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Imazaquin acid

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Name

Imazaquin acid

EINECS N/A
CAS No. 81335-37-7 Density 1.35 g/cm3
PSA 91.65000 LogP 1.98850
Solubility N/A Melting Point 219-224 °C
Formula C17H17N3O3 Boiling Point 476.8 °C at 760 mmHg
Molecular Weight 311.34 Flash Point 242.1 °C
Transport Information N/A Appearance white solid
Safety 36 Risk Codes 21
Molecular Structure Molecular Structure of 81335-37-7 (Imazaquin acid) Hazard Symbols HarmfulXn
Synonyms

2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-3-quinolinecarboxylic acid;AC252214;2-(5-Isopropyl-5-methyl-4-oxo-2-imidazolin-2-yl)-3-quinolinecarboxylic acid;Scepter Herbicide;3-Quinolinecarboxylicacid, 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-;Scepter;Toneup;

Article Data 22

Imazaquin acid Specification

The Imazaquin acid, with the CAS registry number 81335-37-7, is also known as 3-Quinolinecarboxylicacid, 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-. It belongs to the product categories of Alphabetic; Analytical Standards; Herbicides; Imidazolinone; IPesticides & Metabolites; Alpha sort; H-M Analytical Standards; Pesticides & Metabolites. This chemical's molecular formula is C17H17N3O3 and molecular weight is 311.34. What's more, its systematic name is 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid. Its classification codes are: (1)Agricultural Chemical; (2)Herbicide. Its storage temperature is 0-6 °C. It is a effective, broad-spectrum herbicide imidazolinone. It's uesd for control in annual broadleaf weeds in spring soybean. It is harmful in contact with skin. When using it, you need wear suitable protective clothing.

Physical properties of Imazaquin acid are: (1)ACD/LogP: 2.13; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.04; (4)ACD/LogD (pH 7.4): -0.97; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.79; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 6; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 71.86 Å2; (13)Index of Refraction: 1.662; (14)Molar Refractivity: 84.93 cm3; (15)Molar Volume: 229.4 cm3; (16)Polarizability: 33.67×10-24cm3; (17)Surface Tension: 51.5 dyne/cm; (18)Density: 1.35 g/cm3; (19)Flash Point: 242.1 °C; (20)Enthalpy of Vaporization: 78.01 kJ/mol; (21)Boiling Point: 476.8 °C at 760 mmHg; (22)Vapour Pressure: 6.75E-10 mmHg at 25°C.

Preparation: dissolve 40 g 2-amino-2, 3-dimethyl butyrylamide in 500 mL acetonitrile, and add 60 g quinoline-2, 3-dicarboxylic acid anhydride at the temperature of 50-60 °C. The reaction time is 2 hours. Cool the product to normal temperature and filter out solid. Dissolve the solid in 435 mL 1. 5 mol/L sodium hydroxide solution, and then heat at the temperature of 80-85 °C for 2 hours, and finally Imazaquin acid is obtained. The yield is 82%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)c2c(nc1ccccc1c2)/C3=N/C(C(=O)N3)(C(C)C)C
(2)Std. InChI: InChI=1S/C17H17N3O3/c1-9(2)17(3)16(23)19-14(20-17)13-11(15(21)22)8-10-6-4-5-7-12(10)18-13/h4-9H,1-3H3,(H,21,22)(H,19,20,23)
(3)Std. InChIKey: CABMTIJINOIHOD-UHFFFAOYSA-N

The toxicity data is as follows: 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
duck LD50 oral > 2150mg/kg (2150mg/kg)   Pesticide Manual. Vol. 9, Pg. 488, 1991.
mouse LD50 oral 1752mg/kg (1752mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 24, Pg. 245, 1999.
quail LD50 oral > 2150mg/kg (2150mg/kg)   Pesticide Manual. Vol. 9, Pg. 488, 1991.
rabbit LD50 skin 2gm/kg (2000mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C270, 1991.
rat LC50 inhalation 5700mg/m3 (5700mg/m3)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 24, Pg. 245, 1999.
rat LD50 oral 4073mg/kg (4073mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 24, Pg. 245, 1999.
rat LD50 skin > 2gm/kg (2000mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 24, Pg. 245, 1999.

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