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209570

Sigma-Aldrich

2,3-Dimethyl-4-nitroanisole

95%

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About This Item

Linear Formula:
O2NC6H2(CH3)2OCH3
CAS Number:
Molecular Weight:
181.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

95%

mp

70-73 °C (lit.)

SMILES string

COc1ccc(c(C)c1C)[N+]([O-])=O

InChI

1S/C9H11NO3/c1-6-7(2)9(13-3)5-4-8(6)10(11)12/h4-5H,1-3H3

InChI key

DUBFMQLUMHKYOX-UHFFFAOYSA-N

Application

2,3-Dimethyl-4-nitroanisole was used:
  • as starting material in the synthesis of conformationally restricted derivatives of lavendustin A[1]
  • in the synthesis of 1,4-piperazine-2,5-diones[2]

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Fanrong Mu et al.
Journal of medicinal chemistry, 45(21), 4774-4785 (2002-10-04)
A series of conformationally restricted analogues were synthesized in order to elucidate the possible effects of different amide conformations of lavendustin A derivatives on cytotoxicity in cancer cell cultures and on inhibition of tubulin polymerization. The conformationally restricted analogues were
Robin A Weatherhead-Kloster et al.
The Journal of organic chemistry, 70(22), 8693-8702 (2005-10-22)
[structure: see text] The title 1,4-piperazine-2,5-dione was synthesized in 23% yield over six steps from ethyl 2-amino-4,7-dimethoxyindan-2-carboxylate. Crystallization by slow diffusion of ether into a chloroform solution and by slow evaporation of an ethanol-chloroform-benzene solution produced polymorphic crystalline forms as

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