SE442991B - Sett att framstella 2,3-dimetylbuten-2 - Google Patents

Sett att framstella 2,3-dimetylbuten-2

Info

Publication number: SE442991B
Authority: SE; Sweden
Prior art keywords: dimethylbutene; dimethylbutanol; hydrogenation; process according; catalysts
Prior art date: 1979-05-03

Application number

SE8003155A

Other languages

English (en)

Swedish (sv)

Other versions

SE8003155L (sv

Inventor

J Weber

W Bernhagen

H Springer

Original Assignee

Ruhrchemie Ag

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.)

1979-05-03

Filing date

1980-04-25

Publication date

1986-02-10

1980-04-25 Application filed by Ruhrchemie Ag filed Critical Ruhrchemie Ag

1980-11-04 Publication of SE8003155L publication Critical patent/SE8003155L/xx

1986-02-10 Publication of SE442991B publication Critical patent/SE442991B/sv

Links

239000003054 catalyst Substances 0.000 claims description 37
SXSWMAUXEHKFGX-UHFFFAOYSA-N 2,3-dimethylbutan-1-ol Chemical compound CC(C)C(C)CO SXSWMAUXEHKFGX-UHFFFAOYSA-N 0.000 claims description 23
WGLLSSPDPJPLOR-UHFFFAOYSA-N 2,3-dimethylbut-2-ene Chemical compound CC(C)=C(C)C WGLLSSPDPJPLOR-UHFFFAOYSA-N 0.000 claims description 21
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 20
YGHRJJRRZDOVPD-UHFFFAOYSA-N 3-methylbutanal Chemical compound CC(C)CC=O YGHRJJRRZDOVPD-UHFFFAOYSA-N 0.000 claims description 18
OWWIWYDDISJUMY-UHFFFAOYSA-N 2,3-dimethylbut-1-ene Chemical compound CC(C)C(C)=C OWWIWYDDISJUMY-UHFFFAOYSA-N 0.000 claims description 15
229910052739 hydrogen Inorganic materials 0.000 claims description 15
239000001257 hydrogen Substances 0.000 claims description 15
238000000034 method Methods 0.000 claims description 15
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 14
150000001336 alkenes Chemical class 0.000 claims description 14
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
238000006243 chemical reaction Methods 0.000 claims description 13
238000005984 hydrogenation reaction Methods 0.000 claims description 13
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 12
230000018044 dehydration Effects 0.000 claims description 11
238000006297 dehydration reaction Methods 0.000 claims description 11
239000000203 mixture Substances 0.000 claims description 10
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 8
125000004432 carbon atom Chemical group C* 0.000 claims description 8
229910052759 nickel Inorganic materials 0.000 claims description 8
150000001299 aldehydes Chemical class 0.000 claims description 7
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 7
238000006317 isomerization reaction Methods 0.000 claims description 6
SNOYUTZWILESAI-UHFFFAOYSA-N 4-methylpent-1-en-3-one Chemical compound CC(C)C(=O)C=C SNOYUTZWILESAI-UHFFFAOYSA-N 0.000 claims description 5
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 4
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 4
AKUUEDVRXOZTBF-UHFFFAOYSA-N 2,3-dimethylbutanal Chemical compound CC(C)C(C)C=O AKUUEDVRXOZTBF-UHFFFAOYSA-N 0.000 claims description 3
-1 2,3-dimethylbutene-1 compound Chemical class 0.000 claims description 3
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
229910052763 palladium Inorganic materials 0.000 claims description 3
WFRBDWRZVBPBDO-UHFFFAOYSA-N tert-hexyl alcohol Natural products CCCC(C)(C)O WFRBDWRZVBPBDO-UHFFFAOYSA-N 0.000 claims description 3
230000015572 biosynthetic process Effects 0.000 claims description 2
230000003197 catalytic effect Effects 0.000 claims description 2
150000002431 hydrogen Chemical group 0.000 claims description 2
238000002360 preparation method Methods 0.000 claims description 2
229910000510 noble metal Inorganic materials 0.000 claims 1
125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims 1
238000009835 boiling Methods 0.000 description 8
239000007789 gas Substances 0.000 description 7
238000004587 chromatography analysis Methods 0.000 description 5
238000005191 phase separation Methods 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
238000010992 reflux Methods 0.000 description 5
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 4
238000004821 distillation Methods 0.000 description 4
238000004508 fractional distillation Methods 0.000 description 4
239000000047 product Substances 0.000 description 4
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
229910000831 Steel Inorganic materials 0.000 description 3
HGINCPLSRVDWNT-UHFFFAOYSA-N acrylaldehyde Natural products C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 3
239000007795 chemical reaction product Substances 0.000 description 3
239000012043 crude product Substances 0.000 description 3
239000012071 phase Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
239000010959 steel Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical compound CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 2
YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
238000009825 accumulation Methods 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
238000007700 distillative separation Methods 0.000 description 2
238000007701 flash-distillation Methods 0.000 description 2
239000008098 formaldehyde solution Substances 0.000 description 2
238000004817 gas chromatography Methods 0.000 description 2
RYPKRALMXUUNKS-UHFFFAOYSA-N hex-2-ene Chemical class CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 2
239000007791 liquid phase Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
238000000746 purification Methods 0.000 description 2
230000008707 rearrangement Effects 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
150000003335 secondary amines Chemical class 0.000 description 2
238000000926 separation method Methods 0.000 description 2
239000000126 substance Substances 0.000 description 2
238000005406 washing Methods 0.000 description 2
JMMZCWZIJXAGKW-UHFFFAOYSA-N 2-methylpent-2-ene Chemical compound CCC=C(C)C JMMZCWZIJXAGKW-UHFFFAOYSA-N 0.000 description 1
229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-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
239000005909 Kieselgur Substances 0.000 description 1
238000006683 Mannich reaction Methods 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 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
239000007864 aqueous solution Substances 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
239000011651 chromium Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
238000001816 cooling Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
WSSSPWUEQFSQQG-UHFFFAOYSA-N dimethylbutene Natural products CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
210000000245 forearm Anatomy 0.000 description 1
239000011521 glass Substances 0.000 description 1
230000036571 hydration Effects 0.000 description 1
238000006703 hydration reaction Methods 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
238000007037 hydroformylation reaction Methods 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
230000011987 methylation Effects 0.000 description 1
238000007069 methylation reaction Methods 0.000 description 1
239000011707 mineral Substances 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
238000005580 one pot reaction Methods 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
239000010970 precious metal Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000003134 recirculating effect Effects 0.000 description 1
238000011084 recovery Methods 0.000 description 1
238000001577 simple distillation Methods 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000003860 storage Methods 0.000 description 1
230000007306 turnover Effects 0.000 description 1
238000007039 two-step reaction Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/23—Rearrangement of carbon-to-carbon unsaturated bonds
- C07C5/25—Migration of carbon-to-carbon double bonds
- C07C5/2506—Catalytic processes
- C07C5/2525—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C5/2531—Acids of sulfur; Salts thereof; Sulfur oxides
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
- C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
- C07C11/107—Alkenes with six carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
- C07C29/175—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with simultaneous reduction of an oxo group
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/75—Reactions with formaldehyde
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
- C07C2521/04—Alumina
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
- C07C2527/053—Sulfates or other compounds comprising the anion (SnO3n+1)2-
- C07C2527/054—Sulfuric acid or other acids with the formula H2Sn03n+1

