Reis, Joao Carlos R.,Segurado, Manuel A.P.,De Oliveira, Jaime D. Gomes. "Oxidation of benzyl alcohol by pyridinium dichromate in acetonitrile. Using the paralmeta ratio of substituent effects for mechanism elucidation". . p. 1151 - 1157. Retrieved 2002.
• 8、 -. "Synthesis method of O-formyl benzoic acid". Paragraph 0009 0011-0012. . Retrieved 2019/12/25.
• 9、 Liu, Cong,Zhang, Qi,Li, Hongbo,Guo, Shuangxi,Xiao, Bin,Deng, Wei,Liu, Lei,He, Wei. "Cu/Fe Catalyzed Intermolecular Oxidative Amination of Benzylic C-H Bonds". supporting information. p. 6208 - 6212. Retrieved 2016/05/09.