GB766875A - A method of preparing organo-substituted stannane derivatives - Google Patents
A method of preparing organo-substituted stannane derivativesInfo
- Publication number
- GB766875A GB766875A GB701253A GB701253A GB766875A GB 766875 A GB766875 A GB 766875A GB 701253 A GB701253 A GB 701253A GB 701253 A GB701253 A GB 701253A GB 766875 A GB766875 A GB 766875A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- compounds
- group
- alcohols
- active hydrogen
- 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
Links
- KXCAEQNNTZANTK-UHFFFAOYSA-N stannane Chemical class [SnH4] KXCAEQNNTZANTK-UHFFFAOYSA-N 0.000 title abstract 2
- -1 cyclic alcohols Chemical class 0.000 abstract 13
- 150000001875 compounds Chemical class 0.000 abstract 11
- 239000001257 hydrogen Substances 0.000 abstract 8
- 229910052739 hydrogen Inorganic materials 0.000 abstract 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 6
- 125000003545 alkoxy group Chemical group 0.000 abstract 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- 239000000376 reactant Substances 0.000 abstract 5
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 abstract 4
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 abstract 4
- 150000001298 alcohols Chemical class 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 4
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 abstract 4
- 150000002148 esters Chemical class 0.000 abstract 4
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical group OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 abstract 4
- 150000002894 organic compounds Chemical class 0.000 abstract 4
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 abstract 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 150000007513 acids Chemical class 0.000 abstract 3
- 150000001408 amides Chemical class 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 229930195733 hydrocarbon Natural products 0.000 abstract 3
- 150000002430 hydrocarbons Chemical class 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 3
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 abstract 2
- HSJKGGMUJITCBW-UHFFFAOYSA-N 3-hydroxybutanal Chemical compound CC(O)CC=O HSJKGGMUJITCBW-UHFFFAOYSA-N 0.000 abstract 2
- ROWKJAVDOGWPAT-UHFFFAOYSA-N Acetoin Chemical compound CC(O)C(C)=O ROWKJAVDOGWPAT-UHFFFAOYSA-N 0.000 abstract 2
- MRABAEUHTLLEML-UHFFFAOYSA-N Butyl lactate Chemical compound CCCCOC(=O)C(C)O MRABAEUHTLLEML-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 abstract 2
- IPRJXAGUEGOFGG-UHFFFAOYSA-N N-butylbenzenesulfonamide Chemical compound CCCCNS(=O)(=O)C1=CC=CC=C1 IPRJXAGUEGOFGG-UHFFFAOYSA-N 0.000 abstract 2
- ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 abstract 2
- 150000004703 alkoxides Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000001191 butyl (2R)-2-hydroxypropanoate Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 abstract 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 abstract 2
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 abstract 2
- 150000003949 imides Chemical class 0.000 abstract 2
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 abstract 2
- SUSQOBVLVYHIEX-UHFFFAOYSA-N phenylacetonitrile Chemical compound N#CCC1=CC=CC=C1 SUSQOBVLVYHIEX-UHFFFAOYSA-N 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 229960002317 succinimide Drugs 0.000 abstract 2
- KGGVGTQEGGOZRN-PLNGDYQASA-N (nz)-n-butylidenehydroxylamine Chemical compound CCC\C=N/O KGGVGTQEGGOZRN-PLNGDYQASA-N 0.000 abstract 1
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-Phenylethanol Natural products OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 abstract 1
- COBPKKZHLDDMTB-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]ethanol Chemical compound CCCCOCCOCCOCCO COBPKKZHLDDMTB-UHFFFAOYSA-N 0.000 abstract 1
- RCORSHSFJCXHTF-UHFFFAOYSA-N 2-ethenyl-1,3-dioxan-5-ol Chemical compound OC1COC(C=C)OC1 RCORSHSFJCXHTF-UHFFFAOYSA-N 0.000 abstract 1
- NPSJHQMIVNJLNN-UHFFFAOYSA-N 2-ethylhexyl 4-nitrobenzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=C([N+]([O-])=O)C=C1 NPSJHQMIVNJLNN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004808 2-ethylhexylester Substances 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- HRWRJUVJOLBMST-LXWZSJDBSA-N 27137-33-3 Chemical group C1C[C@@H]2C3C(O)C=CC3[C@H]1C2 HRWRJUVJOLBMST-LXWZSJDBSA-N 0.000 abstract 1
- OMACGPVPFPOWGY-UHFFFAOYSA-N 3-benzoylpentane-2,4-dione Chemical compound CC(=O)C(C(C)=O)C(=O)C1=CC=CC=C1 OMACGPVPFPOWGY-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- OOCCDEMITAIZTP-QPJJXVBHSA-N Cinnamyl alcohol Natural products OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 abstract 1
- GKKZMYDNDDMXSE-UHFFFAOYSA-N Ethyl 3-oxo-3-phenylpropanoate Chemical compound CCOC(=O)CC(=O)C1=CC=CC=C1 GKKZMYDNDDMXSE-UHFFFAOYSA-N 0.000 abstract 1
