GB1293546A - 2-alkyl glycerol derivatives and their use as herbicides - Google Patents

2-alkyl glycerol derivatives and their use as herbicides

Info

Publication number
GB1293546A
GB1293546A GB46745/69A GB4674569A GB1293546A GB 1293546 A GB1293546 A GB 1293546A GB 46745/69 A GB46745/69 A GB 46745/69A GB 4674569 A GB4674569 A GB 4674569A GB 1293546 A GB1293546 A GB 1293546A
Authority
GB
United Kingdom
Prior art keywords
formula
groups
group
compounds
reacting
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
GB46745/69A
Inventor
E R Isaac
M D Barker
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 BE756427D priority Critical patent/BE756427A/xx
Application filed by Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Priority to GB46745/69A priority patent/GB1293546A/en
Priority to IL35165A priority patent/IL35165A/en
Priority to SU1476802A priority patent/SU506289A3/en
Priority to FR7034149A priority patent/FR2062439A5/fr
Priority to AT852770A priority patent/AT309879B/en
Priority to NLAANVRAGE7013903,A priority patent/NL174696C/en
Priority to PH11819A priority patent/PH9946A/en
Priority to DK482570AA priority patent/DK126040B/en
Priority to ES383832A priority patent/ES383832A1/en
Priority to DE2046476A priority patent/DE2046476C2/en
Priority to JP45082043A priority patent/JPS4922687B1/ja
Priority to SE7012785A priority patent/SE375997B/xx
Priority to CA093648A priority patent/CA925506A/en
Priority to ZA706415A priority patent/ZA706415B/en
Priority to CH1396670A priority patent/CH570109A5/xx
Priority to OA54129A priority patent/OA04026A/en
Priority to AT453572A priority patent/AT318294B/en
Publication of GB1293546A publication Critical patent/GB1293546A/en
Priority to US392394A priority patent/US3919251A/en
Priority to US05/569,514 priority patent/US4004911A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/08—1,3-Dioxanes; Hydrogenated 1,3-dioxanes condensed with carbocyclic rings or ring systems
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
    • A01N43/26—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings
    • A01N43/28—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/60—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by elimination of -OH groups, e.g. by dehydration
    • 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
    • C07C43/1782—Unsaturated ethers containing hydroxy or O-metal groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/75—Reactions with formaldehyde
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/10—Oxygen atoms
    • C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Dentistry (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1293546 2-Alkyl glycerol derivatives and their use as herbicides SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ NV 30 July 1970 [23 Sept 1969] 46745/69 Heading C2C The invention comprises 2-alkyl glycerol derivatives of formula wherein R represents an alkyl group; one group Y represents an optionally substituted hydrocarbyl or acyl group; and the other two groups Y either individually represent a hydrogen atom or an alkanoyl or heterocyclic group or jointly represent a carbonyl or optionally substituted divalent aliphatic hydrocarbyl group. Compounds of the above formula wherein all the groups Y are other than hydrogen atoms are prepared by reacting the corresponding monohydroxy derivative with a compound of formula HalY, wherein Y represents an optionally substituted hydrocarbyl or acyl group and Hal represents a halogen atom. The compounds of Formula I wherein two of the groups Y each represent a hydrogen atom are prepared by hydrolysing the corresponding compound wherein the two groups Y jointly represent preferably under acid conditions. The compounds of Formula I wherein one or two of the groups Y each represents an alkanoyl group, are obtained by reacting the corresponding diol with a suitable acylating agent, e.g. an acyl halide in the presence of an organic base, or an acid anhydride. The compounds of Formula I wherein the two groups Y jointly represent are prepared by reacting the corresponding diol with a compound of formula R 1 R 2 CO or an acetal or ketal derived from such a carbonyl compound in the presence of an acid. The compounds of Formula I wherein two groups Y jointly represent a carbonyl group are obtained by reacting the corresponding diol with a dialkyl carbonate in the presence of a base. Many compounds are specified. The invention also comprises a herbicidal composition comprising a carrier or a surface-active agent, or both a carrier and surface-active agent, and, as active ingredient(s) at least one 2-alkyl glycerol derivative of Formula I.
GB46745/69A 1969-09-23 1969-09-23 2-alkyl glycerol derivatives and their use as herbicides Expired GB1293546A (en)

Priority Applications (20)

