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Hymexazol

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Name

Hymexazol

EINECS 233-000-6
CAS No. 10004-44-1 Density 1.185 g/cm3
PSA 46.00000 LogP 0.27630
Solubility 65,100 mg l-1 (20 °C) Melting Point 80 °C
Formula C4H5NO2 Boiling Point 363.6 °C at 760 mmHg
Molecular Weight 99.0892 Flash Point 173.7 °C
Transport Information N/A Appearance White solid
Safety 26-39-61 Risk Codes 22-41-52/53
Molecular Structure Molecular Structure of 10004-44-1 (Hymexazol) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

Butsid;3 (2H)-Isoxazolone, 5-methyl-;5-Methylisoxazol-3-ol;3-Isoxazolol, 5-methyl-;3(2H)-Isoxazolone, 5-methyl- (8CI)(9CI);Itachigarden;3-Hydroxy-5-methylisoxazole;F-319;3(2H)-Isoxazolone, 5-methyl-;Bucid;F 319 (fungicide);Hydroxyisoxazole;F 319;SF-6505;Hydroxyisoxazole (pesticide);Hymexazol [BSI:ISO];Isoxazole, 3-hydroxy-5-methyl-;Tachigaren;3(2H)-Isoxazolone,5-methyl-;5-Methyl-3-hydroxyisoxazole;5-methyloxazol-3-one;Bucide;5-Methylisoxazol-3(2H)-one;

Article Data 33

Hymexazol Synthetic route

110795-04-5

carboxamido-2 ethoxy-5 methyl-5 isoxazolone-3

10004-44-1

5-methyl-3(2H)isoxazolone

Conditions
ConditionsYield
With sodium methylate In methanol for 12h; Ambient temperature;
930-22-3

epoxybutene

10004-44-1

5-methyl-3(2H)isoxazolone

1174758-37-2

2-((S)-hydroxymethylallyl)-5-methylisoxazol-3-one

Conditions
ConditionsYield
Stage #1: 5-methyl-3(2H)isoxazolone With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tetrabutylammomium bromide; (1R,2R)-(+)-1,2-diaminocyclohexane-N,N’-bis(2-diphenylphosphino-1-naphthoyl) In acetonitrile for 0.166667h; Inert atmosphere;
Stage #2: epoxybutene In acetonitrile at 0℃; for 23h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
77%
10004-44-1

5-methyl-3(2H)isoxazolone

935-56-8

1-chloroadamantane

83610-15-5

2-(1-adamantyl)-5-methyl-2,3-dihydroisoxazol-3-one

Conditions
ConditionsYield
With chloro-trimethyl-silane; triethylamine; aluminium trichloride 1.) Et2O, 5 h, room temp., 2.) CHCl3, room temp., 1 h; Yield given. Multistep reaction;
10004-44-1

5-methyl-3(2H)isoxazolone

74-88-4

methyl iodide

16864-45-2

3-methoxy-5-methylisoxazole

Conditions
ConditionsYield
With silver(l) oxide In N,N-dimethyl-formamide at 20℃;
With silver(l) oxide In N,N-dimethyl-formamide at 20℃; for 2h;

Hymexazol Specification

The Hymexazol, with the cas registry number 10004-44-1, has the IUPAC name of 5-methyl-1,2-oxazol-3-one. This is a kind of white solid and is soluble in acetone, carbinol, ethanol, and then it is sensitive to light. Besides, its product categories are including Oxazoles, Isoxazoles & Benzoxazoles; Oxazole&Isoxazole; Heterocyclic Compounds; FUNGICIDE; Heterocycles; Oxazoles, Isoxazoles & Benzoxazoles.