Landscapes

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

SE8003155A 1979-05-03 1980-04-25 Sett att framstella 2,3-dimetylbuten-2 SE442991B (sv)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE2917779A DE2917779C2 (de)	1979-05-03	1979-05-03	Verfahren zur Herstellung von 2,3-Dimethylbuten-2

Publications (2)

Publication Number	Publication Date
SE8003155L SE8003155L (sv)	1980-11-04
SE442991B true SE442991B (sv)	1986-02-10

Family

ID=6069800

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SE8003155A SE442991B (sv)	1979-05-03	1980-04-25	Sett att framstella 2,3-dimetylbuten-2

Country Status (8)

Country	Link
US (1)	US4288643A (de)
JP (1)	JPS55147231A (de)
CH (1)	CH642935A5 (de)
DE (1)	DE2917779C2 (de)
FR (1)	FR2455568B1 (de)
GB (1)	GB2051119B (de)
IT (1)	IT1145435B (de)
SE (1)	SE442991B (de)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3213681A1 (de) *	1982-04-14	1983-10-27	Basf Ag, 6700 Ludwigshafen	Verfahren zur herstellung von (alpha)-alkylacroleinen
DE3329877A1 (de) *	1983-08-18	1985-03-07	Rudolf 8000 München Hinterwaldner	Hydrophobe und/oder abhaesive masse, reaktiver verduenner und weichmacher und deren verwendung
US5210121A (en) *	1983-08-18	1993-05-11	The Permethyl Corporation	Hydrophobic and/or abhesive materials, reactive diluents, and reactive plasticizers
DE3523181A1 (de) *	1985-06-28	1987-01-08	Basf Ag	Verfahren zur herstellung von 2-methyl-2-alkenalen
GB8709648D0 (en) *	1987-04-23	1987-05-28	Bp Chem Int Ltd	Chemical process
ATE196131T1 (de) *	1993-03-04	2000-09-15	Sumitomo Chemical Co	Verfahren zur herstellung von 2, 3-dimethyl-2- buten
JP2988207B2 (ja) *	1993-03-04	1999-12-13	住友化学工業株式会社	２，３−ジメチル−２−ブテンの製造方法
DE102012105878A1 (de)	2012-07-02	2014-01-02	Oxea Gmbh	Verfahren zur Herstellung von Isopentanderivaten

