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Flurochloridone

Flurochloridone structure

Flurochloridone 

structure
  • CAS No:

    61213-25-0

  • Formula:

    C12H10Cl2F3NO

  • Chemical Name:

    Flurochloridone

  • Synonyms:

    2-Pyrrolidinone,3-chloro-4-(chloromethyl)-1-[3-(trifluoromethyl)phenyl]-;3-Chloro-4-(chloromethyl)-1-[3-(trifluoromethyl)phenyl]-2-pyrrolidinone;R 40244;Racer;Fluorochloridone;Racer 25;Flurochloridone;Rainbow;Twin Gold Pack;Racer 250 EC;89286-81-7

  • Categories:

    Agrochemicals  >  Herbicides

Description

Flurochloridone is a member of pyrrolidines, a member of (trifluoromethyl)benzenes and an organochlorine compound. It has a role as a carotenoid biosynthesis inhibitor, an agrochemical and a herbicide.

Flurochloridone Basic Attributes

312.12

312.12

262-661-3

DTXSID0041987

2933990016

Characteristics

20.3

2.47

1.5±0.1 g/cm3

55.6-79.7 °C

212.5 °C

>100 °C

1.536

1.12e-04 M

3.30e-06 mmHg

Safety Information

NONH for all modes of transport

36/37/38

26-27-36/37/39

UY5746500

Xi

P201, P202, P261, P264, P270, P272, P273, P280, P281, P301+P312, P302+P352, P308+P313, P321, P330, P333+P313, P363, P391, P405, P501

H302

Drug Information

Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE. (See all compounds classified as Herbicides.)

3-chloro-4-(chloromethyl)-1-(3-(trifluoromethyl)phenyl)-2-pyrrolidinone

Flurochloridone Use and Manufacturing

Methods of Manufacturing

Preparation method: Trifluoromethyl aniline is acylated with dichloroacetyl chloride, and then reacted with 3-bromopropene. The product is reacted at 125°C for 17h in the presence of chlorobutyltriphenylphosphonium to obtain Flurochloridone. Preparation method 2. Synthesis of N-allyl meta-trifluoromethyl aniline, add 0.1 mol meta-trifluoromethyl aniline, 0.1 mol triethylamine, 50 mL toluene and a suitable amount of catalyst into the flask and heat to 60°C, add 0.1 mol dropwise Allyl chloride, after dripping, raise the temperature to 85°C, react for several hours, wash the reaction solution with water, dry, desolvate and unreacted meta-trifluoromethylaniline, to obtain 11.5g product, content 93.4%, yield 76.8%. Synthesis N-allyl-N-trifluoromethylphenyl-2,2-dichloroacetamide Add 0.05mol of triethylamine, 0.05mol of N-allyl-trifluoromethylaniline and 40mL of dichloroacetamide to the flask For methyl chloride, add 0.06mol dichloroacetyl chloride dropwise. After dripping, the temperature was raised to 60°C, the temperature was kept for 1h, washed with water, dried, and desolventized. The product was 16.6g, the content was 88.8%, and the yield was 94.5%. Synthesis of flurochloridone Put 10g of N-allyl N-m-trifluoromethylphenyl-2,2-dichloroacetamide, solvent and catalyst into the flask, and heat to reflux. After the reaction, the product was neutralized with dilute acid, layered, dried, and dissolved under reduced pressure to obtain 6.8 g of flurochloridone.

Uses

Used for pre-emergence treatment of winter wheat, rye, cotton, potato and other crops to control broad-leaved weeds

Agrochemicals -> Herbicides|Pharmaceuticals|Environmental transformation -> Pesticides (parent, predecessor)

Flurochloridone has known environmental transformation products that include R406639 and R42819.

Computed Properties

Molecular Weight:312.11
XLogP3:3.4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:311.0091538
Monoisotopic Mass:311.0091538
Topological Polar Surface Area:20.3
Heavy Atom Count:19
Complexity:350
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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