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CAS No.: | 161050-58-4 |
---|---|
Name: | METHOXYFENOZIDE |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C22H28N2O3 |
Molecular Weight: | 368.476 |
Synonyms: | 3,5-Dimethylbenzoicacid N-tert-butyl-N-(3-methoxy-2-methylbenzoyl)hydrazide;Intrepid(pesticide);Methoxyfenozide;Methoxyphenozide;RG 102398;RH 112485;RH 2485;Runner;Intrepid; |
EINECS: | 815-184-5 |
Density: | 1.099 g/cm3 |
Melting Point: | 204-205oC |
Appearance: | white crystal powder |
Hazard Symbols: | N |
Risk Codes: | 51/53 |
Safety: | 60 |
PSA: | 58.64000 |
LogP: | 4.59700 |
3-methoxy-2-methylbenzoyl chloride
N-(3,5-Dimethylbenzoyl)-N-tert-Butyl-Hydrazine
methoxyfenoside
Conditions | Yield |
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With triethylamine for 4h; Acylation; | 61.6% |
In 1,2-dichloro-ethane at 20℃; for 15h; |
N-(3-methoxy-2-methylbenzoyl)-N'-tert-butylhydrazine
3,5-dimethylbenzoyl chloride
methoxyfenoside
Conditions | Yield |
---|---|
With sodium hydroxide In dichloromethane |
3-methoxy-2-methylbenzoic acid
N-(3,5-Dimethylbenzoyl)-N-tert-Butyl-Hydrazine
methoxyfenoside
Conditions | Yield |
---|---|
In thionyl chloride; dichloromethane |
tert-butylhydrazine
3-methoxy-2-methylbenzoyl chloride
3,5-dimethylbenzoyl chloride
methoxyfenoside
Conditions | Yield |
---|---|
Stage #1: tert-butylhydrazine With di-tert-butyl dicarbonate; sodium hydroxide In toluene at 0 - 5℃; for 10h; Stage #2: 3,5-dimethylbenzoyl chloride With sodium hydroxide In water; toluene at 0 - 5℃; for 4h; Stage #3: 3-methoxy-2-methylbenzoyl chloride Further stages; |
3,5-dimethylbenzoic acid
methoxyfenoside
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: thionyl chloride / toluene / 6.7 h / 55 °C 2.1: di-tert-butyl dicarbonate; sodium hydroxide / toluene / 10 h / 0 °C 2.2: 5 h / 0 °C 3.1: 1,2-dichloro-ethane / 15 h / 20 °C View Scheme |
phosgene
methoxyfenoside
Conditions | Yield |
---|---|
Stage #1: methoxyfenoside With potassium tert-butylate In tetrahydrofuran at 20℃; Stage #2: phosgene In tetrahydrofuran; ethyl acetate at -78℃; | 95% |
thiophosgene
methoxyfenoside
Conditions | Yield |
---|---|
Stage #1: methoxyfenoside With potassium tert-butylate In tetrahydrofuran at 20℃; Stage #2: thiophosgene In tetrahydrofuran; ethyl acetate at -78℃; | 75% |
α-chlorobenzyl chloroformate
methoxyfenoside
N'-tert-butyl-N'-(3,5-dimethyl-benzoyl)-N-(3-methoxy-2-methyl-benzoyl)-hydrazinecarboxylic acid chloro-phenyl-methyl ester
Conditions | Yield |
---|---|
Stage #1: methoxyfenoside With potassium tert-butylate In tetrahydrofuran at 20℃; Stage #2: α-chlorobenzyl chloroformate In tetrahydrofuran at 20℃; |
methoxyfenoside
C9H8Cl2O2
N'-tert-butyl-N'-(3,5-dimethyl-benzoyl)-N-(3-methoxy-2-methyl-benzoyl)-hydrazinecarboxylic acid chloro-p-tolyl-methyl ester
Conditions | Yield |
---|---|
Stage #1: methoxyfenoside With potassium tert-butylate In tetrahydrofuran at 20℃; Stage #2: C9H8Cl2O2 In tetrahydrofuran at 20℃; |
methoxyfenoside
C9H8Cl2O2
N'-tert-butyl-N'-(3,5-dimethyl-benzoyl)-N-(3-methoxy-2-methyl-benzoyl)-hydrazinecarboxylic acid chloro-o-tolyl-methyl ester
Conditions | Yield |
---|---|
Stage #1: methoxyfenoside With potassium tert-butylate In tetrahydrofuran at 20℃; Stage #2: C9H8Cl2O2 In tetrahydrofuran at 20℃; for 4h; |
IUPAC Name: N-tert-Butyl-N'-(3-methoxy-2-methylbenzoyl)-3,5-dimethylbenzohydrazide
Synonyms: Benzoic acid,3-methoxy-2-methyl-,2-(3,5-dimethylbenzoyl)-2-(1,1-dimethylethyl)hydrazide ; Intrepid ; Methoxyfenozide [ISO:ANSI:BSI] ; N'-(3,5-Dimethylbenzoyl)-3-methoxy-2-methyl-N'-(2-methyl-2-propanyl)benzohydrazid ; N'-(3,5-Dimethylbenzoyl)-3-methoxy-2-methyl-N'-(2-methyl-2-propanyl)benzohydrazide ; N'-(3,5-Diméthylbenzoyl)-3-méthoxy-2-méthyl-N'-(2-méthyl-2-propanyl)benzohydrazide
CAS NO: 161050-58-4
Molecular Formula of Methoxyfenozide (CAS NO.161050-58-4) : C22H28N2O3
Molecular Weight of Methoxyfenozide (CAS NO.161050-58-4) :368.47
Molecular Structure of Methoxyfenozide (CAS NO.161050-58-4) :
Mol File: 161050-58-4.mol
Index of Refraction: 1.558
Surface Tension: 41.4 dyne/cm
Density: 1.098 g/cm3
storage temp. 0-6°C
Melting point: 202 ~ 205 °C,
Appearance: pure white powder
Stability: Stable at 25 °C.
Solubility: The solubility in organic solvents are: dimethyl sulfoxide 11g/100g, cyclohexanone 9.9g/100g, acetone 9g/100g, in water solubility <1mg / L.
Methoxyfenozide (CAS NO.161050-58-4) is diaryl hydrazine insect growth regulators, insecticides of molting hormones ,interfere with normal growth and development of insects and suppress feeding. In particular, there are effects on the larvae and eggs.
Raw materials :N,N-Dimethylformamide-->Thionyl chloride-->Hexane-->tert-Butylhydrazine hydrochloride-->2,6-Dichlorotoluene-->3,5-Dimethylbenzoic acid-->3-Methoxy-2-methylbenzoic acid-->TERT-BUTYL-HYDRAZINE-->3,5-DIMETHOXYBENZOYL CHLORIDE-->3-Methoxy-2-methylbenzoyl chloride
1. Methoxyfenozide (CAS NO.161050-58-4) can be obtained by the way of Oxadiazole ring-opening.
2. Obtained by amino protection.
1. | orl-mus LD50:5000 mg/kg | FEREAC Federal Register. 66 (2001),15449. | ||
2. | orl-rat LD50:5000 mg/kg | FEREAC Federal Register. 66 (2001),15449. | ||
3. | ihl-rat LC50:4.3 g/m3 | FEREAC Federal Register. 66 (2001),15449. | ||
4. | skn-rat LD50:2000 mg/kg | FEREAC Federal Register. 66 (2001),15455. |
Low toxicity by ingestion, inhalation, and skin contact. When heated to decomposition it emits toxic vapors of NOx.