301353
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:
Molecular Weight:
216.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
214-527-0
MDL number:
Assay:
95%
Form:
solid
InChI key
RXOHFPCZGPKIRD-UHFFFAOYSA-N
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)
SMILES string
OC(=O)c1ccc2cc(ccc2c1)C(O)=O
assay
95%
form
solid
mp
>300 °C (lit.)
functional group
carboxylic acid
Quality Level
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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
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
Vladimir Setnicka et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 58(13), 2983-2989 (2002-12-13)
The host/guest complexation between cyclodextrins (CDs) and aromatic compounds was studied by vibrational circular dichroism (VCD) spectroscopy in mid-IR region. Benzoic acid, 4-aminobenzoic acid, and 2,6-naphthalene-dicarboxylic acid acting as the guests with aromatic skeleton, cause the significant changes in VCD
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
Christoph Heininger et al.
Langmuir : the ACS journal of surfaces and colloids, 25(2), 968-972 (2008-12-19)
Self-assembly into two-dimensionally ordered supramolecular structures of three aromatic dicarboxylic acids-2,6-naphthalenedicarboxylic acid (NDA), 4,4'-biphenyldicarboxylic acid (BPDA), and 4,4'-stilbenedicarboxylic acid (SDA)-is studied at the liquid-solid interface by scanning tunneling microscopy. All compounds possess structural similarities, namely, two interconnected aromatic moieties and
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