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301353

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:
Molecular Weight:
216.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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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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
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
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
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
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

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