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Merck
CN

37781

Sigma-Aldrich

2,7-Dihydroxynaphthalene

purum, ≥98.0% (HPLC)

Synonym(s):

2,7-Naphthalenediol

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About This Item

Linear Formula:
C10H6(OH)2
CAS Number:
Molecular Weight:
160.17
Beilstein:
2042383
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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grade

purum

Assay

≥98.0% (HPLC)

mp

185-190 °C (lit.)
185-190 °C

SMILES string

Oc1ccc2ccc(O)cc2c1

InChI

1S/C10H8O2/c11-9-3-1-7-2-4-10(12)6-8(7)5-9/h1-6,11-12H

InChI key

DFQICHCWIIJABH-UHFFFAOYSA-N

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General description

2,7-Dihydroxynaphthalene is reported to undergo condensation with the malonaldehyde tetramethyl acetal, to afford 8,16-methano-16H-dinaphtho[2,1-d:1′,2′-g]-[1,3]dioxocin-2,14-diol.

Application

2,7-Dihydroxynaphthalene (2,7-DHN) may be used in the synthesis of following:
  • osmium nanoparticles (NPs) having different morphologies like aggregated clusters, chain-like networks and small spheres
  • ionomers having aromatic polymer backbones with pendant 2-sulfobenzoyl side chains, via nucleophilic aromatic substitution reactions
  • several new banana-shaped mesogens
  • novel dicyanate ester resin containing naphthalene ring (DNCY)

Other Notes

This product has been replaced by D116408-ALDRICH | 2,7-Dihydroxynaphthalene 97%

Pictograms

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Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Sivasankara Rao Ede et al.
Physical chemistry chemical physics : PCCP, 16(41), 22723-22734 (2014-09-23)
A new route for the formation of osmium nanoparticles (NPs) having different morphologies like aggregated clusters, chain-like networks, and small spheres are reported. The synthesis was done by utilizing a simple wet-chemical method at room temperature (RT) by the reaction
Synthesis, cure kinetics and thermal properties of the 2, 7-dihydroxynaphthalene dicyanate.
Yan H-G, et al.
Polymer, 44(26), 7861-7867 (2003)
New phase sequences in banana-shaped mesogens: influence of fluorine substituent in compounds derived from 2, 7-dihydroxynaphthalene.
Reddy R, et al.
Journal of Materials Chemistry, 14(13), 1936-1947 (2004)
Efficient condensation of p-substituted phenols p -thiocresol and 2, 7-dihydroxynaphthalene with malonaldehyde tetramethyl acetal in trifluoroacetic acid.
Banihashemi A and Rahmatpour A.
Tetrahedron, 55(23), 7271-7278 (1999)
Alexandru Chichirau et al.
Free radical biology & medicine, 38(3), 344-355 (2005-01-05)
ortho-Hydroxyphenols (catechols) form a common structural unit in naturally occurring antioxidants such as polyphenols. They also show pro-oxidant characteristics which depend on their particular structure. Here we examined the acetylated versions of three catechols and a naphthalenediol for cytotoxicity to

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