- 239000004471 Glycine Substances 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N Glycolaldehyde Chemical compound OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical class OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 abstract 1
- 229930194542 Keto Natural products 0.000 abstract 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 abstract 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 abstract 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 abstract 1
- 150000007945 N-acyl ureas Chemical class 0.000 abstract 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 235000004279 alanine Nutrition 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 abstract 1
- 235000001014 amino acid Nutrition 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 abstract 1
- 235000010233 benzoic acid Nutrition 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 235000019445 benzyl alcohol Nutrition 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 235000013985 cinnamic acid Nutrition 0.000 abstract 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N cinnamic acid group Chemical class C(C=CC1=CC=CC=C1)(=O)O WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 abstract 1
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- ZXDVQYBUEVYUCG-UHFFFAOYSA-N dibutyltin(2+);methanolate Chemical compound CCCC[Sn](OC)(OC)CCCC ZXDVQYBUEVYUCG-UHFFFAOYSA-N 0.000 abstract 1
- ICIUAVWMRLXFDX-UHFFFAOYSA-N diethyl(dimethoxy)stannane Chemical compound [O-]C.[O-]C.CC[Sn+2]CC ICIUAVWMRLXFDX-UHFFFAOYSA-N 0.000 abstract 1
- SARAAQOPYHDCSI-UHFFFAOYSA-N diphenyltin(2+);methanolate Chemical compound C=1C=CC=CC=1[Sn](OC)(OC)C1=CC=CC=C1 SARAAQOPYHDCSI-UHFFFAOYSA-N 0.000 abstract 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 abstract 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 abstract 1
- AZXVZUBIFYQWJK-KWRJMZDGSA-N ethyl (z,12r)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OCC AZXVZUBIFYQWJK-KWRJMZDGSA-N 0.000 abstract 1
- GFUIDHWFLMPAGY-UHFFFAOYSA-N ethyl 2-hydroxy-2-methylpropanoate Chemical compound CCOC(=O)C(C)(C)O GFUIDHWFLMPAGY-UHFFFAOYSA-N 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- GFAZHVHNLUBROE-UHFFFAOYSA-N hydroxymethyl propionaldehyde Natural products CCC(=O)CO GFAZHVHNLUBROE-UHFFFAOYSA-N 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- 229940044600 maleic anhydride Drugs 0.000 abstract 1
- KJGLZJQPMKQFIK-UHFFFAOYSA-N methanolate;tributylstannanylium Chemical compound CCCC[Sn](CCCC)(CCCC)OC KJGLZJQPMKQFIK-UHFFFAOYSA-N 0.000 abstract 1
- ANGDWNBGPBMQHW-UHFFFAOYSA-N methyl cyanoacetate Chemical compound COC(=O)CC#N ANGDWNBGPBMQHW-UHFFFAOYSA-N 0.000 abstract 1
- 229960001047 methyl salicylate Drugs 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 abstract 1
- QCCDLTOVEPVEJK-UHFFFAOYSA-N phenylacetone Chemical compound CC(=O)CC1=CC=CC=C1 QCCDLTOVEPVEJK-UHFFFAOYSA-N 0.000 abstract 1
- 229940067107 phenylethyl alcohol Drugs 0.000 abstract 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 150000003022 phthalic acids Chemical class 0.000 abstract 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 abstract 1
- 229920000151 polyglycol Polymers 0.000 abstract 1
- 239000010695 polyglycol Substances 0.000 abstract 1
- 235000010199 sorbic acid Nutrition 0.000 abstract 1
- 239000004334 sorbic acid Substances 0.000 abstract 1
- 229940075582 sorbic acid Drugs 0.000 abstract 1
- WSWCOQWTEOXDQX-MQQKCMAXSA-N sorbic acid group Chemical group C(\C=C\C=C\C)(=O)O WSWCOQWTEOXDQX-MQQKCMAXSA-N 0.000 abstract 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 150000003456 sulfonamides Chemical class 0.000 abstract 1
- 150000003504 terephthalic acids Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/22—Tin compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Monomeric organo-substituted stannane derivatives are prepared by reacting an organotin alkoxide of the general formula R1mR11nSn(OR)4-(m+n) where R1 and R11 are the same or different monovalent hydrocarbon radicals, R is an alkyl group containing not more than 3 carbon atoms, m+n is 2 or 3 and m and n are 0, 1, 2 or 3, either under anhydrous conditions with an organic compound containing active hydrogen, i.e. alcohols containing more than 3 carbon atoms, compounds other than alcohols containing a free hydroxyl group, carboxylic acids, amides, imides, aldoximes, ketoximes, compounds containing an activated methylene group and hydrocarbons containing a conjugated double bond system, at an elevated temperature sufficient to distil off the formed alcohol, or with the anhydride of a dicarboxylic acid in the presence of small amounts of a compound containing a free hydroxyl group, thereby replacing at least one of the alkoxy groups by the radical derived from the organic compound containing active hydrogen or by the radical of the dicarboxylic acid monoester formed by the reaction of the dicarboxylic acid with said alkoxy groups. According to the ratio of the reactants, one or both alkoxy groups