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P63808

Sigma-Aldrich

2,6-Pyridinedicarboxylic acid

99%

Synonym(s):

DPA, DPAc, Dipicolinic acid

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About This Item

Empirical Formula (Hill Notation):
C7H5NO4
CAS Number:
499-83-2
Molecular Weight:
167.12
Beilstein:
131629
EC Number:
207-894-3
MDL number:
MFCD00006299
UNSPSC Code:
12352100
eCl@ss:
39151816
PubChem Substance ID:
24898760
NACRES:
NA.22

Quality Level

200

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.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

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

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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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
J. Ind. Chem. Soc., 71, 9-9 (1994)
Joanna Drzeżdżon et al.
Scientific reports, 8(1), 2315-2315 (2018-02-06)
The new type of catalysts designed for the olefin derivatives polymerization has been synthetized. The novel catalysts are chromium(III) salt type complexes composed of both organic cation and anion, i.e. [Cr(dipic)2][Cr(bipy)(dipic)H2O]∙2H2O and [Cr(dipic)2]Hdmbipy∙2.5 H2O. The compositions of these complexes have
Berin A Boughton et al.
Bioorganic & medicinal chemistry letters, 18(2), 460-463 (2007-12-14)
Dihydrodipicolinate synthase (DHDPS) is a key enzyme in lysine biosynthesis and a potential antibiotic target. The enzyme catalyses the condensation of (S)-aspartate semi-aldehyde (ASA) and pyruvate to form dihydrodipicolinate. Constrained diketopimelic acid derivatives have been designed as mimics of the
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