GB1005464A - 3,5-diisopropylphenyl-n-methyl carbamate a low toxocity insecticide - Google Patents

3,5-diisopropylphenyl-n-methyl carbamate a low toxocity insecticide

Info

Publication number
GB1005464A
GB1005464A GB3332062A GB3332062A GB1005464A GB 1005464 A GB1005464 A GB 1005464A GB 3332062 A GB3332062 A GB 3332062A GB 3332062 A GB3332062 A GB 3332062A GB 1005464 A GB1005464 A GB 1005464A
Authority
GB
United Kingdom
Prior art keywords
isopropylphenol
specified
phosgene
methylamine
compound
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3332062A
Inventor
Edward David Weil
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hooker Chemical Corp
Original Assignee
Hooker Chemical Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to NL286052D priority Critical patent/NL286052A/xx
Priority to BE622422D priority patent/BE622422A/xx
Priority to DEH46681A priority patent/DE1167110B/en
Application filed by Hooker Chemical Corp filed Critical Hooker Chemical Corp
Priority to GB3332062A priority patent/GB1005464A/en
Priority to FR908984A priority patent/FR1334074A/en
Publication of GB1005464A publication Critical patent/GB1005464A/en
Expired legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/22—O-Aryl or S-Aryl esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Dentistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention comprises 3,5-di-isopropylphenyl N-methyl-carbamate and its preparation by (a) reacting 3,5-di-isopropylphenol or a salt thereof with phosgene to give 3,5-di-isopropylphenyl chloroformate, and reacting this with methylamine, (b) reaction of phosgene and methylamine to form N-methylcarbamyl chloride or methyl isocyanate, and reaction of the produce with 3,5-di-isopropylphenol, or (c) direct reaction of 3,5-di-isopropylphenol with phosgene and methylamine. The compound of the invention has insecticidal activity (see Division A5). 3,5-Di-isopropylphenol is prepared by reacting benzene and propylene in the presence of aluminium chloride to give 1,3,5-tri-isopropylbenzene, atmospheric oxidation of this compound to produce a hydroperoxide group on the secondary carbon atom of one of the isopropyl groups, and catalytic splitting of this compound into the desired phenol and acetone.ALSO:An insecticidal composition comprises 3, 5-diisopropylphenyl N-methyl-carbamate (see Division C2) and at least one of a solvent, a surface-active agent, a solid carrier, a propellant and a synegist, with or without the addition of another insecticide. Other insecticides specified are DDT, DDD, Malathion, Ronnel and Phosdrin (all Registered Trade Marks), methoxychlor, isobornyl thiocyanoacetate, lauryl thiocyanate, lethanes, pyrethrins, 0, 0-dimethyl 2, 2-dichlorovinyl phosphate, lindane, toxaphane, 1, 1-bis-(p-chlorophenyl)-2, 2, 2-trichloroethanol, p-chlorophenyl 2, 4, 5-trichlorophenyl sulphone, aryl alkyl sulphites, ethion, dimethoate, phorate, demeton, phosphamidon, quinoxaline trithiocarbonates, zineb, sulphur, bis-(pentachlorocyclopentadienyl), and a hexachlorocyclopentadrenechlorosulphonic acid reaction product. Surfactants specified are surbit (on aryl-alkyl sulphonate), marasperse (a bignosulphonate), and Emcol (Registered Trade Mark). Propellants specified are the Freons (Registered Trade Mark). Synergists specified are piperonyl butoxide, 2-(3, 4-methylenedioxyphenoxy)-3, 6, 9-trioxaundecane, isosafrole n-octyl sulphoxide, n-propyl isome, sesamine oil extracts, and octachlorodipropyl ether.
GB3332062A 1962-08-17 1962-08-30 3,5-diisopropylphenyl-n-methyl carbamate a low toxocity insecticide Expired GB1005464A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
NL286052D NL286052A (en) 1962-08-30
BE622422D BE622422A (en) 1962-08-30
DEH46681A DE1167110B (en) 1962-08-17 1962-08-17 Insecticidal agent
GB3332062A GB1005464A (en) 1962-08-30 1962-08-30 3,5-diisopropylphenyl-n-methyl carbamate a low toxocity insecticide
FR908984A FR1334074A (en) 1962-08-30 1962-09-10 Process for preparing 3,5-diisopropylphenyl nu-methylcarbamate, in particular for use as an insecticide

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3332062A GB1005464A (en) 1962-08-30 1962-08-30 3,5-diisopropylphenyl-n-methyl carbamate a low toxocity insecticide

Publications (1)

Publication Number Publication Date
GB1005464A true GB1005464A (en) 1965-09-22

Family

ID=10351420

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3332062A Expired GB1005464A (en) 1962-08-17 1962-08-30 3,5-diisopropylphenyl-n-methyl carbamate a low toxocity insecticide

Country Status (3)

Country Link
BE (1) BE622422A (en)
GB (1) GB1005464A (en)
NL (1) NL286052A (en)

Also Published As

Publication number Publication date
BE622422A (en)
NL286052A (en)

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