IL42552A - Process for the synthesis of pure isomers of long chain alkenes and some compounds prepared thereby - Google Patents
Process for the synthesis of pure isomers of long chain alkenes and some compounds prepared therebyInfo
- Publication number
- IL42552A IL42552A IL42552A IL4255273A IL42552A IL 42552 A IL42552 A IL 42552A IL 42552 A IL42552 A IL 42552A IL 4255273 A IL4255273 A IL 4255273A IL 42552 A IL42552 A IL 42552A
- Authority
- IL
- Israel
- Prior art keywords
- cis
- long chain
- mixture
- heneicosene
- organic solvent
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 19
- 150000001875 compounds Chemical class 0.000 title claims description 16
- 150000001336 alkenes Chemical class 0.000 title description 6
- 230000015572 biosynthetic process Effects 0.000 title description 6
- 238000003786 synthesis reaction Methods 0.000 title description 4
- 239000002253 acid Substances 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 150000007513 acids Chemical class 0.000 claims description 6
- -1 carboxylate ions Chemical class 0.000 claims description 5
- 239000003208 petroleum Substances 0.000 claims description 4
- 238000005868 electrolysis reaction Methods 0.000 claims description 3
- 239000012429 reaction media Substances 0.000 claims description 3
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- 150000001735 carboxylic acids Chemical class 0.000 claims 5
- NVBODECJSYHQIE-ZPHPHTNESA-N (z)-henicos-9-ene Chemical compound CCCCCCCCCCC\C=C/CCCCCCCC NVBODECJSYHQIE-ZPHPHTNESA-N 0.000 claims 4
- IGOWHGRNPLFNDJ-ZPHPHTNESA-N (z)-9-tricosene Chemical compound CCCCCCCCCCCCC\C=C/CCCCCCCC IGOWHGRNPLFNDJ-ZPHPHTNESA-N 0.000 claims 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 3
- IGOWHGRNPLFNDJ-UHFFFAOYSA-N tricos-9t-ene Natural products CCCCCCCCCCCCCC=CCCCCCCCC IGOWHGRNPLFNDJ-UHFFFAOYSA-N 0.000 claims 3
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- CHDWJDUCMSJPPJ-UHFFFAOYSA-N nonadeca-6,9-diene Chemical compound CCCCCCCCCC=CCC=CCCCCC CHDWJDUCMSJPPJ-UHFFFAOYSA-N 0.000 claims 2
- QLMMULNXTOYHNC-QXMHVHEDSA-N (Z)-22-methyltricos-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(C)C QLMMULNXTOYHNC-QXMHVHEDSA-N 0.000 claims 1
- PXEVJPGHPQRIPN-QXMHVHEDSA-N (Z)-23-methyltetracos-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCC(C)C PXEVJPGHPQRIPN-QXMHVHEDSA-N 0.000 claims 1
- UTPZTNSPDTWUBY-HTXNQAPBSA-N (e)-nonadec-9-ene Chemical compound CCCCCCCCC\C=C\CCCCCCCC UTPZTNSPDTWUBY-HTXNQAPBSA-N 0.000 claims 1
- IXSGWKUZFFZZBB-QXMHVHEDSA-N (z)-19-methylicos-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCC(C)C IXSGWKUZFFZZBB-QXMHVHEDSA-N 0.000 claims 1
- YJTCMKZGFBOKQS-ZPHPHTNESA-N (z)-pentacos-9-ene Chemical compound CCCCCCCCCCCCCCC\C=C/CCCCCCCC YJTCMKZGFBOKQS-ZPHPHTNESA-N 0.000 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 claims 1
- 235000019441 ethanol Nutrition 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910001415 sodium ion Inorganic materials 0.000 claims 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 2
- 241000238631 Hexapoda Species 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 230000005593 dissociations Effects 0.000 description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 2
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- SJDSOBWGZRPKSB-UHFFFAOYSA-N tricos-1-ene Chemical group CCCCCCCCCCCCCCCCCCCCCC=C SJDSOBWGZRPKSB-UHFFFAOYSA-N 0.000 description 2
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 241000257159 Musca domestica Species 0.000 description 1
- 229920005372 Plexiglas® Polymers 0.000 description 1
- 239000000877 Sex Attractant Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 238000007239 Wittig reaction Methods 0.000 description 1
- 208000003152 Yellow Fever Diseases 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001341 alkaline earth metal compounds Chemical class 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 239000005667 attractant Substances 0.000 description 1
- 230000006399 behavior Effects 0.000 description 1
- 230000003542 behavioural effect Effects 0.000 description 1
- 238000004166 bioassay Methods 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000031902 chemoattractant activity Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- JTOGFHAZQVDOAO-UHFFFAOYSA-N henicos-1-ene Chemical compound CCCCCCCCCCCCCCCCCCCC=C JTOGFHAZQVDOAO-UHFFFAOYSA-N 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid group Chemical group C(CCCCCC)(=O)O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- VAMFXQBUQXONLZ-UHFFFAOYSA-N icos-1-ene Chemical compound CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000002418 insect attractant Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000003137 locomotive effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000013011 mating Effects 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N pentanoic acid group Chemical class C(CCCC)(=O)O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/12—Alkadienes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C21/00—Acyclic unsaturated compounds containing halogen atoms
