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116017

Sigma-Aldrich

2-Carboxybenzaldehyde

97%

Synonym(s):

Phthalaldehydic acid, 2-Formylbenzoic acid, 3-Hydroxyphthalide

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About This Item

Empirical Formula (Hill Notation):
C8H6O3
CAS Number:
119-67-5
Molecular Weight:
150.13
Beilstein:
742381
EC Number:
204-342-3
MDL number:
MFCD00003336
UNSPSC Code:
12352100
PubChem Substance ID:
24847258
NACRES:
NA.22

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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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
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Archives of microbiology, 200(1), 171-182 (2017-09-25)
A high-efficiency fluoranthene-degrading bacterium Paenibacillus sp. PRNK-6 was isolated from PAH-contaminated soil. The strain degrades 96% (240 mg l

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