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116017

Sigma-Aldrich

2-Carboxybenzaldehyde

97%

Synonym(s):

Phthalaldehydic acid, 2-Formylbenzoic acid, 3-Hydroxyphthalide

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25 G
$40.50
100 G
$128.00

About This Item

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

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Quality Level

100

assay

97%

form

solid

mp

94-96 °C (lit.)

functional group

aldehyde
carboxylic acid

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.[1]

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)[2]. It has been used to synthesize a series of N-substituted isoindolinones by reductive C-N coupling and intramolecular amidation with amines[3].

pictograms

Exclamation mark
GHS07

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV8461
MKCV7704
MKCS6056
MKCQ1133
MKCQ1132

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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)
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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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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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