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Merck
CN

369306

3-Nitrophthalic acid

95%

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About This Item

Linear Formula:
O2NC6H3-1,2-(CO2H)2
CAS Number:
603-11-2
Molecular Weight:
211.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24862954
EC Number:
210-030-8
Beilstein/REAXYS Number:
2054269
MDL number:
MFCD00007138

Key Documents

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Product Name

3-Nitrophthalic acid, 95%

InChI key

KFIRODWJCYBBHY-UHFFFAOYSA-N

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)

SMILES string

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

assay

95%

mp

210 °C (dec.) (lit.)

solubility

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

functional group

carboxylic acid
nitro

Quality Level

200

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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.

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.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6543
SDBB4989
SDBB1132
BCCL8457
STBL2829

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The preparation of 3-nitrophthalic acid.
Littmann ER.
Journal of the American Chemical Society, 47(7), 1980-1981 (1925)
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)
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
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.
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)
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