of a organo-tin dialkoxide reactant may be replaced by the residue derived from the organic compound containing the active hydrogen or from two different residues derived from organic compounds containing active hydrogen. In certain cases, however, only one alkoxy group may be replaced of the organo-tin dialkoxide reactant particularly when the atom bearing the active hydrogen is linked to bulky aromatic nuclei or to unsaturated aliphatic carbon to carbon linkages. Suitable compounds having active hydrogen mentioned are compounds in which active hydrogen is bound to an oxygen atom including aliphatic saturated and unsaturated alcohols, cyclic alcohols and aromatic alcohols, e.g. allyl, butyl, hexyl, 2-ethylhexyl, nonyl, lauryl, oleyl, stearyl, furfuryl, tetrahydrofurfuryl, dicyclopentenyl, cinnamyl, phenylethyl and benzyl alcohol, ether-alcohols, e.g. alkoxy and aryloxy glycols and polyglycols, acetals and ketals of trihydric alcohols having one free hydroxyl group, e.g. glycerol acetal, esters of hydroxyacetic acids, e.g. ethyl hydroxy-isobutyrate, butyl lactate, tributyl citrate and ethyl ricinoleate, aldehyde and keto alcohols, e.g. glycolic aldehyde, aldol, hydroxyacetone, acetoin and diacetone alcohol, phenols and derivatives thereof containing at least one free hydroxy group, saturated and unsaturated aliphatic, cyclic and aromatic monocarboxylic acids, e.g. acrylic, crotonic, sorbic, furoic, furylacrylic, fenholic, benzoic and cinnamic acids, substituted acids such as aldehydeacids and amino-acids, e.g. glycine, alanine, leucine, glyoxylic and pyromucic acids, esters of di- and polycarboxylic acids having one free carboxylic group, aliphatic and aromatic dicarboxylic acids, e.g. oxalic, malonic, succinic, adipic, sebacic, maleic, fumaric, itaconic, phthalic and terephthalic acids; compounds in which the active hydrogen is bound to nitrogen, including amides and imides, e.g. phthalimide and succinimide, ureides, e.g. barbituric acid, sulphonamides, sulphonimides, and aldoximes and ketoximes, e.g. butyraldoxime and cyclohexanone oxime, compounds containing an activated methylene group, e.g. malonic esters, amides and nitriles, 1,3-diketones, disulphones, sulphone ketones, compounds containing three negative groups and a hydrogen atom attached to carbon and compounds having a methylene group between a conjugated double-bond system and a negative group such as esters of phenyl-acetic acid, phenyl-acetonitrile and phenyl-acetone; and hydrocarbons having a conjugated double-bond system, e.g. indene and cyclopentadiene. In the reactions using dicarboxylic acid anhydrides, the trace of compound containing a free hydroxyl group may be water or the alcohol corresponding to the alkoxy groups in the organo-tin alkoxide reactant. The reaction product obtained using a dicarboxylic acid as the reactant may be of the formula <FORM:0766875/IV(b)/1> or <FORM:0766875/IV(b)/2> wherein R represents the hydrocarbon group, R1 is the alkyl group containing not more than 3 carbon atoms and R11 is the residue of the dicarboxylic acid. In the examples, dibutyltin dimethoxide is reacted with each of the following compounds: lauryl alcohol, butoxytriethylene glycol, glycerine acetal, methyl salicylate, butyraldoxme, succinimide, N-butyl benzene sulphonamide, bibutyl malonate, ethyl benzoylacetate, methyl cyanoacetate, 2,4-pentanedione, diacetyl benzoyl methane, indene, 2-ethylhexyl ester of phenylacetic acid, sorbic acid and maleic anhydride; diethyl-tin dimethoxide is reacted with butyl lactate and with benzyl alcohol; diphenyl-tin dimethoxide is reacted with furfuryl alcohol; tributyl-tin monomethoxide is reacted with diacetone alcohol and with 2,4-pentanedione. Specifications 711,145 and 735,030 are referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB701253A GB766875A (en) | 1953-03-13 | 1953-03-13 | A method of preparing organo-substituted stannane derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB701253A GB766875A (en) | 1953-03-13 | 1953-03-13 | A method of preparing organo-substituted stannane derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB766875A true GB766875A (en) | 1957-01-30 |
Family
ID=9824952
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB701253A Expired GB766875A (en) | 1953-03-13 | 1953-03-13 | A method of preparing organo-substituted stannane derivatives |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB766875A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1261317B (en) * | 1963-06-07 | 1968-02-15 | Toyo Rayon Co Ltd | Colorable molding and coating compounds made from polyolefins |
-
1953
- 1953-03-13 GB GB701253A patent/GB766875A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1261317B (en) * | 1963-06-07 | 1968-02-15 | Toyo Rayon Co Ltd | Colorable molding and coating compounds made from polyolefins |
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