NO803816L - Fremstilling av acetamider med rodium-mangan-katalysator - Google Patents

Fremstilling av acetamider med rodium-mangan-katalysator

Info

Publication number: NO803816L
Authority: NO; Norway
Prior art keywords: approx; hydrogen; catalyst; reaction; pressure
Prior art date: 1979-12-19

Application number

NO803816A

Other languages

English (en)

Norwegian (no)

Inventor

William J Bartley

Connor George Lawrence O

Original Assignee

Union Carbide Corp

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.)

1979-12-19

Filing date

1980-12-17

Publication date

1981-06-22

1980-12-17 Application filed by Union Carbide Corp filed Critical Union Carbide Corp

1981-06-22 Publication of NO803816L publication Critical patent/NO803816L/no

Links

150000003869 acetamides Chemical class 0.000 title claims description 11
239000003054 catalyst Substances 0.000 title description 32
238000002360 preparation method Methods 0.000 title description 4
238000006243 chemical reaction Methods 0.000 claims description 43
150000001408 amides Chemical class 0.000 claims description 27
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 26
239000001257 hydrogen Chemical group 0.000 claims description 19
229910052739 hydrogen Inorganic materials 0.000 claims description 19
238000004519 manufacturing process Methods 0.000 claims description 19
238000000034 method Methods 0.000 claims description 17
229910052703 rhodium Inorganic materials 0.000 claims description 17
239000010948 rhodium Substances 0.000 claims description 17
MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 17
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 16
MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims description 15
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 14
239000011572 manganese Substances 0.000 claims description 14
239000000203 mixture Substances 0.000 claims description 14
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 13
229910021529 ammonia Inorganic materials 0.000 claims description 13
229910052748 manganese Inorganic materials 0.000 claims description 13
229910002091 carbon monoxide Inorganic materials 0.000 claims description 12
-1 acyl nitrogen Chemical compound 0.000 claims description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 7
229910052757 nitrogen Inorganic materials 0.000 claims description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
150000002431 hydrogen Chemical class 0.000 claims description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
239000011949 solid catalyst Substances 0.000 claims description 2
239000000178 monomer Substances 0.000 claims 1
239000007789 gas Substances 0.000 description 21
239000000047 product Substances 0.000 description 21
230000015572 biosynthetic process Effects 0.000 description 15
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 10
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 10
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 9
GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
229960003753 nitric oxide Drugs 0.000 description 6
238000003786 synthesis reaction Methods 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
235000019391 nitrogen oxide Nutrition 0.000 description 5
239000000741 silica gel Substances 0.000 description 5
229910002027 silica gel Inorganic materials 0.000 description 5
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 4
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
239000012876 carrier material Substances 0.000 description 4
239000000463 material Substances 0.000 description 4
229910052751 metal Inorganic materials 0.000 description 4
239000002184 metal Substances 0.000 description 4
239000002245 particle Substances 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
239000012263 liquid product Substances 0.000 description 3
235000006408 oxalic acid Nutrition 0.000 description 3
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 3
239000000376 reactant Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
150000001336 alkenes Chemical class 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
230000003197 catalytic effect Effects 0.000 description 2
238000001816 cooling Methods 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
238000005516 engineering process Methods 0.000 description 2
150000003948 formamides Chemical class 0.000 description 2
238000004817 gas chromatography Methods 0.000 description 2
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
229910052737 gold Inorganic materials 0.000 description 2
239000010931 gold Substances 0.000 description 2
AMWRITDGCCNYAT-UHFFFAOYSA-L hydroxy(oxo)manganese;manganese Chemical compound [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000012495 reaction gas Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
PZBPKYOVPCNPJY-UHFFFAOYSA-N 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 description 1
229910000619 316 stainless steel Inorganic materials 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
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 1
PMDCZENCAXMSOU-UHFFFAOYSA-N N-ethylacetamide Chemical compound CCNC(C)=O PMDCZENCAXMSOU-UHFFFAOYSA-N 0.000 description 1
BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
229910021604 Rhodium(III) chloride Inorganic materials 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000008431 aliphatic amides Chemical class 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
150000004645 aluminates Chemical class 0.000 description 1
239000004411 aluminium Substances 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
239000000969 carrier Substances 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
238000005341 cation exchange Methods 0.000 description 1
238000000975 co-precipitation Methods 0.000 description 1
239000002826 coolant Substances 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
230000002596 correlated effect Effects 0.000 description 1
230000000875 corresponding effect Effects 0.000 description 1
238000000151 deposition Methods 0.000 description 1
238000013461 design Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
UHAACAAEIMGXFS-UHFFFAOYSA-N ethylaluminum(2+);oxygen(2-) Chemical compound [O-2].CC[Al+2] UHAACAAEIMGXFS-UHFFFAOYSA-N 0.000 description 1
230000007717 exclusion Effects 0.000 description 1
239000003546 flue gas Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000011491 glass wool Substances 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
239000010439 graphite Substances 0.000 description 1
229910002804 graphite Inorganic materials 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
150000002697 manganese compounds Chemical class 0.000 description 1
MIVBAHRSNUNMPP-UHFFFAOYSA-N manganese(2+);dinitrate Chemical compound [Mn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O MIVBAHRSNUNMPP-UHFFFAOYSA-N 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 description 1
230000002211 methanization Effects 0.000 description 1
238000002156 mixing Methods 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
239000001272 nitrous oxide Substances 0.000 description 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
239000006069 physical mixture Substances 0.000 description 1
239000011148 porous material Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
239000008262 pumice Substances 0.000 description 1
238000010926 purge Methods 0.000 description 1
239000010453 quartz Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
238000011160 research Methods 0.000 description 1
150000003284 rhodium compounds Chemical class 0.000 description 1
SONJTKJMTWTJCT-UHFFFAOYSA-K rhodium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Rh+3] SONJTKJMTWTJCT-UHFFFAOYSA-K 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000007787 solid Substances 0.000 description 1
LXMSZDCAJNLERA-ZHYRCANASA-N spironolactone Chemical compound C([C@@H]1[C@]2(C)CC[C@@H]3[C@@]4(C)CCC(=O)C=C4C[C@H]([C@@H]13)SC(=O)C)C[C@@]21CCC(=O)O1 LXMSZDCAJNLERA-ZHYRCANASA-N 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
239000004575 stone Substances 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
238000006257 total synthesis reaction Methods 0.000 description 1
230000009466 transformation Effects 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1
238000013022 venting Methods 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000002912 waste gas Substances 0.000 description 1
229910001928 zirconium oxide Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Catalysts (AREA)