Application Number Priority Date Filing Date Title
BE756427D BE756427A (en) 1969-09-23
GB46745/69A GB1293546A (en) 1969-09-23 1969-09-23 2-alkyl glycerol derivatives and their use as herbicides
IL35165A IL35165A (en) 1969-09-23 1970-08-25 2-alkyl-glycerol derivatives,their preparation and herbicidal compositions containing them
SU1476802A SU506289A3 (en) 1969-09-23 1970-09-15 Method for preparing 2-alkylglycerol derivatives
ES383832A ES383832A1 (en) 1969-09-23 1970-09-21 2-alkyl glycerol derivatives and their use as herbicides
CA093648A CA925506A (en) 1969-09-23 1970-09-21 Herbicidal compositions
NLAANVRAGE7013903,A NL174696C (en) 1969-09-23 1970-09-21 PROCESS FOR PREPARING HERBICIDE OR FUNGICIDE PREPARATIONS.
PH11819A PH9946A (en) 1969-09-23 1970-09-21 2-alkyl glycerol derivatives and their use as herbicides
DK482570AA DK126040B (en) 1969-09-23 1970-09-21 Herbicidal and fungicidally active cyclic diether compounds.
FR7034149A FR2062439A5 (en) 1969-09-23 1970-09-21
DE2046476A DE2046476C2 (en) 1969-09-23 1970-09-21 Cyclic 2-alkyl glycerol acetals, processes for their preparation and use of these compounds as herbicides
JP45082043A JPS4922687B1 (en) 1969-09-23 1970-09-21
SE7012785A SE375997B (en) 1969-09-23 1970-09-21
AT852770A AT309879B (en) 1969-09-23 1970-09-21 Herbicidal mixtures
ZA706415A ZA706415B (en) 1969-09-23 1970-09-21 Herbicidal compositions
CH1396670A CH570109A5 (en) 1969-09-23 1970-09-21
OA54129A OA04026A (en) 1969-09-23 1971-01-05 Herbicidal compositions.
AT453572A AT318294B (en) 1969-09-23 1972-05-25 Herbicidal mixtures
US392394A US3919251A (en) 1969-09-23 1973-08-08 Trihydric alcohol derivatives
US05/569,514 US4004911A (en) 1969-09-23 1975-04-18 Trihydric alcohol derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB46745/69A GB1293546A (en) 1969-09-23 1969-09-23 2-alkyl glycerol derivatives and their use as herbicides

Publications (1)

Publication Number Publication Date
GB1293546A true GB1293546A (en) 1972-10-18

Family

ID=10442427

Family Applications (1)

Application Number Title Priority Date Filing Date
GB46745/69A Expired GB1293546A (en) 1969-09-23 1969-09-23 2-alkyl glycerol derivatives and their use as herbicides

Country Status (15)

Country Link
JP (1) JPS4922687B1 (en)
AT (1) AT309879B (en)
BE (1) BE756427A (en)
CH (1) CH570109A5 (en)
DE (1) DE2046476C2 (en)
DK (1) DK126040B (en)
ES (1) ES383832A1 (en)
FR (1) FR2062439A5 (en)
GB (1) GB1293546A (en)
IL (1) IL35165A (en)
NL (1) NL174696C (en)
OA (1) OA04026A (en)
PH (1) PH9946A (en)
SU (1) SU506289A3 (en)
ZA (1) ZA706415B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3993698A (en) * 1974-02-21 1976-11-23 Shell Oil Company Herbicidal 2-alkyl glycerol derivatives
US4042369A (en) * 1974-06-21 1977-08-16 Shell Oil Company Compositions and methods of combatting weeds in crops with 2,6-dihalobenzyl ether
US5047518A (en) * 1986-01-08 1991-09-10 Her Majesty The Queen In Right Of New Zealand 1,6-anhydro-β-hexopyranose derivatives and their use as herbicides and plant growth regulators

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1388834A (en) * 1971-05-27 1975-03-26 Shell Int Research Cyclic acetal derivatives and their use as herbicides
US3753678A (en) * 1972-02-09 1973-08-21 Fmc Corp Substituted dioxanes as herbicides
GB1427918A (en) * 1972-05-26 1976-03-10 Shell Int Research Herbicidal glycerol acetals
GB1470509A (en) * 1973-06-18 1977-04-14 Shell Int Research Dihalobenzyl ethers
GB1521685A (en) * 1974-09-23 1978-08-16 Shell Int Research 2-halobenzyl ethers
JPS5225384A (en) * 1975-08-21 1977-02-25 Tokyo Takahashi:Kk Unit-type conveyer
JPS54172489U (en) * 1978-05-25 1979-12-05
DE2917779C2 (en) * 1979-05-03 1981-05-27 Ruhrchemie Ag, 4200 Oberhausen Process for the preparation of 2,3-dimethylbutene-2
JPS61165910U (en) * 1985-04-01 1986-10-15
FR3105934B1 (en) 2020-01-08 2021-12-24 Safran Trans Systems Suspension or connecting part of a turbomachine, turbomachine that makes use of it and aircraft so equipped.

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3376315A (en) * 1963-07-03 1968-04-02 Dow Chemical Co Unsaturated ethers of dioxanes and dioxolanes

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3993698A (en) * 1974-02-21 1976-11-23 Shell Oil Company Herbicidal 2-alkyl glycerol derivatives
US4042369A (en) * 1974-06-21 1977-08-16 Shell Oil Company Compositions and methods of combatting weeds in crops with 2,6-dihalobenzyl ether
US5047518A (en) * 1986-01-08 1991-09-10 Her Majesty The Queen In Right Of New Zealand 1,6-anhydro-β-hexopyranose derivatives and their use as herbicides and plant growth regulators

Also Published As

Publication number Publication date
CH570109A5 (en) 1975-12-15
SU506289A3 (en) 1976-03-05
DE2046476C2 (en) 1983-05-11
PH9946A (en) 1976-06-14
NL174696B (en) 1984-03-01
NL174696C (en) 1984-08-01
DE2046476A1 (en) 1971-04-15
FR2062439A5 (en) 1971-06-25
DK126040B (en) 1973-06-04
AT309879B (en) 1973-09-10
IL35165A (en) 1974-10-22
ZA706415B (en) 1971-07-28
BE756427A (en) 1971-03-22
OA04026A (en) 1979-09-15
NL7013903A (en) 1971-03-25
ES383832A1 (en) 1973-12-01
JPS4922687B1 (en) 1974-06-11

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years