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Merck

369306

Sigma-Aldrich

3-Nitrophthalic acid

95%

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About This Item

Fórmula lineal:
O2NC6H3-1,2-(CO2H)2
Número de CAS:
Peso molecular:
211.13
Beilstein/REAXYS Number:
2054269
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

mp

210 °C (dec.) (lit.)

solubility

water: soluble 5%, clear to slightly hazy, colorless to faintly yellow

functional group

carboxylic acid
nitro

SMILES string

OC(=O)c1cccc(c1C(O)=O)[N+]([O-])=O

InChI

1S/C8H5NO6/c10-7(11)4-2-1-3-5(9(14)15)6(4)8(12)13/h1-3H,(H,10,11)(H,12,13)

InChI key

KFIRODWJCYBBHY-UHFFFAOYSA-N

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General description

3-Nitrophthalic acid is a degradation product of isoxaben herbicide.It acts as ligand and forms rare-earth complexes with La, Nd, Eu, Tb, Er and Y. Preparation of 3-nitrophthalic acid has been reported.

Application

3-Nitrophthalic acid may be used as starting reagent in the synthesis of modified 2-iodoxybenzoic acid derivatives. It may be used in the synthesis of brucinium 2-carboxy-6-nitrophthalate dihydrate (systematic name: 2,3-dimethoxy-10-oxostrychnidinium 2-carboxy-6-nitrophthalate dihydrate), via heating with brucine.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Brucinium 2-carboxy-6-nitrophthalate dihydrate: the 1: 1 proton-transfer compound of brucine with 3-nitrophthalic acid.
Smith G, et al.
Acta Crystallographica Section E, Structure Reports Online, 61(7), o2008-o2011 (2005)
The preparation of 3-nitrophthalic acid.
Littmann ER.
Journal of the American Chemical Society, 47(7), 1980-1981 (1925)
Fan Zhang et al.
Guang pu xue yu guang pu fen xi = Guang pu, 29(10), 2773-2776 (2009-12-30)
A series of rare-earth compound RE2L2 (HL)2 (H2O)6 x 2H2O (RE=La, Nd, Eu, Tb, Er, Y) containing 3-nitrophthalic acid (H2L) ligand were synthesized from ethanol-water solution, and characterized and investigated by the element analysis, infrared and ultraviolet absorption spectra and
Hypervalent iodine reagents for the oxidation of alcohols and their application to complex molecule synthesis.
Tohma H and Kita Y.
Advanced Synthesis & Catalysis, 346(2-3), 111-124 (2004)
Clyatt E Drakeford et al.
Chemosphere, 50(9), 1243-1247 (2003-01-28)
Commercial production of ornamental plants is an important industry in the United States and involves a complex technology that includes the use of herbicides. Isoxaben[N-[3-(1-ethyl-1-methylpropyl)-5-isoxazolyl]-2,6-dimethoxybenzamide] is a pre-emergence herbicide used for controlling weeds in many areas including containerized ornamental plants.

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