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Home > Encyclopedia > N-(2-Methyl-4-chlorophenyl)-N′,N′-dimethylthiourea

N-(2-Methyl-4-chlorophenyl)-N′,N′-dimethylthiourea

N-(2-Methyl-4-chlorophenyl)-N′,N′-dimethylthiourea structure

N-(2-Methyl-4-chlorophenyl)-N′,N′-dimethylthiourea 

structure
  • CAS No:

    28217-97-2

  • Formula:

    C10H13ClN2S

  • Chemical Name:

    N-(2-Methyl-4-chlorophenyl)-N′,N′-dimethylthiourea

  • Synonyms:

    Thiourea,N′-(4-chloro-2-methylphenyl)-N,N-dimethyl-;Urea,3-(4-chloro-o-tolyl)-1,1-dimethyl-2-thio-;N′-(4-Chloro-2-methylphenyl)-N,N-dimethylthiourea;C 9140;N-(2-Methyl-4-chlorophenyl)-N′,N′-dimethylthiourea;N-(4-Chloro-2-methylphenyl)-N′,N′-dimethylthiourea;N′-(4-Chloro-o-tolyl)-N,N-dimethylthiourea;Chlormethiuron;Dipofene;1-(4-Chloro-2-methylphenyl)-3,3-dimethylthiourea;14501-88-3

  • Categories:

    Agrochemicals  >  Insecticides

Description

Chloromethiuron is a member of thioureas.

N-(2-Methyl-4-chlorophenyl)-N′,N′-dimethylthiourea Basic Attributes

228.746

228.74

5DBD1FHZ57

DTXSID2058049

2930909054

Characteristics

47.4

2.97980

1.254g/cm3

175 °C

297.3ºC at 760 mmHg

133.6ºC

1.641

2.19e-04 M

0.00136mmHg at 25°C

Oral-Rat LD50: 2500 mg/kg

Flammable; burning produces toxic nitrogen oxides, sulfur oxides and chloride gases

Safety Information

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

Toxicity

moderately

Drug Information

chlormethiuron

N-(2-Methyl-4-chlorophenyl)-N′,N′-dimethylthiourea Use and Manufacturing

Methods of Manufacturing

Preparation method Preparation of a pair of chloro-o-toluidine hydrochloride. After mixing 0.25 mol of o-toluidine with 125 mL of nitrobenzene, add acetic anhydride dropwise, react for 2 hours, cool and ventilate chlorine, stop the chlorination after a large amount of white solid appears . Add 10.5mL concentrated hydrochloric acid and 28mL water, gradually heat, stir and react for 4h, dissolve the solid, cool and filter with suction, wash with a little nitrobenzene, and dry to obtain 36.8g of p-chloro-o-toluidine salt with a yield of 82.1%. Synthesis of diflubenzuron After mixing 0.1 mol p-chloro-o-toluidine hydrochloride, 56 mL nitrobenzene, 4.5 g sodium hydroxide and 16 mL, heating to 80-85°C, the solid is dissolved. Cool, add 0.2mol carbon disulfide dropwise at room temperature, then cool to 1℃, dropwise add 24mL 33% dimethylamine aqueous solution, the reaction exotherms, the solid dissolves, reflux reaction for 5h, cooling, suction filtration, filter cake washing with nitrobenzene, After washing with water and drying, 18.9 g of yellow solid was obtained, and the yield was 81.8%. Pure product can be obtained after recrystallization.

Uses

It is a substitute for urea pesticides. Used to dip cattle, sheep, horses, and dogs, to prevent and control various ticks, but also to prevent ticks that are resistant to other acaricides.

Computed Properties

Molecular Weight:228.74
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:228.0487973
Monoisotopic Mass:228.0487973
Topological Polar Surface Area:47.4
Heavy Atom Count:14
Complexity:208
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

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