메탈락실

메탈락실 · 메타락실 · SPAN · METALAXIL · Acylon · Jiashuangling · N-(2,6-Dimethylphenyl)-N-(methoxyacetyl)-dl-alanine methyl ester · Bleu

https://huagongshe.com/ko/chemical/42586

식별자 및 물리적 특성

CAS No.	57837-19-1
분자식	C15H21NO4
평균 분자량	279.33 g/mol
단동위원소 질량	279.14705815 g/mol
SMILES	COCC(=O)N(c1c(C)cccc1C)C(C)C(=O)OC
InChIKey	ZQEIXNIJLIKNTD-UHFFFAOYSA-N
PubChem CID	42586
ChEMBL	CHEMBL105809
ChEBI	CHEBI:82790
EC No.	260-979-7
DTXSID	DTXSID6024175
현지명	메탈락실

화학 및 물리적 성질

XLogP	1.6
극성 표면적	55.8
수소 결합 공여자 수	0
수소 결합 수용자 수	4
회전 가능 결합 수	6
무거운 원자 수	20
형식 전하	0
복잡도	335
SpringerMaterials Properties	Fusion temperature
농약	Pesticide -> EPA IRISAgrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: ApprovedPesticides -> FungicidesPesticide and(or) Waste-water effluent contaminant
LogP(분배 계수)	log Kow = 1.651.75
밀도	1.20 @ 20 °C1.651.1083 (rough estimate)
Color/Form	Fine, white powder... Colorless crystals ... .
용해도	In ethanol 400, acetone 450, toluene 340, n-hexane 11, n-octanol 68 (all g/l at 25 °C)In water, 8,400 mg/l @ 22 °C클로로포름(약간 용해됨), 메탄올(약간 용해됨)
Endocrine Disruptors	Potential endocrine disrupting compound
끓는 점	295.9 °C @ 760 mm Hg564.6 °F422.1°C (rough estimate)
Decomposition	When heated to decomposition it emits toxic fumes of nitric oxides.
녹는점	71-72 °C71 - 72 °C159.8-161.6 °F72-73°C
증기 밀도	1.2
증기압	0.0000022 [mmHg]Vapor pressure: 293 uPa at 20 °C5.62X10-6 mm Hg @ 25 °C5.62x10-6 mmHg7.5 x 10-4 Pa (25 °C)
굴절률	1.5130 (estimate)
인화점	100 °C
저장 조건	Sealed in dry,2-8°C
pKa(산도 계수)	1.41±0.50(Predicted)
물리적 상태	Solid
색상	미색부터 페일 베이지까지
용해도	0.84g/100mL
BRN	2947777
헨리 상수	3.3×103 mol/(m3Pa) at 25℃, HSDB (2015)
주요 응용	농업환경
InChI	1S/C15H21NO4/c1-10-7-6-8-11(2)14(10)16(13(17)9-19-4)12(3)15(18)20-5/h6-8,12H,9H2,1-5H3
InChIKey	ZQEIXNIJLIKNTD-UHFFFAOYSA-N
SMILES	COCC(=O)N(C(C)C(=O)OC)c1c(C)cccc1C
NIST	Dl-alanine, n-(2,6-dimethylphenyl)-n-(methoxyacetyl)-, methyl ester(57837-19-1)
EPA	Metalaxyl (57837-19-1)

화학적 성질

Pale Beige Solid

안전 및 규제

GHS 분류	WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)H302 (99.5%): Harmful if swallowed [Warning Acute toxicity, oral]
규제 정보	Commission Regulation (EU) No 1141/2010Metalaxyl is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)2010/28/EU, Reg. (EU) 2015/1885, Reg. (EU) 2017/2069, Reg. (EU) 2023/918, Reg. (EU) 2026/1826, Reg. (EU) No 540/2011Metalaxyl: Does not have an individual approval but may be used under an appropriate group standard
기타 안전 정보	IMAP assessments - DL-Alanine, N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-, methyl ester: Environment tier I assessment
유해성 요약	An eye irritantCauses liver injury in high-dose feeding studiesNot likely to be a human carcinogen[EPA REDs] Injection into chick eggs causes malformations and embryo lethality[REPROTOX] May cause irritationMay cause skin sensitization[MSDSonline]
Special Reports	USEPA/Office of Pesticide ProgramsReregistration Eligibility Decision Document - Metalaxyl. EPA 738-R-94-017, September 1994. The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of May 2, 2003: http://www.epa.gov/pesticides/reregistration/status.htm]
FIFRA 요건	As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Metalaxyl is found on List A, which contains most food use pesticides and consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA '88. Case No: 0081

용도

개요

As an important fungicide group, acylanilides have a longer history than triazoles. Metalaxyl (44) is one of the most important fungicides in the group. It originates from the class of herbicidal chloroacetanilides, particularly metolachlor (45). Metolachlor, having a chiral carbon center and a chiral axis, is composed of four stereoisomers, the most herbicidally active one of which is the (αR, 1S)-isomer (32). For the stereoselective synthesis of this isomer, novel iridium-ferrocenyldiphosphine catalysts for the enantioselective hydrogenation of N-(2-ethyl-6-methylphenyl)- N-(1 -methoxymethyl)-ethylidene-amine are reported. In the most effective approach, the catalyst is generated in situ from [Ir(cod)Cl]2(cod = cyclooctadiene) and the ferrocenyldiphosphine ligand (R)-(S)-PPF-P(3,5-xyl)2 (46) (33).When the substrate to catalyst ratio is 106, the conversion is complete in 2 to 3 h, producing metolachlor in optical yields over 80% (34).

용도

Metalaxyl is used for the control of air-borne pathogens by foliar application and of soil-borne pathogens by soil application on a wide range of crops. It is particularly useful against Oomycetes including soil-borne Phytophthora diseases.