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| CAS No.: | 67129-08-2 |
|---|---|
| Name: | Metazachlor |
| Molecular Structure: | |
|
|
|
| Formula: | C14H16ClN3O |
| Molecular Weight: | 277.754 |
| Synonyms: | BAS 479;BAS 47902H;BAS 479H;Butisan 400SC;Butisan S;Methazachlor;Pree; |
| EINECS: | 266-583-0 |
| Density: | 1.19 g/cm3 |
| Melting Point: | 74-78 °C |
| Boiling Point: | 439.2 °C at 760 mmHg |
| Flash Point: | 219.4 °C |
| Hazard Symbols: |
 Xn,  F
|
| Risk Codes: | 22-36-20/21/22-11 |
| Safety: | 36-26-16 |
| PSA: | 38.13000 |
| LogP: | 2.72940 |
- 81281-59-67-Benzylideneaminotheophylline
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- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
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- 99170-93-1N-Methyl-2-oxazolamine
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- 914458-26-7[5-(2-fluorophenyl)-1-pentyl-1H-pyrrol-3-yl]-1-naphthalenyl-Methanone
- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
- 125709-82-2
1-(N-2,6-dimethylaniline)-1-(1N-pyrazol)-methane
- 79-04-9
chloroacetyl chloride
- 67129-08-2
Metazachlor
| Conditions | Yield |
|---|---|
| In cyclohexane for 6h; Reflux; Green chemistry; Industrial scale; | 95% |
- 288-13-1
NH-pyrazole
- 61706-54-5
N-(chloromethyl)-N-(2,6-dimethylphenyl)-α-chloroacetamide
- 67129-08-2
Metazachlor
| Conditions | Yield |
|---|---|
| In toluene at 74℃; under 217.522 Torr; for 12h; Temperature; Time; Pressure; Concentration; |
- 67129-08-2
Metazachlor
| Conditions | Yield |
|---|---|
| With hydrogen; triethylamine In methanol; water at 120℃; under 22502.3 Torr; for 44h; Autoclave; | 93% |
| With hydrogen; triethylamine In ethanol; water at 120℃; under 22502.3 - 37503.8 Torr; for 44h; Autoclave; | 93% |
- 67129-08-2
Metazachlor
- 125709-81-1
2-hydroxy-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)-acetamide
| Conditions | Yield |
|---|---|
| potassium hydroxide In water for 4h; Product distribution; Mechanism; Heating; variation of catalyst concentration, reaction time; | 75% |
| potassium hydroxide In water for 4h; Heating; | 75% |
| Conditions | Yield |
|---|---|
| hydrogenchloride In water for 8h; Heating; | A 59% B 35% |
- 67129-08-2
Metazachlor
A
- 288-13-1
NH-pyrazole
B
- 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)
C
- 1131-01-7
2-chloro-N-(2,6-dimethylphenyl)acetamide
| Conditions | Yield |
|---|---|
| hydrogenchloride In water for 5h; Product distribution; Mechanism; Heating; variation of catalyst concentration, reaction time; | A 47% B 21% C 12% |
| Conditions | Yield |
|---|---|
| hydrogenchloride In water for 2h; Heating; | A 40% B 42% |
- 67129-08-2
Metazachlor
- 125709-83-3
4,4'-methylenebis-(N-acetyl-2,6-dimethylbenzenamine)
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 35 percent / 2.56 N hydrochloric acid / H2O / 8 h / Heating 2: 85 percent / benzene / 2 h / Heating View Scheme |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 20℃; |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 20℃; |
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Specification
The Metazachlor, with the CAS registry number 67129-08-2, is also known as 2-Chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)acetamide. It belongs to the product categories of Meta-meth Pesticides&Metabolites; Alpha sort; AmidePesticides&Metabolites; Herbicides; H-MAlphabetic; M; Pesticides&Metabolites; Pyrazole. Its EINECS registry number is 266-583-0. Its IUPAC name is called 2-chloro-N-(2,6-dimethylphenyl)-N-(pyrazol-1-ylmethyl)acetamide. You must keep it under seal in cool and dry place and far away from oxidizing agent. This chemical's classification codes are Agricultural Chemical; Herbicide.
Physical properties of Metazachlor: (1)ACD/LogP: 2.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.11; (4)ACD/LogD (pH 7.4): 2.11; (5)ACD/BCF (pH 5.5): 23.48; (6)ACD/BCF (pH 7.4): 23.49; (7)ACD/KOC (pH 5.5): 333.19; (8)ACD/KOC (pH 7.4): 333.3; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.586; (13)Molar Refractivity: 78.01 cm3; (14)Molar Volume: 232.1 cm3; (15)Surface Tension: 42.5 dyne/cm; (16)Density: 1.19 g/cm3; (17)Melting Point: 74-78 °C; (18)Flash Point: 219.4 °C; (19)Enthalpy of Vaporization: 69.61 kJ/mol; (20)Boiling Point: 439.2 °C at 760 mmHg; (21)Vapour Pressure: 6.5E-08 mmHg at 25°C.
Preparation: this chemical can be prepared by 2,6-dimethylaniline and formaldehyde. Then the intermediate product reacts with chloro-acetyl chloride. In the end, it will conduct a condensation reaction with Pyrazole.
Uses of Metazachlor: it can be used to produce bis-(4-amino-3,5-dimethyl-phenyl)-methane. This reaction will need catalytic agent 2.56 N hydrochloric acid and solvent H2O with reaction time of 8 hours. The yield is about 35%.
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When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health and may catch fire in contact with air which only need brief contact with an ignition source and has a very low flash point or evolve highly flammable gases in contact with water. In addition, it is highly flammable and is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes. You should keep it away from sources of ignition - No smoking. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=C(C(=CC=C1)C)N(CN2C=CC=N2)C(=O)CCl
(2)InChI: InChI=1S/C14H16ClN3O/c1-11-5-3-6-12(2)14(11)18(13(19)9-15)10-17-8-4-7-16-17/h3-8H,9-10H2,1-2H3
(3)InChIKey: STEPQTYSZVCJPV-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LD50 | oral | 1gm/kg (1000mg/kg) | Farm Chemicals Handbook. Vol. -, Pg. C54, 1991. | |
| rat | LD50 | skin | > 6810mg/kg (6810mg/kg) | Pesticide Manual. Vol. 9, Pg. 560, 1991. |