PL92408B1 - - Google Patents
Download PDFInfo
- Publication number
- PL92408B1 PL92408B1 PL1974175374A PL17537474A PL92408B1 PL 92408 B1 PL92408 B1 PL 92408B1 PL 1974175374 A PL1974175374 A PL 1974175374A PL 17537474 A PL17537474 A PL 17537474A PL 92408 B1 PL92408 B1 PL 92408B1
- Authority
- PL
- Poland
- Prior art keywords
- solvent
- formula
- electrolyte
- acid
- lower alkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 claims description 17
- -1 ammonium hexafluorophosphate Chemical compound 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 15
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical group CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 9
- 239000003792 electrolyte Substances 0.000 claims description 8
- 230000003647 oxidation Effects 0.000 claims description 8
- 238000007254 oxidation reaction Methods 0.000 claims description 8
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 7
- 150000002148 esters Chemical class 0.000 claims description 5
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 229910002804 graphite Inorganic materials 0.000 description 4
- 239000010439 graphite Substances 0.000 description 4
- 229910052697 platinum Inorganic materials 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000005868 electrolysis reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- ZOMNIUBKTOKEHS-UHFFFAOYSA-L dimercury dichloride Chemical class Cl[Hg][Hg]Cl ZOMNIUBKTOKEHS-UHFFFAOYSA-L 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- 229910000464 lead oxide Inorganic materials 0.000 description 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- LRMSQVBRUNSOJL-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)F LRMSQVBRUNSOJL-UHFFFAOYSA-N 0.000 description 1
- HUUSIEFIVZBKNJ-UHFFFAOYSA-M 2-methylbenzenesulfonate;tetraethylazanium Chemical compound CC[N+](CC)(CC)CC.CC1=CC=CC=C1S([O-])(=O)=O HUUSIEFIVZBKNJ-UHFFFAOYSA-M 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- IMGRQOMGESKKNF-UHFFFAOYSA-M C(C)OS(=O)(=O)[O-].C[N+](C)(C)C Chemical compound C(C)OS(=O)(=O)[O-].C[N+](C)(C)C IMGRQOMGESKKNF-UHFFFAOYSA-M 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 239000005751 Copper oxide Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- AZIHIQIVLANVKD-UHFFFAOYSA-N N-(phosphonomethyl)iminodiacetic acid Chemical compound OC(=O)CN(CC(O)=O)CP(O)(O)=O AZIHIQIVLANVKD-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910000431 copper oxide Inorganic materials 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- SULORKHFCYQSPZ-UHFFFAOYSA-N diethylazanium;perchlorate Chemical compound CCNCC.OCl(=O)(=O)=O SULORKHFCYQSPZ-UHFFFAOYSA-N 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 239000007772 electrode material Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000012212 insulator Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- PIJPYDMVFNTHIP-UHFFFAOYSA-L lead sulfate Chemical compound [PbH4+2].[O-]S([O-])(=O)=O PIJPYDMVFNTHIP-UHFFFAOYSA-L 0.000 description 1
- MHCFAGZWMAWTNR-UHFFFAOYSA-M lithium perchlorate Chemical compound [Li+].[O-]Cl(=O)(=O)=O MHCFAGZWMAWTNR-UHFFFAOYSA-M 0.000 description 1
