GB981816A - Trichlorobenzyloxyalkanols and a method of controlling weeds therewith - Google Patents

Trichlorobenzyloxyalkanols and a method of controlling weeds therewith

Info

Publication number
GB981816A
GB981816A GB24324/61A GB2432461A GB981816A GB 981816 A GB981816 A GB 981816A GB 24324/61 A GB24324/61 A GB 24324/61A GB 2432461 A GB2432461 A GB 2432461A GB 981816 A GB981816 A GB 981816A
Authority
GB
United Kingdom
Prior art keywords
trichlorobenzyloxy
oxyalkylene group
trichlorobenzyl
sodium
trichloroacetate
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
GB24324/61A
Inventor
Jack Samuel Newcomer
Edward David Weil
Edwin Dorfman
Jerome Linder
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
Application filed by Hooker Chemical Corp filed Critical Hooker Chemical Corp
Publication of GB981816A publication Critical patent/GB981816A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/14—Unsaturated ethers
    • C07C43/178—Unsaturated ethers containing hydroxy or O-metal groups
    • C07C43/1786—Unsaturated ethers containing hydroxy or O-metal groups containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C07C17/12—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C07C17/14—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the side-chain of aromatic compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/06—Ethers; Acetals; Ketals; Ortho-esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises compounds of formula <FORM:0981816/C2/1> and esters thereof, wherein X is an at least C2 straight or branched-chain alkylene or oxyalkylene group optionally substituted with one or more hydroxy groups, the oxyalkylene group containing one or more ether oxygen atoms and a method of making them by reacting a trichlorobenzyl chloride (which may be an isomeric mixture) with a molar excess of glycol HO-X-OH in presence of an acid acceptor. Specified individual compounds are 2-(2,3,6-trichlorobenzyloxy-) ethanol, its trichloroacetate and 2,4 - dichlorophenylacetate; 2 - (2,3,6-trichlorobenzyloxy-) propanol and 2-(2,4,5-trichlorobenzyloxy-) ethanol and propanol, but the respective products of reacting an isomeric mixture of trichlorobenzyl chlorides with various glycols are also exemplified. Starting materials.-Trichlorobenzyl chlorides are produced by heating trichlorotoluene or a mixture of trichlorotoluenes with chlorine under irradiation by a mercury vapour lamp.ALSO:A non-flammable resin composition is prepared by melting together at 186 DEG C. polyvinyl chloride and 2-(2,3,6-trichlorobenzyloxy)-ethyl trichloroacetate (Example 9).ALSO:Herbicidal compositions comprise, besides the usual inert diluent or vehicle compounds of formula <FORM:0981816/A5-A6/1> and esters thereof, wherein X is an at least C2 straight or branched chain alkylene or oxyalkylene group optionally substituted with one or more hydroxy groups, the oxyalkylene group containing one or more ether oxygen atoms. The compositions may contain also tri- or tetrachlorophenylacetic acids, sodium or calcium borates, 2,4-D, sinazine, monuron, feruron, diuron, chlorates, petroleum oils, hexachlorocyclopentadiene, pentachlorophenol, dinitro-o-alkylphenols, sodium trichloroacetate, sodium 2,2-dichloropropionate, metal dimethyldithiocarbamates, ethylene bis-(dithiocarbamates), benzene hexachloride, chlordane, urea and ammonium nitrate. The invention comprises also a method of controlling the growth of weeds by applying a phytotoxic amount of a compound of the above formula to the locus of the weeds. Specified forms are emulsions, solutions, powders, wettable powders, granules, pellets and aqueous dispersions. Non-ionic and anionic surface-active agents are employed in such compositions.
GB24324/61A 1961-04-11 1961-07-05 Trichlorobenzyloxyalkanols and a method of controlling weeds therewith Expired GB981816A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US10209961A 1961-04-11 1961-04-11

Publications (1)

Publication Number Publication Date
GB981816A true GB981816A (en) 1965-01-27

Family

ID=22288116

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24324/61A Expired GB981816A (en) 1961-04-11 1961-07-05 Trichlorobenzyloxyalkanols and a method of controlling weeds therewith

Country Status (3)

Country Link
DE (1) DE1230416B (en)
GB (1) GB981816A (en)
NL (2) NL269076A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2523122A1 (en) * 1982-03-11 1983-09-16 Schering Ag BENZYL ETHER DERIVATIVES OF PENTITOLS, PROCESSES FOR PREPARING THEM AND PHYTOSANITARY PRODUCTS GROWTH REGULATORS CONTAINING SUCH COMPOUNDS

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3827134A1 (en) * 1988-08-10 1990-03-15 Bayer Ag SUBSTITUTED TRIAZOLYL OR IMIDAZOLYL-HYDROXYALKYLDIOXOLANE, METHOD FOR THE PRODUCTION THEREOF AND THE USE THEREOF AS MICROBICIDES, OXIRANYLDIOXOLANES, DIOXOLANYLKETONE, OXIRANYLKETONE AND (ALPHA) -HALOGENICENETHENO ZERO DETECTED
FR2761983B1 (en) * 1997-04-10 1999-06-25 Atochem Elf Sa PROCESS FOR THE PURIFICATION OF CHLORINATED AROMATIC HYDROCARBONS

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2564214A (en) * 1951-08-14 Halogenated arobiatic compounds
US2606213A (en) * 1948-01-02 1952-08-05 Us Rubber Co Reaction products of trichloromethane sulfonyl chloride with alkenyl aromatic compounds
CH294966A (en) * 1951-05-08 1953-12-15 Ag J R Geigy Process for the manufacture of a pesticide.

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2523122A1 (en) * 1982-03-11 1983-09-16 Schering Ag BENZYL ETHER DERIVATIVES OF PENTITOLS, PROCESSES FOR PREPARING THEM AND PHYTOSANITARY PRODUCTS GROWTH REGULATORS CONTAINING SUCH COMPOUNDS

Also Published As

Publication number Publication date
NL121626C (en)
NL269076A (en)
DE1230416B (en) 1966-12-15

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