The characteristics of this chemical are as below: (1)ACD/LogP: 0.46; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.46; (4)ACD/LogD (pH 7.4): 0.46; (5)ACD/BCF (pH 5.5): 1.32; (6)ACD/BCF (pH 7.4): 1.32; (7)ACD/KOC (pH 5.5): 42.39; (8)ACD/KOC (pH 7.4): 42.39; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 29.54; (13)Index of Refraction: 1.467; (14)Molar Refractivity: 23.22 cm3; (15)Molar Volume: 83.5 cm3; (16)Polarizability: 9.2× 10-24 cm3; (17)Surface Tension: 31.6 dyne/cm; (18)Density: 1.185 g/cm3; (19)Flash Point: 91.8 °C; (20)Enthalpy of Vaporization: 48.37 kJ/mol; (21)Boiling Point: 228.2 °C at 760 mmHg; (22)Vapour Pressure: 0.0493 mmHg at 25°C; (23)Exact Mass: 99.032028; (24)MonoIsotopic Mass: 99.032028; (25)Topological Polar Surface Area: 38.3; (26)Heavy Atom Count: 7; (27)Formal Charge: 0; (28)Complexity: 128.

Production method of this chemical is as below: Tetrolohydroxamsaeure could react to produce Hymexazol, with the following condition: yield: 80%.

Use of Ethylal: Ethylal could react with 2-iodo-benzoyl chloride to produce 3-(2-iodobenzoyloxy)-5-methylisoxazole, with the following condition: reagent: Et3N; solvent: benzene; reaction time: 1 hour; yield: 89%.

As to its usage, it is widely used in many ways. It could be used as the systemicinsecticcide, seed disinfectant and has positive effect to the plant growth; It could cure the disease caused by fusarium, Pythium, Corticiumsalmonicolor and others, and has very good control efficiency in soil fungi, Fusarium spp., rhizoctonia, and damping-off fungi.

When you are using this chemical, please be very cautious, and then take some measures to protect yourself. Firstly, it is irritant and may cause inflammation to the skin or other mucous membranes. Then it has the risk of serious damage to eyes. Secondly, it is harmful and may cause damage to health. If swallowed, it will be very dangerous. Lastly, it is harmful to aquatic organisms and may cause long-term adverse effects in the aquatic environment. Therefore, you should take the following instructions. Wear eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. Then avoid releasing to the environment and refer to special instructions/safety data sheet.

Additionally, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CC1=CC(=O)NO1
(2)InChI: InChI=1S/C4H5NO2/c1-3-2-4(6)5-7-3/h2H,1H3,(H,5,6) 
(3)InChIKey: KGVPNLBXJKTABS-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 oral > 1gm/kg (1000mg/kg)   Pesticide Manual. Vol. 9, Pg. 481, 1991.
mammal (species unspecified) LC50 inhalation > 2gm/m3 (2000mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(5), Pg. 72, 1990.
mouse LD50 intravenous 445mg/kg (445mg/kg)   Noyaku Kagaku. Pesticide Science. Vol. 2, Pg. 165, 1975.
mouse LD50 oral 1968mg/kg (1968mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C292, 1991.
mouse LD50 skin > 2gm/kg (2000mg/kg)   Japan Pesticide Information. Vol. (40), Pg. 32, 1982.
mouse LD50 subcutaneous 1167mg/kg (1167mg/kg)   Noyaku Kagaku. Pesticide Science. Vol. 2, Pg. 165, 1975.
rabbit LD50 oral > 1gm/kg (1000mg/kg)   Noyaku Kagaku. Pesticide Science. Vol. 2, Pg. 165, 1975.
rabbit LD50 skin > 2gm/kg (2000mg/kg)   Noyaku Kagaku. Pesticide Science. Vol. 2, Pg. 165, 1975.
rat LD50 intravenous > 1gm/kg (1000mg/kg)   Noyaku Kagaku. Pesticide Science. Vol. 2, Pg. 165, 1975.
rat LD50 oral 3112mg/kg (3112mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 302, 1973.
rat LD50 skin > 10gm/kg (10000mg/kg)   Pesticide Manual. Vol. 9, Pg. 481, 1991.
rat LD50 subcutaneous 1884mg/kg (1884mg/kg)   Noyaku Kagaku. Pesticide Science. Vol. 2, Pg. 165, 1975.
rat LD50 unreported 2800mg/kg (2800mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 56(4), Pg. 53, 1991.

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