NO803816A 1979-12-19 1980-12-17 Fremstilling av acetamider med rodium-mangan-katalysator NO803816L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US06/105,244 US4244889A (en)	1979-12-19	1979-12-19	Production of acetamides with rhodium-manganese catalysts

Publications (1)

Publication Number	Publication Date
NO803816L true NO803816L (no)	1981-06-22

Family

ID=22304777

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO803816A NO803816L (no)	1979-12-19	1980-12-17	Fremstilling av acetamider med rodium-mangan-katalysator

Country Status (6)

Country	Link
US (1)	US4244889A (da)
EP (1)	EP0031242A1 (da)
JP (1)	JPS56115748A (da)
CA (1)	CA1142546A (da)
DK (1)	DK540180A (da)
NO (1)	NO803816L (da)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4556734A (en) *	1983-11-04	1985-12-03	Texaco Inc.	Process for synthesizing formamides from synthesis gas plus ammonia
US4558157A (en) *	1984-06-05	1985-12-10	Air Products And Chemicals, Inc.	Synthesis of dimethylformamide
EP0190937A3 (en) *	1985-02-08	1988-02-03	BP Chemicals Limited	Carbonylation processes using amines or ammonia
ID28790A (id) *	1998-09-14	2001-07-05	Shell Int Research	Bahan pembawa katalis epoksidasi, pembuatan dan penggunaannya
US7232786B2 (en) *	1998-09-14	2007-06-19	Shell Oil Company	Catalyst composition
US7232918B2 (en) *	2001-11-06	2007-06-19	Shell Oil Company	Catalyst composition
RU2234370C2 (ru) *	1998-09-14	2004-08-20	Шелл Интернэшнл Рисерч Маатсхаппий Б.В.	Способ получения катализаторов с улучшенными каталитическими свойствами
US7504525B2 (en) *	1998-09-14	2009-03-17	Shell Oil Company	Catalyst composition
CA2524890C (en)	2003-05-07	2012-09-11	Shell Internationale Research Maatschappij B.V.	Silver-containing catalysts, the manufacture of such silvercontaining catalysts, and the use thereof
US20040224841A1 (en) *	2003-05-07	2004-11-11	Marek Matusz	Silver-containing catalysts, the manufacture of such silver-containing catalysts, and the use thereof
US20040225138A1 (en) *	2003-05-07	2004-11-11	Mcallister Paul Michael	Reactor system and process for the manufacture of ethylene oxide
TW200600190A (en) *	2004-04-01	2006-01-01	Shell Int Research	Process for preparing a silver catalyst, the catalyst, and use thereof in olefin oxidation
TW200602123A (en) *	2004-04-01	2006-01-16	Shell Int Research	Process for preparing a catalyst, the catalyst, and a use of the catalyst
TW200613056A (en) *	2004-04-01	2006-05-01	Shell Int Research	A process for preparing a silver catalyst, the catalyst, and a use of the catalyst for olefin oxidation
RU2007115405A (ru) *	2004-09-24	2008-10-27	Шелл Интернэшнл Рисерч Маатсхаппий Б.В. (NL)	Способ выбора формированных частиц, способ сборки системы, способ реагирования газообразного сырья в такой системе, компьютерный программный продукт и компьютерная система
US8501664B2 (en) *	2006-11-20	2013-08-06	Shell Oil Company	Process for treating a carrier, a process for preparing a catalyst, the catalyst, and use of the catalyst
EP2274277A4 (en) *	2008-04-16	2012-02-01	Univ Cape Town	PROCESS FOR THE PRODUCTION OF NITROGEN OR PHOSPHOROUS COMPOUNDS FROM SYNTHESEGAS

