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Merck
CN

CRM04461

Dinitramine

certified reference material, TraceCERT®

Synonym(s):

3-Diethylamino-2,4-dinitro-6-trifluoromethylaniline

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About This Item

Empirical Formula (Hill Notation):
C11H13F3N4O4
CAS Number:
29091-05-2
Molecular Weight:
322.24
UNSPSC Code:
41116107
Beilstein/REAXYS Number:
2822138
MDL number:
MFCD00144149

Key Documents

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InChI key

OFDYMSKSGFSLLM-UHFFFAOYSA-N

SMILES string

CCN(CC)c1c(cc(c(N)c1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O

InChI

1S/C11H13F3N4O4/c1-3-16(4-2)9-7(17(19)20)5-6(11(12,13)14)8(15)10(9)18(21)22/h5H,3-4,15H2,1-2H3

grade

certified reference material, TraceCERT®

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

storage temp.

2-8°C

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General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ. Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate. Download your certificate at: http://www.sigma-aldrich.com

Dinitramine (DN) is a selective herbicide from the dinitroaniline family, used to control most annual grasses and broadleaf weeds in cotton, soybean, and rice crops. Dinitramine inhibits germination and root growth by preventing microtubulin synthesis.

Dinitramine is not approved for its use in the European Union. A default maximum residue level (MRL) of 0.01 mg/kg has been set according to Reg 396/2005.

Application

The certified reference material can be used for the following:
  • To examine the developmental toxicity of dinitramine in zebrafish embryos and compare the results with embryos exposed to DMSO (control)
  • To design a modified gold electrode based on gold nanoparticles and nanomagnetic Fe3O4/SiO2-(CH2)3-SH core-shell for electrochemical detection of dinitramine in aqueous solutions using voltametric sensors
  • Electrochemical determination of dinitramine in water samples by adsorptive differential pulse voltammetry (AdDPV) using a pencil graphite electrode modified with poly-L-cystein-gold nanoparticles as a substrate
  • To study the anti-proliferative effects of dinitramine on immature murine testicular cell lines via endoplasmic reticulum stress-induced calcium dysregulation in the cytosol and mitochondria
  • To study the electrochemical behavior of dinitramine by cyclic voltammetry (CV) and differential pulse voltammetry (DPV) methods and evaluate the interaction of dinitramine with ct-DNA by CV, competitive fluorescence, UV-Vis spectroscopy, FT-IR spectroscopy, and viscosity titration
  • To develop a high-performance liquid chromatographic method for the simultaneous determination of dinitramine, ethalfluralin, trifluralin, pendimethalin, and isopropalin in soil and surface water

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Muta. 2 - STOT RE 1 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Fabrication of a new modified gold electrode based on gold nanoparticles and nanomagnetic Fe3O4/SiO2?(CH2)3?SH core shell for electrochemical evaluation and determination of dinitramine herbicide in water
Irandoust M and Haghighi M
Royal Society of Chemistry Advances, 49798-49805 null
Hahyun Park et al.
Aquatic toxicology (Amsterdam, Netherlands), 240, 105982-105982 (2021-10-02)
Dinitramine (DN), an herbicide in the dinitroaniline family, is used in agricultural areas to prevent unwanted plant growth. Dinitroaniline herbicides inhibit cell division by preventing microtubulin synthesis. They are strongly absorbed by the soil and can contaminate groundwater; however, the
Deciphering the binding mode of dinitramine herbicide to ct-DNA, a thermodynamic discussion
Daneshmehr M, et al.
Food and agricultural immunology, 23-39 null
P Cabras et al.
Journal of chromatography, 585(1), 164-167 (1991-10-25)
A high-performance liquid chromatographic method for the simultaneous determination of the dinitroaniline herbicides dinitramine, ethalfluralin, trifluralin, pendimethalin and isopropalin in soil and surface water is reported. The soil was extracted with diethyl ether and analysed without any clean-up. The water
Electrochemical determination of dinitramine in water samples using a pencil graphite electrode modified with poly-L-cystein-gold nanoparticle
Amouzad F and Zarei K
Chemical Papers, 493-501 null
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