Benalaxyl Chemical Properties

Melting point:

78-80°C

Boiling point:

463.59°C (rough estimate)

Density 

1.2700

vapor pressure 

6.6 x 10^-5 Pa (25 °C)

refractive index 

1.5614 (estimate)

storage temp. 

0-6°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

Water Solubility 

28.6 mg l^-1 (20 °C)

pka

1.52±0.50(Predicted)

Merck 

13,1028

BRN 

3001587

Major Application

agriculture
environmental

InChI

1S/C20H23NO3/c1-14-9-8-10-15(2)19(14)21(16(3)20(23)24-4)18(22)13-17-11-6-5-7-12-17/h5-12,16H,13H2,1-4H3

InChIKey

CJPQIRJHIZUAQP-UHFFFAOYSA-N

SMILES

COC(=O)C(C)N(C(=O)Cc1ccccc1)c2c(C)cccc2C

NIST Chemistry Reference

Benalaxyl(71626-11-4)

EPA Substance Registry System

Benalaxyl (71626-11-4)

Safety Information

Hazard Codes 

N

Risk Statements 

50/53

Safety Statements 

60-61

RIDADR 

UN 3077

WGK Germany 

2

RTECS 

AY5993200

HS Code 

29242990

Storage Class

11 - Combustible Solids

Hazard Classifications

Aquatic Acute 1
Aquatic Chronic 1

Toxicity

LD50 in rats (mg/kg): 4200 orally; 1100 i.p.; LC50 (96 hr) in rainbow trout: 3.75 mg/l (Bergamaschi)

Benalaxyl Usage And Synthesis

Chemical Properties

The pure product is a colorless solid. MPa 78-80°C, relative density 1.27 (25°C), vapor pressure 0.67×10-3 Pa (25°C). Solubility at 25°C: acetone >500 g/kg, chloroform >500 g/kg, cyclohexanone >400 g/kg, hexane <50 g/kg, xylene >300 g/kg, dimethylformamide >500 g/kg, water 37 mg/L. Partition coefficient 2500. It is stable to heat and light and is stable in buffer solutions with a pH of 4-9. It readily hydrolyzes in concentrated alkaline media.

Uses

Agricultural fungicide.

Uses

An acylamino acid fungicide.

Uses

Benalaxyl is used for the control of Oomycetes on a wide range of crops, fruit, flowers, ornamentals and turf.

Definition

ChEBI: Methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate is an alanine derivative that is the N-phenylacetyl derivative of methyl N-(2,6-dimethylphenyl)alaninate It is an alanine derivative, an aromatic amide, a carboxamide and a methyl ester.

Metabolic pathway

The fate of 14C-benalaxyl as affected by mancozeb is determined on the surface and in the tissues of grape leaves 7 days after the single foliar application of a mixture with mancozeb. The main oxidative scheme with rat liver microsomes is quite similar to that observed in plants. The only differences are represented by a further hydroxylation on the second ortho methyl group, and only traces of the meta hydroxylation take place on the xylene ring.

Degradation

Benalaxyl is stable in aqueous media over a wide pH range but it is hydrolysed in concentrated alkali. Its DT₅₀ at pH 9 and 25 °C is 86 days (PM). It is reasonably stable to sunlight in aqueous solution. When irradiated in solution with UV light (254 nm) it is degraded with a half-life of 55 minutes (Pirisi et al., 1996). Products were compounds 2 and 3 (see Scheme 1) which are common also to metalaxyl and furalaxyl. These were detected in a non-labelled study. Under simulated sunlight its half-life was 167 days.

Benalaxyl(71626-11-4)Related Product Information

• Metalaxyl
• Chlorodimethylphenylsilane
• Methylparaben
• β-Alanine
• Methyl salicylate
• Methanol
• Methyl propionate
• Acetylacetone
• Methyl acrylate
• N,N-Dimethyl-1,4-phenylenediamine
• N-ACETYL-L-TYROSINE ETHYL ESTER
• Tribenuron methyl
• Benomyl
• DL-Alanine
• L-Alanine
• Oxadixyl
• Methyl
• tributyl acetocitrate