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US1532428A (en) *	1922-07-03	1925-04-07	Basf Ag	Process of producing formic-acid derivatives
US1787483A (en) *	1925-11-17	1931-01-06	Roessler & Hasslacher Chemical	Process for the production of formamide
GB371555A (en)	1930-03-26	1932-04-28	Fr De Catalyse Generalisee Soc	An improved process for the manufacture of acetamide and acetic acid
GB397852A (en)	1931-02-28	1933-08-29	Du Pont	Improvements in or relating to the carrying out of chemical reactions with carbon monoxide
US2204371A (en) *	1937-07-22	1940-06-11	Du Pont	Process for the production of nu-substituted formamides
US2422632A (en) *	1944-11-07	1947-06-17	Sharples Chemicals Inc	Manufacture of aliphatic amines and acid amides
US2677706A (en) *	1951-08-16	1954-05-04	Commercial Solvents Corp	Preparation of n substituted formamides
GB718759A (en)	1951-11-07	1954-11-17	Basf Ag	Improvements in the production of substituted formamides
US3530182A (en) *	1967-12-26	1970-09-22	Shell Oil Co	Formamide production
US3917661A (en) *	1970-01-07	1975-11-04	Union Carbide Corp	Hydroformylation of unsaturated organic compounds
US3726926A (en) *	1971-03-19	1973-04-10	Grace W R & Co	Process for preparing n-alkylamines
US4014913A (en) *	1975-06-26	1977-03-29	Union Carbide Corporation	Process for producing oxygenated two carbon compounds

1979
- 1979-12-19 US US06/105,244 patent/US4244889A/en not_active Expired - Lifetime
1980
- 1980-12-09 CA CA000366395A patent/CA1142546A/en not_active Expired
- 1980-12-17 NO NO803816A patent/NO803816L/no unknown
- 1980-12-18 JP JP17816080A patent/JPS56115748A/ja active Pending
- 1980-12-18 DK DK540180A patent/DK540180A/da unknown
- 1980-12-18 EP EP80304579A patent/EP0031242A1/en not_active Withdrawn

Also Published As

Publication number	Publication date
EP0031242A1 (en)	1981-07-01
DK540180A (da)	1981-06-20
JPS56115748A (en)	1981-09-11
CA1142546A (en)	1983-03-08
US4244889A (en)	1981-01-13

Publication	Publication Date	Title
US4235798A (en)	1980-11-25	Process for producing two-carbon atom oxygenated compounds from synthesis gas with minimal production of methane
NO803816L (no)	1981-06-22	Fremstilling av acetamider med rodium-mangan-katalysator
CA1061796A (en)	1979-09-04	Process for producing oxygenated two carbon compounds
US4096164A (en)	1978-06-20	Process for producing ethanol, acetic acid and/or acetaldehyde, from synthesis gas
EP0031243B1 (en)	1984-02-01	Preparation of methanol from synthesis gas with promoted palladium catalysts
EP0031244B1 (en)	1984-01-25	Process for producing methanol from synthesis gas with palladium-calcium catalysts
SU929006A3 (ru)	1982-05-15	Способ получени диметилового эфира
US4327190A (en)	1982-04-27	Process for the production of C1 to C4 oxygenated hydrocarbons
CA1060467A (en)	1979-08-14	Process for producing acetic acid, ethanol, and acetaldehyde from synthesis gas
US4235801A (en)	1980-11-25	Process for producing ethanol from synthesis gas
US4210597A (en)	1980-07-01	Preparation of oxygenates from carbon monoxide and hydrogen
US4162262A (en)	1979-07-24	Process for producing two-carbon atom compounds from synthesis gas with minimal production of methanol
US4471075A (en)	1984-09-11	Process for producing two-carbon atom oxygenated compounds from synthesis gas with minimal production of methane
US4446251A (en)	1984-05-01	Process for producing two-carbon atom oxygenated compounds from synthesis gas with minimal production of methane
US4250116A (en)	1981-02-10	Production of methyl and ethylamines with rhodium-iron catalysts
US4246186A (en)	1981-01-20	Process for producing acetic acid, ethanol, and acetaldehyde from synthesis gas
US4654461A (en)	1987-03-31	Production of high (Z,Z) content 1,5,9-tetradecatriene
GB2078745A (en)	1982-01-13	Production of alcohols from synthesis gas
EP0021443B1 (en)	1983-02-16	Process for producing two-carbon atom oxygenated compounds from synthesis gas with minimal production of methane
JPS6113689B2 (da)	1986-04-15
JPS6136730B2 (da)	1986-08-20
CA1046531A (en)	1979-01-16	Process for producing ethanol from synthesis gas
JPS5910528A (ja)	1984-01-20	第三級オレフインの製造方法
US4328129A (en)	1982-05-04	Catalyst for making dimethyl ether and methanol from synthesis gas
JP7591712B2 (ja)	2024-11-29	１－アルケン－３－オール類の製造方法