GB1228033A - - Google Patents
Info
- Publication number
- GB1228033A GB1228033A GB1228033DA GB1228033A GB 1228033 A GB1228033 A GB 1228033A GB 1228033D A GB1228033D A GB 1228033DA GB 1228033 A GB1228033 A GB 1228033A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroperoxide
- epoxidation
- organic
- isobutane
- sodium pyrophosphate
- 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
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 abstract 4
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 abstract 2
- 238000006735 epoxidation reaction Methods 0.000 abstract 2
- 150000002432 hydroperoxides Chemical class 0.000 abstract 2
- 239000001282 iso-butane Substances 0.000 abstract 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 abstract 1
- 125000002723 alicyclic group Chemical group 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 abstract 1
- 235000011180 diphosphates Nutrition 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229910052750 molybdenum Inorganic materials 0.000 abstract 1
- 239000011733 molybdenum Substances 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 229940048084 pyrophosphate Drugs 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 abstract 1
- 229940048086 sodium pyrophosphate Drugs 0.000 abstract 1
- VZWGHDYJGOMEKT-UHFFFAOYSA-J sodium pyrophosphate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O VZWGHDYJGOMEKT-UHFFFAOYSA-J 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 abstract 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 abstract 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/19—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic hydroperoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/02—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
- C07C409/04—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides the carbon atom being acyclic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1,228,033. Preparation of organic hydroperoxides and their use in the epoxidation of olefines. ATLANTIC RICHFIELD CO. 19 June, 1968 [21 Sept., 1967], No. 29313/68. Heading C2C. The invention relates to a method for the production of organic hydroperoxide in which an organic compound having a tertiary aliphatic carbon atom with a hydrogen atom attached thereto having the formula R 3 CH wherein each R is alkyl, aryl, aralkyl, alkaryl, alicyclic or heterocyclic e.g. isobutane or cumene is oxidized in a non-catalytic liquid phase which a free oxygen containing gas and a reaction mixture containing an aqueous solution of an alkaline metal pyrophosphate e.g. sodium pyrophosphate. The invention also relates to the use of the hydroperoxide produced in the epoxidation of an olefin e.g. propylene which is catalysed by a molybdenum-containing catalyst. In an example isobutane and molecular oxygen are reacted under pressure and a solution of sodium pyrophosphate decahydrate injected into the reactor which increase the selectivity i.e. tertiary butyl hydroperoxide content of oxidation products to 55 weight per cent.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US66939467A | 1967-09-21 | 1967-09-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1228033A true GB1228033A (en) | 1971-04-15 |
Family
ID=24686182
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1228033D Expired GB1228033A (en) | 1967-09-21 | 1968-06-19 |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE718070A (en) |
| DE (1) | DE1768854A1 (en) |
| FR (1) | FR1576006A (en) |
| GB (1) | GB1228033A (en) |
| NL (1) | NL6810123A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4262143A (en) * | 1979-02-16 | 1981-04-14 | Halcon International, Inc. | Preparation of hydroperoxides |
| EP0708089A1 (en) * | 1994-10-19 | 1996-04-24 | ARCO Chemical Technology, L.P. | Production of tertiary butyl hydroperoxide |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7606706A (en) * | 1975-07-10 | 1977-01-12 | Halcon International Inc | METHOD FOR THE PREPARATION OF HYDROPEROXIDES. |
| CA1156264A (en) * | 1980-01-21 | 1983-11-01 | Ludovicus B.J.O. Van Der Weijst | Method for the prevention of disturbances and/or the effects of disturbances in the preparation of hydrocarbon hydroperoxides by oxidation of hydrocarbons with molecular oxygen |
-
1968
- 1968-06-19 GB GB1228033D patent/GB1228033A/en not_active Expired
- 1968-07-08 DE DE19681768854 patent/DE1768854A1/en active Pending
- 1968-07-11 FR FR1576006D patent/FR1576006A/fr not_active Expired
- 1968-07-15 BE BE718070D patent/BE718070A/xx unknown
- 1968-07-17 NL NL6810123A patent/NL6810123A/xx not_active Application Discontinuation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4262143A (en) * | 1979-02-16 | 1981-04-14 | Halcon International, Inc. | Preparation of hydroperoxides |
| EP0708089A1 (en) * | 1994-10-19 | 1996-04-24 | ARCO Chemical Technology, L.P. | Production of tertiary butyl hydroperoxide |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1576006A (en) | 1969-07-25 |
| NL6810123A (en) | 1969-03-25 |
| DE1768854A1 (en) | 1972-01-05 |
| BE718070A (en) | 1969-01-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |