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Alachlor

Alachlor structure

CAS No:
15972-60-8
Formula:
C14H20ClNO2
Chemical Name:
Alachlor
Synonyms:
Acetamide,2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)-;Acetanilide,2-chloro-2′,6′-diethyl-N-(methoxymethyl)-;2-Chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide;CP 50144;Lasso;2-Chloro-2′,6′-diethyl-N-methoxymethylacetanilide;2′,6′-Diethyl-N-(methoxymethyl)-2-chloroacetanilide;Alachlor;Metachlor;Methachlor;Lasagrin;Nitala;Alapaz;Satochlor;Lazo;Perfect;Micro-Tech;Alanex;Perfect (herbicide);Lasso Microtech;Intrro
Categories:
Agrochemicals > Herbicides

Description

Alachlor is a cream-colored or white solid that dissolves readily in acetone, benzene, and ethanol, but dissolves only slightly in water. It resists breakdown by ultraviolet radiation, but reacts with water under strongly acidic or alkaline conditions. Alachlor is a colorless to yellow crystal chemical substance. It is soluble in most organic solvents, but sparingly in water. Alachlor is an RUP, therefore it should be purchased and used only by certified, trained workers and plant protection ap

Alachlor Basic Attributes

Molecular Weight：

269.77

Exact Mass：

269.77

EC Number：

240-110-8

HScode：

2924299034

Characteristics

PSA：

29.5

XLogP3：

3.5

Appearance：

Alachlor is a crystalline solid. Melting point 104-106°F (40-41°C). Used as a herbicide.

Density：

1.133 g/cm³ @ Temp: 25 °C

Melting Point：

40-41 °C

Boiling Point：

100 °C

Flash Point：

-18 °C

Refractive Index：

1.5388 (estimate)

Water Solubility：

Solubility in water, g/100ml at 25°C: 0.02 (very poor)

Storage Conditions：

APPROX 4°C

Vapor Pressure：

Vapour pressure, Pa at °C: (negligible)

Vapor Density：

9.3

Toxicity：

Oral-Rat LD50: 930 mg/kg; Oral-Mouse LD50: 462 mg/kg

Flammability characteristics：

Combustion produces toxic nitrogen oxides and chloride gases

Odor：

Odorless

Safety Information

Packing level：

I; II; III

Hazard category：

6.1

Transport codes：

UN 3077

wgk germany：

hazard class code：

22-40-43-50/53-67-65-38-11-52/53-39/23/24/25-23/24/25-51/53

safety instructions：

36/37-46-60-61-62-45-16

RTECS Number：

AE1225000

Marks：

Xn;N,N,Xn,F,T

Storage features：

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Stability/Shelf Life：

Stable to UV radiation

Precautionary statement(s)：

P260-P280-P301 + P310 + P330-P302 + P352 + P312-P304 + P340 + P312-P308 + P311

Hazard Statements：

H301 + H311 + H331-H370-H412

Toxicity

Toxicity class：

highly toxic

Alachlor Use and Manufacturing

Methods of Manufacturing

Preparation method: Aniline and ethylene are prepared under high temperature, pressure and catalyst to produce 2, 6-diethylaniline; 2, 6-diethylaniline is reacted with chloroacetic acid and phosphorus trichloride to obtain 2, 6- Diethyl-N-chloroacetanilide; chloromethyl methyl ether is produced by the reaction of methanol with formaldehyde and hydrogen chloride; finally, chloromethyl methyl ether is synthesized with 2, 6-diethyl-N-chloroacetanilide amine. The preparation method 2 is made by reacting 2, 6-diethylamine with formaldehyde to prepare 2, 6-diethyl-N-methyleneaniline. Slowly add 298g (1.82mol) 2, 6-diethyl-N-methyleneaniline to the mixture of 206g (1.82mol) chloroacetyl chloride and 210g benzene to generate heat and react to raise the temperature to about 90℃ . Then cool to 35°C and add 250 mL of dry methanol. Heat to reflux, drop 190g (3.2mol) of trimethylamine, and at the same time, the reaction liquid is heated to 70°C, kept for 10 minutes, and cooled to about 30°C. The cooled reaction mixture was washed twice with 1000 mL of water. Since the product is a heavy oil layer, it is desolvated under reduced pressure, and the final liquid temperature rises to 95°C. Dissolve the distillation residue in trimethylpentane, cool with dry ice, and precipitate crystals to obtain alachlor, melting point 38.5 ~ 39.5 ℃, yield about 85%. For the synthesis of alachlor, see also the preparation method of butachlor.

Uses

Pre-emergence herbicide.

Computed Properties

Molecular Weight:269.77
XLogP3:3.5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:6
Exact Mass:269.1182566
Monoisotopic Mass:269.1182566
Topological Polar Surface Area:29.5
Heavy Atom Count:18
Complexity:248
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Carbon dioxide

Xylene

Trimethyl orthoformate

Paraformaldehyde

Formaldehyde

Hydrochloric acid

Phosphorus trichloride

Chloroacetic acid