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Sigma-Aldrich

2-Carboxybenzaldehyde

97%

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Synonym(s):
Phthalaldehydic acid, 2-Formylbenzoic acid, 3-Hydroxyphthalide
Empirical Formula (Hill Notation):
C8H6O3
CAS Number:
Molecular Weight:
150.13
Beilstein:
742381
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

94-96 °C (lit.)

SMILES string

OC(=O)c1ccccc1C=O

InChI

1S/C8H6O3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5H,(H,10,11)

InChI key

DYNFCHNNOHNJFG-UHFFFAOYSA-N

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General description

2-Carboxybenzaldehyde is an aldehydic acid that can be used to synthesize functionalized diazaphospholanes.

Application

2-Carboxybenzaldehyde is a metabolite of the biodegradation of luoranthene using two pure bacterial strains, Pasteurella sp. IFA (B-2) and Mycobacterium sp. PYR-1 (AM). It has been used to synthesize a series of N-substituted isoindolinones by reductive C-N coupling and intramolecular amidation with amines.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Linyan Shi et al.
Organic letters, 14(7), 1876-1879 (2012-03-17)
A series of N-substituted isoindolinones have been successfully synthesized through the reductive C-N coupling and intramolecular amidation of 2-carboxybenzaldehyde and amines. This one-pot synthesis gives excellent yields using ultrathin Pt nanowires as catalysts under 1 bar of hydrogen. These unsupported
Solid-phase synthesis of chiral 3, 4-diazaphospholanes and their application to catalytic asymmetric allylic alkylation
Landis CR and Clark TP
Proceedings of the National Academy of Sciences, 101, 5428-5432 (2004)
Yuling Bao et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 129, 110377-110377 (2020-06-20)
There are plenty of evidences to show that combining of chemotherapy and immunotherapy should be a very potent anti-cancer therapeutic method. In this research, we evaluated the anti-tumor activity of doxorubicin prodrug combined with erythrocyte membrane-enveloped polymer nano-vaccine against tumor
E Sepic et al.
Journal of applied microbiology, 85(4), 746-754 (1998-11-13)
The findings from a biodegradability study of fluoranthene using two pure bacterial strains, Pasteurella sp. IFA (B-2) and Mycobacterium sp. PYR-1 (AM) are reported. Of total fluoranthene, 24% (B-2) and 46% (AM) was biodegraded in an aqueous medium during 14
Anna Muratova et al.
Biodegradation, 25(6), 787-795 (2014-07-24)
The biodegradation of the polycyclic aromatic hydrocarbon phenantherene by the rhizobacterial strain Ensifer meliloti P221, isolated from the root zone of plant grown in PAH-contaminated soil was studied. Bacterial growth and phenanthrene degradation under the influence of root-exuded organic acids

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