Hymexazol Chemical Properties

Melting point:

80°C

Boiling point:

185.54°C (rough estimate)

Density 

1.2992 (rough estimate)

vapor pressure 

0.182 Pa (25 °C)

refractive index 

1.4170 (estimate)

storage temp. 

2-8°C

solubility 

Soluble in alcohol, acetone, THF, chloroform

form 

Powder

pka

5.91 (weak acid)

Water Solubility 

65,100 mg l^-1 (20 °C)

color 

White to Orange

Sensitive 

Light Sensitive

Merck 

14,4856

InChIKey

KGVPNLBXJKTABS-UHFFFAOYSA-N

CAS DataBase Reference

10004-44-1(CAS DataBase Reference)

EPA Substance Registry System

Hymexazol (10004-44-1)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-41-52/53

Safety Statements 

26-39-61

WGK Germany 

3

RTECS 

NY2932000

HS Code 

29349990

Toxicity

LD50 in male, female mice, rats (mg/kg): 2148, 1968, 4678, 3909 orally; 1297, 1167, 1924, 1884 s.c.; 445, 514, >1000, >1000 i.v.; in rats, rabbits (mg/kg): >10000, >2000 dermally (Nakamura, 1978)

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Hymexazol Usage And Synthesis

Chemical Properties

White Solid

Uses

Pesticide.

Uses

Hymexazol is used to control soil-borne diseases caused by Fusarium, Aphanomyces, Pythium, Corficium and Typhula spp. in rice, sugar beet, fodder beet, vegetables, cucurbits, ornamentals, carnations and forest tree seedlings. It is also used as a seed dressing and stimulates some plant growth.

Uses

Agricultural fungicide and plant growth regulator.

Definition

ChEBI: A member of the class of isoxazoles carrying hydroxy and methyl substituents at positions 3 and 5 respectively. It is used worldwide as a systemic soil and seed fungicide for the control of diseases caused by Fusarium, Aphanomyces Pythium, and Corticium spp. in rice, sugarbeet, fodderbeet, vegetables, cucurbits, and ornamentals.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 4307, 1983 DOI: 10.1021/jo00171a030

Metabolic pathway

Degradation of hymexazol in soil gave acetoacetamide and the product of rearrangement, 5-methyl-2(³H)-oxazolone.H owever, in plants the fungicide was principally converted into its O- and N-glucoside conjugates in the roots and shoots. The two main metabolites of hymexazol found in the urine of rats were the O-glucuronide and sulfate conjugates.

Degradation

Hymexazol is stable under alkaline conditions and relatively stable in acidic conditions. It is stable to sunlight and heat (PM). It should be noted that the parent molecule is tautomeric. Hymexazol is highly volatile and will be lost by volatilisation unless it is covered or incorporated into soil. The fungicide was completely biodegraded in natural water at 30 °C in 2 weeks and at 10-13 °C in 2 months (Rebenok and Kolesnikova, 1983). Hymexazol is stable in sunlight but it is readily degraded by ultraviolet light. Photolysis of an aqueous solution of the fungicide at 253.7 nm, using a low pressure Hg lamp, afforded the oxazolinone (2) as the major product and at least two unidentified minor components. The oxazolinone (2) has been found in soil studies as described below and is a product of rearrangement formed via an aziridinone intermediate as shown in Scheme 1 (Nakagawa et al., 1974).

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