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Home > Encyclopedia > Isopropalin

Isopropalin

Isopropalin structure

Isopropalin 

structure
  • CAS No:

    33820-53-0

  • Formula:

    C15H23N3O4

  • Chemical Name:

    Isopropalin

  • Synonyms:

    Benzenamine,4-(1-methylethyl)-2,6-dinitro-N,N-dipropyl-;Cumidine,2,6-dinitro-N,N-dipropyl-;4-(1-Methylethyl)-2,6-dinitro-N,N-dipropylbenzenamine;EL 179;Paarlan;Isopropalin;4-Isopropyl-2,6-dinitro-N,N-dipropylaniline;34113-21-8

Description

Isopropalin is a C-nitro compound.

Isopropalin Basic Attributes

309.36

309.36

251-690-7

52GZD1I41N

DTXSID8024157

Red-orange liquid

29214990

Characteristics

94.88000

5.29920

Liquid

1.157 g/cm3

449.64°C (rough estimate)

40 °C

1.559

0.1mg/L(25 ºC)

0-6°C

3.00e-05 mmHg|1.9 mPa at 30 °C

Decomposed by UV light.

Non-corrosive

Safety Information

III

3.2

1993

3

10-50/53

60-61

BX9286000

N

Susceptible to decomposition by UV irradiation.

P273-P501

H226-H410

Group I Containers: Combustible containers from organic or metallo-organic pesticides (except organic mercury, lead, cadmium, or arsenic compounds) should be disposed of in pesticide incinerators or in specified landfill sites. /Organic or metallo-organic pesticides/|Group II Containers: Non-combustible containers from organic or metallo-organic pesticides (except organic mercury, lead, cadmium, or arsenic compounds) must first be triple-rinsed. Containers that are in good condition may be returned to the manufacturer or formulator of the pesticide product, or to a drum reconditioner for reuse with the same type of pesticide product, if such reuse is legal under Department of Transportation regulations (eg 49 CFR 173.28). Containers that are not to be reused should be punctured ... and transported to a scrap metal facility for recycling, disposal or burial in a designated landfill. /Organic or metallo-organic pesticides/

|Warning|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P391, P403+P235, and P501|Aggregated GHS information provided by 41 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Coveralls, long sleeved shirt, impermeable gloves for handling.

Technical material is not flammable. /Technical grade/

Do not store near heat or flame as closed containers may explode due to pressure build-up.

Avoid breathing spray mist or eye, skin, clothing contact. Keep away from children.|SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Benefin and related compounds /including isopropalin/ may cause skin and eye irritation. ...

Toxicity

LD50 Rabbit percutaneous >2000 mg/kg|LD50 Rat oral >5000 mg/kg

1.00e+04 L/kg|Isopropalin was incorporated in soil, and tomato and pepper seeds were planted in some of the plots. Tobacco transplants were placed in other plots. After all were harvested, wheat was sown and harvested the following year. Analyses of soil and plants involved TLC, column chromatography, GC-MS and thin-layer radioautography. In soil, in addition to bound and unidentified compounds, nine metabolites were identified in addition to unchanged isopropalin: 2,6-dinitro-N-propylcumidine, 2,6-dinitro-cumidine, 2-amino-N,N-dipropylamino-6-nitrocumidine, 2-amino-6-nitro-N-propylcumidine, 2-ethyl-5-isopropyl-7-nitro-1-propylbenzimidazole, 4'-isopropyl-2',6'-dinitro-N-propylpropionanilide, 4'-isopropyl-2',6'-dinitropropionanilide, and alpha, alpha-dimethyl-3,5-dinitro-4-dipropylaminobenzyl alcohol. Negligible amounts of isopropalin or its degradation products were found in the plants grown on treated soil.

Drug Information

Selective herbicide, which affects physiological growth processes associated with seed germination.

isopropalin

Isopropalin Use and Manufacturing

Methods of Manufacturing

Made by the reaction of dipropylamine with 1-chloro-4-isopropyl-2,6-dinitrobenzene.

Uses

Herbicide.

Emulsifiable concentrate

The utility of zero-order and first- and second-derivative UV spectrophotometry for the identification of benfluralin, trifluralin, isopropalin and oryzalin is discussed. These four herbicides were detected by zero-order and first-derivative UV spectrophotometry, with linear calibration graphs established between 50 and 100 concn units and limits of detection ranging from 1 to 7 ug/ml. The application of these techniques to the residue analysis of fortified soils and niebe and peanut leaves is described. Trifluralin residues were 6.7, 8 and 1.7 ug/ml in samples of fortified soils, niebe leaves and peanut leaves, resp. Isopropalin residues were found to range from 62 to 154 ug/ml in samples of fortified niebe leaves.|A method is presented for the simultaneous or individual detection of the dinitroaniline herbicides trifluralin, benefin, ethalfluralin, and isopropalin in soil. The herbicides are extracted with acetonitrile-water (99:1), and the extracts are purified with small, disposable Florisil cartridges prior to analysis by GC (Carbowax 20M or OV-101 column) using an electron capture detector or a mass selective detector. When electron capture detection is used as the primary detection system, confirmation with selective detection can be obtained using GC/MS with a mass selective detector and a capillary column operated in the split mode. The limit of detection is 0.01 ppm. and recoveries averaged 95-112% for the 4 herbicides in several different soil types fortified at levels of 0.01-0.33 ppm.|A photoreduction-fluorescence technique was developed for the quantitative analysis of several dinitroaniline derivative herbicides. The photoreduction of anthraquinone-2,6-disulfonate by dinitroanilines generates highly fluorescent dihydroxyanthracene-2,6-disulfonate, in a 20:80 vol/vol acetonitrile-water mixt at room temp. Optimal irradiation times for obtaining a convenient, sensitized fluorescence signal are relatively short, ranging between 2 and 4 min. Linear log-log calibration curves are established over several orders of magnitude in concn units. The limits of detection range between 0.3 and 4.2 ug/mL. The photoreduction-fluorescence technique is very convenient, sensitive, and precise for the quantitation of dinitroaniline herbicides.|The electron capture, neg ion mass spectra of a group of 2,6-dinitroaniline and 2,4-dinitrophenol herbicides /including isopropalin/ are presented. In addition, the spectra of a series of mono- and dinitrobenzene derivatives are reported. The fragmentation behavior of these cmpd is investigated using isotopically labeled cmpd and accurate mass measurements. The question of nitro group reduction reactions, under electron capture conditions, is examined using (15)N labeled cmpd.

Agrochemicals -> Herbicides

Computed Properties

Molecular Weight:309.36
XLogP3:5.6
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:309.16885622
Monoisotopic Mass:309.16885622
Topological Polar Surface Area:94.9
Heavy Atom Count:22
Complexity:348
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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