- 229910001486 lithium perchlorate Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 229910000480 nickel oxide Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- GNRSAWUEBMWBQH-UHFFFAOYSA-N oxonickel Chemical compound [Ni]=O GNRSAWUEBMWBQH-UHFFFAOYSA-N 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- HIFXHEXRVMWOAG-UHFFFAOYSA-M phenylmethanesulfonate;tetramethylazanium Chemical compound C[N+](C)(C)C.[O-]S(=O)(=O)CC1=CC=CC=C1 HIFXHEXRVMWOAG-UHFFFAOYSA-M 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- GTCDARUMAMVCRO-UHFFFAOYSA-M tetraethylazanium;acetate Chemical compound CC([O-])=O.CC[N+](CC)(CC)CC GTCDARUMAMVCRO-UHFFFAOYSA-M 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/23—Oxidation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US413476A US3859183A (en) | 1973-11-07 | 1973-11-07 | Process for producing n-phosphonomethyl glycine triesters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL92408B1 true PL92408B1 (enExample) | 1977-04-30 |
Family
ID=23637369
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1974175374A PL92408B1 (enExample) | 1973-11-07 | 1974-11-06 |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US3859183A (enExample) |
| JP (1) | JPS5441573B2 (enExample) |
| AR (1) | AR216279A1 (enExample) |
| AT (1) | AT337206B (enExample) |
| BE (1) | BE821891A (enExample) |
| BG (1) | BG27092A3 (enExample) |
| BR (1) | BR7409282A (enExample) |
| CA (1) | CA1030900A (enExample) |
| CH (1) | CH615932A5 (enExample) |
| CS (1) | CS177191B2 (enExample) |
| DD (1) | DD116237A5 (enExample) |
| DK (1) | DK140897B (enExample) |
| EG (1) | EG11633A (enExample) |
| ES (1) | ES431642A1 (enExample) |
| FR (1) | FR2249974B1 (enExample) |
| GB (1) | GB1452644A (enExample) |
| HU (1) | HU171934B (enExample) |
| IE (1) | IE40538B1 (enExample) |
| IL (1) | IL45990A (enExample) |
| IN (1) | IN140891B (enExample) |
| IT (1) | IT1025475B (enExample) |
| MY (1) | MY7800041A (enExample) |
| NL (1) | NL173773C (enExample) |
| PH (1) | PH10866A (enExample) |
| PL (1) | PL92408B1 (enExample) |
| RO (1) | RO72486B (enExample) |
| SE (1) | SE401926B (enExample) |
| YU (1) | YU39930B (enExample) |
| ZA (1) | ZA747144B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX3898E (es) * | 1975-12-29 | 1981-09-10 | Monsanto Co | Procedimiento mejorado para la preparacion de triesteres de n-fosfonometilglicina |
| DE2635802C2 (de) * | 1976-08-09 | 1984-03-01 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von symmetrischen Carotinoiden |
| CN104262393B (zh) * | 2014-07-08 | 2017-01-11 | 重庆紫光化工股份有限公司 | 一种草甘膦的节能清洁生产方法及装置 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2978392A (en) * | 1957-08-12 | 1961-04-04 | Celanese Corp | Electrolytic process |
| US3137705A (en) * | 1960-04-08 | 1964-06-16 | Ciba Geigy Corp | Hydroxylamino compounds |
| US3649484A (en) * | 1969-04-09 | 1972-03-14 | Uniroyal Inc | Electrolytic process for the manufacture of azo compounds |
-
1973
- 1973-11-07 US US413476A patent/US3859183A/en not_active Expired - Lifetime
-
1974
- 1974-11-04 IL IL45990A patent/IL45990A/en unknown
- 1974-11-05 ES ES431642A patent/ES431642A1/es not_active Expired
- 1974-11-05 NL NLAANVRAGE7414397,A patent/NL173773C/xx not_active IP Right Cessation
- 1974-11-05 EG EG493/74A patent/EG11633A/xx active
- 1974-11-06 IT IT29168/74A patent/IT1025475B/it active
- 1974-11-06 IE IE2284/74A patent/IE40538B1/xx unknown
- 1974-11-06 CS CS7559A patent/CS177191B2/cs unknown
- 1974-11-06 PL PL1974175374A patent/PL92408B1/pl unknown
- 1974-11-06 DK DK577674AA patent/DK140897B/da unknown