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2386934A (en) *	1943-07-28	1945-10-16	Gen Motors Corp	Isomerization of olefins
US3247277A (en) *	1965-02-15	1966-04-19	Phillips Petroleum Co	Production of 2, 3-dimethylbutenes
US3463818A (en) *	1966-01-25	1969-08-26	Int Flavors & Fragrances Inc	Unsaturated aldehydes and alcohols
BE756427A (de) *	1969-09-23	1971-03-22	Shell Int Research
US3723562A (en) *	1970-10-08	1973-03-27	Phillips Petroleum Co	Conversion of olefins
US3758610A (en) *	1971-03-22	1973-09-11	Sun Oil Co	Preparation of isoprene from isobutylene and methylal

1979
- 1979-05-03 DE DE2917779A patent/DE2917779C2/de not_active Expired
1980
- 1980-04-24 GB GB8013509A patent/GB2051119B/en not_active Expired
- 1980-04-25 CH CH322380A patent/CH642935A5/de not_active IP Right Cessation
- 1980-04-25 FR FR8009403A patent/FR2455568B1/fr not_active Expired
- 1980-04-25 SE SE8003155A patent/SE442991B/sv not_active IP Right Cessation
- 1980-04-30 JP JP5638880A patent/JPS55147231A/ja active Granted
- 1980-04-30 IT IT48563/80A patent/IT1145435B/it active
- 1980-05-05 US US06/146,830 patent/US4288643A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
FR2455568A1 (fr)	1980-11-28
JPS5747165B2 (de)	1982-10-07
US4288643A (en)	1981-09-08
DE2917779B1 (de)	1980-06-26
IT1145435B (it)	1986-11-05
DE2917779C2 (de)	1981-05-27
FR2455568B1 (fr)	1986-06-13
IT8048563A0 (it)	1980-04-30
GB2051119A (en)	1981-01-14
GB2051119B (en)	1983-05-18
CH642935A5 (de)	1984-05-15
JPS55147231A (en)	1980-11-17
SE8003155L (sv)	1980-11-04

Legal Events

Date

Code

Title

Description

1995-01-31

NUG

Patent has lapsed

Ref document number: 8003155-2

Effective date: 19911108

Format of ref document f/p: F

Publication	Publication Date	Title
KR890003749B1 (ko)	1989-10-04	2-에칠헥사놀의 제조방법
Overman	1976	A general method for the synthesis of amines by the rearrangement of allylic trichloroacetimidates. 1, 3 Transposition of alcohol and amine functions
Kopecky et al.	1962	Preparation of dipivaloylmethane
US2575244A (en)	1951-11-13	Process for separating ketones from close-boiling mixtures
CA2180982A1 (en)	1995-07-20	Process for producing n-butyraldehyde and/or n-butanol
SE442991B (sv)	1986-02-10	Sett att framstella 2,3-dimetylbuten-2
SE436351B (sv)	1984-12-03	Sett for framstellning av 2-etylhexanol
US3801651A (en)	1974-04-02	Process for the preparation of pyrocatechol and its monoethers
Doyama et al.	1988	Carbonylation of enynes under hydroformylation conditions catalyzed by rhodium carbonyl. A new method for synthesis of cyclic enones.
US3671603A (en)	1972-06-20	Butene recovery
RU2109004C1 (ru)	1998-04-20	Способ получения замещенных инданонов
US4117001A (en)	1978-09-26	Pyrolysis of heavies formed in production of unsaturated dinitriles
US2678950A (en)	1954-05-18	Process of producing acrolein
US3360583A (en)	1967-12-26	Preparation of polyenes via chloroether. isoprene from formaldehyde and isobutene
US3956407A (en)	1976-05-11	Alkenol production
JP2737297B2 (ja)	1998-04-08	メチルイソブチルケトンの製造法
KR930003863B1 (ko)	1993-05-14	2-(4-클로로페닐)-3-메틸부리틱산의 제조공정
JPH0678261B2 (ja)	1994-10-05	２，３―ジメチルアルカナールを取得する方法
US2691049A (en)	1954-10-05	Process fob the production of
Emerson et al.	1949	ALKOXYCHLOROALKENES
JPS6239142B2 (de)	1987-08-21
US3998848A (en)	1976-12-21	Cyclodimerization of ethylene oxide
US4532082A (en)	1985-07-30	Preparation of 3-cyano-2-alkylalkanals
EP0032712B1 (de)	1983-05-04	Verfahren zur Herstellung ungesättigter bicyclischer Kohlenwasserstoffe
US3792104A (en)	1974-02-12	Manufacture of isoprene