MilliporeSigma
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P63808

Sigma-Aldrich

2,6-Pyridinedicarboxylic acid

99%

Synonym(s):
Dipicolinic acid, DPA, DPAc
Empirical Formula (Hill Notation):
C7H5NO4
CAS Number:
Molecular Weight:
167.12
Beilstein:
131629
EC Number:
MDL number:
eCl@ss:
39151816
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

crystals

mp

248-250 °C (dec.) (lit.)

SMILES string

OC(=O)c1cccc(n1)C(O)=O

InChI

1S/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12)

InChI key

WJJMNDUMQPNECX-UHFFFAOYSA-N

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Application

Used to prepare dipicolinato ligated lanthanide and transition metal complexes.

Packaging

25, 100, 500 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

370.4 °F - closed cup

Flash Point(C)

188 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

J. Ind. Chem. Soc., 71, 9-9 (1994)
Bulletin of the Chemical Society of Japan, 64, 3659-3659 (1991)
Samantha K Cary et al.
Nature chemistry, 9(9), 856-861 (2017-08-25)
Electron transfer in mixed-valent transition-metal complexes, clusters and materials is ubiquitous in both natural and synthetic systems. The degree to which intervalence charge transfer (IVCT) occurs, dependent on the degree of delocalization, places these within class II or III of
C C J van Melis et al.
International journal of food microbiology, 160(2), 124-130 (2012-11-28)
In this study, the impact of a range of organic acids and structurally similar alcohols with three to six carbon backbones and increasing lipophilic character, were tested on the germination behavior of B. cereus ATCC 14579 spores. This approach allowed
Yunfeng Li et al.
Journal of bacteriology, 194(8), 1875-1884 (2012-02-14)
The proteins encoded by the spoVA operon, including SpoVAD, are essential for the uptake of the 1:1 chelate of pyridine-2,6-dicarboxylic acid (DPA(2,6)) and Ca(2+) into developing spores of the bacterium Bacillus subtilis. The crystal structure of B. subtilis SpoVAD has

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