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CAS No.: | 23184-66-9 |
---|---|
Name: | Machette |
Article Data: | 19 |
Molecular Structure: | |
Formula: | C17H26ClNO2 |
Molecular Weight: | 311.852 |
Synonyms: | Pillarsete;N-(Butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)acetamide;Acetanilide, N- (butoxymethyl)-2-chloro-2,6-diethyl-;Hiltachlor;2-Chloro-2, 6-diethyl-N-(butoxymethyl)acetanilide;EPA Pesticide Chemical Code 112301;Delchlor 5G;Machete;Acetamide, N- (butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)-;N-Butoxymethyl-alpha-chloro-2,6-diethylacetanilide;2-Chloro-2,6-diethyl-N-(butoxymethyl)acetanilide;Amichlor;Acetamide, N-(butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)-;SHA 112301;Acetanilide, 2-chloro-2,6-diethyl-N-(butoxymethyl)-;Bilchlor;Acetamide,N-(butoxymethyl)-2-chloro-N-(2,6- diethylphenyl)-;Mach-Mach;Butanex;Butaclor;Delchlor;2,6-Diethyl-N-butoxymethyl-alpha-chloroacetanilide;Weedout;CP 53619;Machete (herbicide);2,6-Diethyl-N-butoxymethyl-2-chloroacetanilide; |
EINECS: | 245-477-8 |
Density: | 1.037 g/cm3 |
Melting Point: | <-5 °C |
Boiling Point: | 442 °C at 760 mmHg |
Flash Point: | 221.1 °C |
Solubility: | 20mg/L(20 oC) |
Appearance: | Colourless to Yellow Oil |
Hazard Symbols: | Xn, N |
Risk Codes: | 22-50/53 |
Safety: | 60-61 |
Transport Information: | UN3082 9/PG 3 |
PSA: | 29.54000 |
LogP: | 4.15740 |
Butachlor is a pre-emergent chloroacetanalide herbicide. Butachlor is commonly used for weed control in rice as well as cotton, maize, wheat and other crops.
The IUPAC name of Butachlor is N-(butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)acetamide. With the CAS registry number 23184-66-9, it is also named as Acetamide, N-(butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)-. The product's categories are Agro-Chemicals; Herbicide; A-BAlphabetic; BI - BZ; Pesticides & Metabolites. It is pale yellow oily liquid which is soluble in acetone, ethanol, methanol, benzene and other organic solvents. It is toxic. When buring it will produce toxic nitrogen oxide and chloridate gas. So the storage environment should be well- ventilated, low-temperature and dry. Keep Butachlor separate from raw materials of food.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 5.24; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5; (4)ACD/LogD (pH 7.4): 5; (5)ACD/BCF (pH 5.5): 6636; (6)ACD/BCF (pH 7.4): 6636; (7)ACD/KOC (pH 5.5): 18936; (8)ACD/KOC (pH 7.4): 18937; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 9; (12)Index of Refraction: 1.536; (13)Molar Refractivity: 94.261 cm3; (14)Molar Volume: 302.221 cm3; (15)Polarizability: 37.368×10-24 cm3; (16)Surface Tension: 40.077 dyne/cm; (17)Enthalpy of Vaporization: 70.899 kJ/mol; (18)Vapour Pressure: 0 mmHg at 25°C; (19)Rotatable Bond Count: 9; (20)Exact Mass: 311.165207; (21)MonoIsotopic Mass: 311.165207; (22)Topological Polar Surface Area: 29.5; (23)Heavy Atom Count: 21; (24)Complexity: 287.
Preparation of Butachlor: First, we can get N-methylene 2,6-diethylaniline by paraformaldehyde and DEA. And then, reacting with chloroacetyl chloride to get N-(2,6-diethyl-phenyl)-N-chloromethyl chloroacetamide. At last, reacting with n-butanol to get the product.
Uses of Butachlor: It is a kind of selective preemergenceherbicide which is used for the control of barnyard grass in rice.
When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.This material and its container must be disposed of as hazardous waste. Avoid release to the environment. Refer to special instructions / safety data sheets.
People can use the following data to convert to the molecule structure.
1. SMILES:ClC(Cl)C(=O)N(COCCCC)c1c(cccc1CC)CC
2. InChI:InChI=1/C17H25Cl2NO2/c1-4-7-11-22-12-20(17(21)16(18)19)15-13(5-2)9-8-10-14(15)6-3/h8-10,16H,4-7,11-12H2,1-3H3
3. InChIKey:PQRFRDMYSADPCC-UHFFFAOYAY
The following are the toxicity data which has been tested.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
duck | LD50 | oral | > 4640mg/kg (4640mg/kg) | Pesticide Manual. Vol. 9, Pg. 106, 1991. | |
mouse | LD50 | oral | 4140mg/kg (4140mg/kg) | Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 25, Pg. 75, 2000. | |
mouse | LDLo | intraperitoneal | 1gm/kg (1000mg/kg) | BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 25, Pg. 75, 2000. |
rabbit | LD50 | skin | 3470mg/kg (3470mg/kg) | "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A559, Pg. 1984, | |
rat | LC50 | inhalation | > 5300mg/kg (5300mg/kg) | Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 25, Pg. 75, 2000. | |
rat | LD50 | oral | 1740mg/kg (1740mg/kg) | Eksperimentalna Meditsina i Morfologiya. Vol. 13, Pg. 123, 1974. |