- C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
- C07C21/04—Chloro-alkenes
-
- 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
- C25B3/29—Coupling reactions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2983572A GB1428393A (en) | 1972-06-26 | 1972-06-26 | Process for the synthesis of pure isomers of long chain olefinic compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL42552A0 IL42552A0 (en) | 1973-08-29 |
| IL42552A true IL42552A (en) | 1977-03-31 |
Family
ID=10297969
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL42552A IL42552A (en) | 1972-06-26 | 1973-06-19 | Process for the synthesis of pure isomers of long chain alkenes and some compounds prepared thereby |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US3932616A (enExample) |
| JP (1) | JPS49132002A (enExample) |
| AT (1) | AT325013B (enExample) |
| AU (1) | AU471804B2 (enExample) |
| BR (1) | BR7304650D0 (enExample) |
| CA (1) | CA1023764A (enExample) |
| DE (1) | DE2331657A1 (enExample) |
| FR (1) | FR2190778A1 (enExample) |
| GB (1) | GB1428393A (enExample) |
| IL (1) | IL42552A (enExample) |
| IN (1) | IN139063B (enExample) |
| IT (1) | IT989332B (enExample) |
| NL (1) | NL7308882A (enExample) |
| SE (1) | SE380253B (enExample) |
| ZA (1) | ZA734100B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2512741A1 (de) * | 1975-03-22 | 1976-09-23 | Huels Chemische Werke Ag | Verfahren zur herstellung von tricosen-(9) und heneicosen-(9) |
| LU78277A1 (fr) * | 1977-10-10 | 1979-06-01 | Airwick Ag | Appats attractifs utilisables dans la lutte contre les mouches synanthropes |
| US4722839A (en) * | 1983-03-14 | 1988-02-02 | The United States Of America As Represented By The Secretary Of Agriculture | Novel diolefin pheromone mimics as disruptants of sexual communication in insects |
| US4610876A (en) * | 1984-09-13 | 1986-09-09 | Canadian Patents & Development Limited | Attractants for fall cankerworm moths |
| US4851218A (en) * | 1985-05-01 | 1989-07-25 | S. C. Johnson & Son, Inc. | Method for controlling insects of the family vespidae utilizing interspecific insecticidal bait |
| US4922049A (en) * | 1989-01-13 | 1990-05-01 | Phillips Petroleum Company | Synthesis of cis-olefins |
| ES2441717T3 (es) * | 2007-09-12 | 2014-04-11 | Rainer Busch | Composición de biocombustible y proceso de fabricación |
| JP6849586B2 (ja) * | 2014-09-15 | 2021-03-24 | アドヴォネックス インターナショナル コーポレーション | 飽和及び不飽和脂肪酸の混合物のコルベ脱炭酸反応による炭化水素の生成 |
| CN109234758B (zh) * | 2018-10-08 | 2021-03-05 | 兰州大学 | 用二氧化碳和水制备长碳链含氧化合物的方法 |
| JP7037519B2 (ja) * | 2019-05-16 | 2022-03-16 | 信越化学工業株式会社 | （７ｚ）－７－トリコセンの製造方法 |
| CN110146630A (zh) * | 2019-06-25 | 2019-08-20 | 通标标准技术服务(常州)有限公司 | 一种检测农药混剂中诱虫烯的有效含量的方法 |
| CN112595784B (zh) * | 2020-10-19 | 2022-08-26 | 秦皇岛海关技术中心 | 一种区分中蜂蜂蜜与意蜂蜂蜜的方法 |
-
1972
- 1972-06-26 GB GB2983572A patent/GB1428393A/en not_active Expired
-
1973
- 1973-06-11 US US05/368,960 patent/US3932616A/en not_active Expired - Lifetime
- 1973-06-12 CA CA173,804A patent/CA1023764A/en not_active Expired
- 1973-06-18 ZA ZA00734100A patent/ZA734100B/xx unknown
- 1973-06-19 IL IL42552A patent/IL42552A/en unknown
- 1973-06-20 IT IT25644/73A patent/IT989332B/it active
- 1973-06-22 IN IN1458/CAL/73A patent/IN139063B/en unknown
- 1973-06-22 DE DE2331657A patent/DE2331657A1/de active Pending
- 1973-06-25 FR FR7323136A patent/FR2190778A1/fr not_active Withdrawn
- 1973-06-25 BR BR4650/73A patent/BR7304650D0/pt unknown
- 1973-06-25 AU AU57257/73A patent/AU471804B2/en not_active Expired
- 1973-06-26 SE SE7308952A patent/SE380253B/xx unknown
- 1973-06-26 AT AT562773A patent/AT325013B/de not_active IP Right Cessation
- 1973-06-26 JP JP48072148A patent/JPS49132002A/ja active Pending
- 1973-06-26 NL NL7308882A patent/NL7308882A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE380253B (sv) | 1975-11-03 |
| IL42552A0 (en) | 1973-08-29 |
| FR2190778A1 (enExample) | 1974-02-01 |
| AU5727573A (en) | 1975-01-09 |
| AU471804B2 (en) | 1976-05-06 |
| AT325013B (de) | 1975-09-25 |
| US3932616A (en) | 1976-01-13 |
| ZA734100B (en) | 1975-02-26 |
| JPS49132002A (enExample) | 1974-12-18 |
| CA1023764A (en) | 1978-01-03 |
| IT989332B (it) | 1975-05-20 |
| NL7308882A (enExample) | 1973-12-28 |
| DE2331657A1 (de) | 1974-01-17 |
| IN139063B (enExample) | 1976-05-01 |
| BR7304650D0 (pt) | 1974-08-29 |
| GB1428393A (en) | 1976-03-17 |
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