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Sigma-Aldrich

2,6-Naphthalenedicarboxylic acid

95%

Synonym(s):

2,6-Naphthalic acid

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About This Item

Linear Formula:
C10H6(CO2H)2
CAS Number:
1141-38-4
Molecular Weight:
216.19
EC Number:
214-527-0
MDL number:
MFCD00004105
UNSPSC Code:
12352100
PubChem Substance ID:
24858182
NACRES:
NA.22

Assay

95%

form

solid

mp

>300 °C (lit.)

SMILES string

OC(=O)c1ccc2cc(ccc2c1)C(O)=O

InChI

1S/C12H8O4/c13-11(14)9-3-1-7-5-10(12(15)16)4-2-8(7)6-9/h1-6H,(H,13,14)(H,15,16)

InChI key

RXOHFPCZGPKIRD-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770)

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General description

Self-assembly of 2,6-naphthalenedicarboxylic acid into two-dimensionally ordered supramolecular structures was studied at the liquid-solid interface by scanning tunneling microscopy. Solvothermal reaction of Mn(II) and 2,6-naphthalenedicarboxylic acid in diethylformamide to form a 3D porous metal-organic framework generating 1D channels was studied.

Application

2,6-Naphthalenedicarboxylic acid was used in preparation of poly-2,6-naphthalenes via metal-catalyzed polymerization.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Hong-Ying Gao et al.
Journal of the American Chemical Society, 136(27), 9658-9663 (2014-06-18)
Metal-catalyzed polymerization of 2,6-naphthalenedicarboxylic acid (NDCA) to form poly-2,6-naphthalenes at various surfaces is reported. Polymerizations occur via initial formal dehydrogenation of self-assembled diacids with subsequent decarboxylation to give polymeric bisnaphthyl-Cu species at elevated temperature as intermediate structures (<160 °C). Further
Dong-Sung Kim et al.
Biotechnology letters, 30(2), 329-333 (2007-10-05)
Crude 2,6-naphthalene dicarboxylic acid was purified by Pseudomonas sp. HN-72 which biotransformed the major impurity of 2-formyl-6-naphthoic acid into 2,6-naphthalene dicarboxylic acid. The biotransformation yield reached 100% when the reaction was performed at 40 degrees C for 1 h, in
M A Strege et al.
Journal of chromatography. B, Biomedical sciences and applications, 697(1-2), 255-257 (1997-10-29)
A rapid and simple method for the capillary electrophoretic determination of residual trifluoroacetic acid in lyophilized natural products is described. The technique utilizes 2,6-naphthalenedicarboxylic acid as a separation buffer additive providing indirect ultraviolet absorption detection. Using this method, acceptable precision
Ewa Dabek-Zlotorzynska et al.
Methods in molecular biology (Clifton, N.J.), 384, 43-64 (2008-04-09)
Within the last few years, capillary electrophoresis (CE), especially with indirect ultraviolet detection, has successfully been utilized for the analysis of low-molecular-weight (LMW) organic acids in a wide variety of matrices (e.g., food, pharmaceutical, environmental, industrial, clinical). The speed, resolution
Hoi Ri Moon et al.
Inorganic chemistry, 45(21), 8672-8676 (2006-10-13)
A 3D porous metal-organic framework generating 1D channels, [Mn(NDC)(DEF)]n (1), has been prepared from the solvothermal reaction of Mn(II) and 2,6-naphthalenedicarboxylic acid (H2NDC) in diethylformamide (DEF). When DEF molecules coordinating Mn(II), which occupy the channels, are removed from 1 by
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