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213152

Sigma-Aldrich

2,7-Dimethoxynaphthalene

98%

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About This Item

Linear Formula:
C10H6(OCH3)2
CAS Number:
3469-26-9
Molecular Weight:
188.22
EC Number:
222-433-6
MDL number:
MFCD00004064
UNSPSC Code:
12352100
PubChem Substance ID:
24852770
NACRES:
NA.22

Assay

98%

form

solid

mp

137-139 °C (lit.)

SMILES string

COc1ccc2ccc(OC)cc2c1

InChI

1S/C12H12O2/c1-13-11-5-3-9-4-6-12(14-2)8-10(9)7-11/h3-8H,1-2H3

InChI key

PPKHAIRFQKFMLE-UHFFFAOYSA-N

Application

2,7-Dimethoxynaphthalene was employed as matrix to investigate the structure of polymetallic porphyrins via matrix-assisted laser desorption/ionization. It was also used in the synthesis of:
  • peri-aroylnaphthalene compounds via elective electrophilic aromatic aroylation
  • 2-amino-1,2,3,4-tetrahydronaphthalene-6,7-diol

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
08328DJ
24704CR
26523EH
01904CV
16521LS

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Iolinda Aiello et al.
Analytical chemistry, 76(20), 5985-5989 (2004-10-16)
2,7-Dimethoxynaphthalene (DMN) is proposed as matrix to investigate the structure of polymetallic porphyrins through matrix-assisted laser desorption/ionization tandem time-of-flight experiments. The peculiarity of DMN is represented by the formation of molecular radical cations and of some diagnostic fragments only. The
Daichi Hijikata et al.
Acta crystallographica. Section E, Structure reports online, 66(Pt 11), o2902-o2903 (2010-01-01)
In the title mol-ecule {systematic name: [2,7-dimethoxy-8-(4-phenoxybenzoyl)naphthalen-1-yl](4-phenoxyphenyl)methan-one}, C(38)H(28)O(6), the 4-phen-oxy-benzoyl units adopt a syn orientation with respect to the naphthalene ring system. The inter-nal benzene rings, A and B, make dihedral angles of 86.72 (5) and 79.22 (5)° with the naphthalene ring
C L Perrin et al.
Journal of the American Chemical Society, 123(27), 6520-6526 (2001-07-06)
In solution, are the hydrogen bonds in monoprotonated N,N,N',N'-tetramethyl-1,8-naphthalenediamines single- or double-well? To answer this question, isotopic perturbation of equilibrium is applied to a mixture of -d(0), -d(3), -d(6), -d(9), and -d(12) isotopologs. The N-methyls of the 2,7-dimethoxy analogue show
P Prince et al.
Acta crystallographica. Section C, Crystal structure communications, 45 ( Pt 8), 1255-1256 (1989-08-15)
C12H12O2, Mr = 188.2, orthorhombic, P2(1)2(1)2(1), a = 6.109 (3), b = 8.235 (2), c = 19.713 (3) A, V = 991.8 (9) A3, Z = 4, Dx = 1.260 g cm-3, lambda(Mo K alpha) = 0.71073 A, mu =
A Concise Synthesis of 2-Amino-1, 2, 3, 4-tetrahydronaphthalene-6, 7-diol ('6, 7-ADTN') from Naphthalene-2, 3-diol.
Goksu S, et al.
Helvetica Chimica Acta, 86(10), 3310-3313 (2003)
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