- 1974-11-06 GB GB4791574A patent/GB1452644A/en not_active Expired
- 1974-11-06 BE BE150245A patent/BE821891A/xx not_active IP Right Cessation
- 1974-11-06 HU HU74MO00000922A patent/HU171934B/hu unknown
- 1974-11-06 DD DD182198A patent/DD116237A5/xx unknown
- 1974-11-06 BG BG028135A patent/BG27092A3/xx unknown
- 1974-11-06 RO RO80441A patent/RO72486B/ro unknown
- 1974-11-06 SE SE7413908A patent/SE401926B/xx unknown
- 1974-11-06 IN IN2439/CAL/1974A patent/IN140891B/en unknown
- 1974-11-06 BR BR9282/74A patent/BR7409282A/pt unknown
- 1974-11-06 CA CA213,144A patent/CA1030900A/en not_active Expired
- 1974-11-06 YU YU2974/74A patent/YU39930B/xx unknown
- 1974-11-06 AT AT889074A patent/AT337206B/de not_active IP Right Cessation
- 1974-11-06 JP JP12724074A patent/JPS5441573B2/ja not_active Expired
- 1974-11-06 ZA ZA00747144A patent/ZA747144B/xx unknown
- 1974-11-06 AR AR256425A patent/AR216279A1/es active
- 1974-11-06 FR FR7436868A patent/FR2249974B1/fr not_active Expired
- 1974-11-06 PH PH16491A patent/PH10866A/en unknown
- 1974-11-06 CH CH1483874A patent/CH615932A5/de not_active IP Right Cessation
-
1978
- 1978-12-30 MY MY41/78A patent/MY7800041A/xx unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3764492A (en) | Electrolytic preparation of esters from organo halides | |
| PL94988B1 (enExample) | ||
| US3907652A (en) | Electrooxidation of phosphonomethyl amines | |
| US4071429A (en) | Electrolytic flow-cell apparatus and process for effecting sequential electrochemical reaction | |
| FI74945B (fi) | Foerfarande foer framstaellning av hydroksifoereningar genom elektrokemisk reduktion. | |
| Wang et al. | Electrochemical Dicarboxylation of Styrene: Synthesis of 2‐Phenylsuccinic Acid | |
| US3694332A (en) | Electrolytic reduction of halogenated pyridines | |
| US3249521A (en) | Electrolytic reductive coupling of activated olefins | |
| PL92408B1 (enExample) | ||
| US3394059A (en) | Electrolytic preparation of olefin oxides | |
| US20050145504A1 (en) | Process for the production of diaryl iodonium compounds | |
| US5277767A (en) | Electrochemical synthesis of diaryliodonium salts | |
| US4087336A (en) | Electrolytic reductive coupling of hydroxybenzaldehydes | |
| US3250690A (en) | Electrolytic reductive coupling of cyano compounds | |
| CN100585012C (zh) | 制备2-炔-1-缩醛的方法 | |
| GB2122617A (en) | Method for the preparation of arylethylamines | |
| US4120761A (en) | Electrochemical process for the preparation of acetals of 2-haloaldehydes | |
| US6419814B1 (en) | Methods for electrochemical synthesis of organoiodonium salts and derivatives | |
| Delaunay et al. | Cathodic Behavior of Activated Olefins: II. Conditions for a Stereoselective Hydrocoupling of 2‐Aryl‐1‐arylsulfonylethylenes | |
| US4157286A (en) | Production of 1,2-bis(hydroxyphenyl)ethane-1,2-diols by electrolytic reduction | |
| US3274084A (en) | Electrolytic reductive coupling process | |
| Uneyama et al. | An electrochemical method specifically directed to the preparation of DL-bisabolol from DL-nerolidol. | |
| US2916426A (en) | Electrolytic production of unsymmetrical dimethylhydrazine | |
| EP0896642B1 (en) | Process for the preparation of tetraalkyl 1,2,3,4-butanetetracarboxylates | |
| Cipris | Electrochemical reactions of halohydrins. I. Attempt at reductive coupling |