http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-804765-A

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classificationCPCAdditional http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07B2200-09
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C69-63
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A01N37-12
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C67-293
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filingDate 1956-07-12-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1958-11-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-804765-A
titleOfInvention 1-haloacetoxy-4-substituted-butene
abstract The invention comprises 1-haloacetoxy-4-hydroxy- or -haloacetoxy-2-butenes of the formula: YCH2COOCH2CH=CHCH2X in which X is -OH or -OCOCH2Y and Y is Cl, Br or I, and a process for their production by the esterification of 2-butene-1 : 4-diol with a haloacetic acid to give a mono-haloacetoxy or bis-haloacetoxy derivative, or if desired, esterifying the mono-derivative with a further mol. of a haloacetic acid; also a process for the conversion of a cis-isomer of a 1-haloacetoxy-4-substituted-2-butene to the trans-isomer by the action of bromine in an inert solvent. In examples, cis - 2 - butene - 1 : 4 - diol is treated with bromochloro- and iodo-acetic acids in proportions of 1/2 mol. or 2 mols. to give the mono- or bis-esters; the cis-diester products are converted to trans by means of bromine, and the trans-monoesters are obtained by direct esterification of the trans-diol. The cisand trans-isomers of 1-bromacetoxy-4-chloracetoxy-2-butene and 1-bromacetoxy-4-iodoacetoxy-2-butene are also referred to. The products are useful as fungicides, germicides and/or herbicides.ALSO:As fungicides (for therapeutic as well as technical use), germicides and/or herbicides may be employed 1 - haloacetoxy - 4 - substituted-2-butenes of the general formula <FORM:0804765/VI/1> (wherein X represents -OH or -OCOCH2Y and Y represents Cl, Br or I). They are particularly useful in agriculture or horticulture as systemic fungicides applied to plants by their roots along with nourishment absorbed by the plants. Suitable preparations may be made by mixing the compounds, with or without other fungicidal, germicidal and/or herbicidal agents, with a solid or liquid inert carrier material, or by dissolving them in a solvent and, if desired, emulsifying the solution in water. Tests are described in which there are used: as fungicides, 1 : 50,000 solutions in water or in a mixture of acetone and tert.-butyl alcohol of cisand trans-1 : 4-bis-chloro- and -bromo-acetoxy-2 - butene, cis - 1 - chloroacetoxy - 2 - butene-4-ol, and cis- and trans-1-bromoacetoxy-2-butene-4-ol; as germicides, 1 part in 10,000 of 1 - bromoacetoxy - 2 - butene - 4 - ol in a solid or liquid nutrient medium, or 10 ppm. of 1 : 4-bis - bromoacetoxy - 2 - butene in a liquid medium; for killing nettles, a 0.1 per cent aqueous solution of 1-bromo- or -chloro-acetoxy-2-butene-4-ol.
priorityDate 1955-07-13-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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