GB698157A - Method of oxidizing organic compounds by nitric acid - Google Patents
Method of oxidizing organic compounds by nitric acidInfo
- Publication number
- GB698157A GB698157A GB23585/51A GB2358551A GB698157A GB 698157 A GB698157 A GB 698157A GB 23585/51 A GB23585/51 A GB 23585/51A GB 2358551 A GB2358551 A GB 2358551A GB 698157 A GB698157 A GB 698157A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vessel
- nitric acid
- reaction
- acid
- agitation
- 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
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 title abstract 11
- 229910017604 nitric acid Inorganic materials 0.000 title abstract 9
- 150000002894 organic compounds Chemical class 0.000 title abstract 3
- 230000001590 oxidative effect Effects 0.000 title abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 10
- 238000013019 agitation Methods 0.000 abstract 4
- 239000007789 gas Substances 0.000 abstract 4
- 239000000376 reactant Substances 0.000 abstract 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 230000003647 oxidation Effects 0.000 abstract 3
- 238000007254 oxidation reaction Methods 0.000 abstract 3
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 abstract 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 abstract 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 abstract 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 2
- 235000010233 benzoic acid Nutrition 0.000 abstract 2
- 230000003197 catalytic effect Effects 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000007800 oxidant agent Substances 0.000 abstract 2
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 abstract 2
- 230000001105 regulatory effect Effects 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- OTLNPYWUJOZPPA-UHFFFAOYSA-N 4-nitrobenzoic acid Chemical compound OC(=O)C1=CC=C([N+]([O-])=O)C=C1 OTLNPYWUJOZPPA-UHFFFAOYSA-N 0.000 abstract 1
- ZPTVNYMJQHSSEA-UHFFFAOYSA-N 4-nitrotoluene Chemical compound CC1=CC=C([N+]([O-])=O)C=C1 ZPTVNYMJQHSSEA-UHFFFAOYSA-N 0.000 abstract 1
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 150000001559 benzoic acids Chemical class 0.000 abstract 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical class ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 abstract 1
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 150000002763 monocarboxylic acids Chemical class 0.000 abstract 1
- 150000002828 nitro derivatives Chemical class 0.000 abstract 1
- VLZLOWPYUQHHCG-UHFFFAOYSA-N nitromethylbenzene Chemical class [O-][N+](=O)CC1=CC=CC=C1 VLZLOWPYUQHHCG-UHFFFAOYSA-N 0.000 abstract 1
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B35/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving a change in the type of bonding between two carbon atoms already directly linked
- C07B35/04—Dehydrogenation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Organic compounds are oxidized with nitric acid in a substantially vertically-extending elongated reaction vessel such that the requisite agitation of the reactants is wholly or substantially wholly obtained by the gases evolved during the reaction. One reactant is introduced at the bottom of the vessel and the other at the bottom or at some intermediate point, the products being withdrawn from the top. Thus the oxidant with or without some of the nitric acid may be introduced at the bottom and nitric acid of different concentrations introduced at different levels to maintain the correct concentration inside the vessel. The pressure is adjusted by regulating the rate of flow of the mixture. The reaction may be catalysed by a gas blown into the vessel, e.g. nitrous fumes evolved by reaction between a liquid and nitric acid. The reaction vessel may be smooth or may be furnished with flanges or other obstructions to increase the agitation. It may also be filled with inert or catalytic substances. Suitable apparatus is illustrated. Examples show the oxidation of toluene to benzoic acid, p-nitrotoluene to p-nitrobenzoic acid and p-cymene and p-xylene to terephthalic acid containing some toluic acid and nitro compounds. Reference is made to the oxidation of alkyl-substituted hydrocarbons in general, giving mono- or di-carboxylic acids; ethylbenzene and xylene are specified. Chlorotoluenes, nitrotoluenes and toluene-sulphonic acids may similarly be oxidized to substituted benzoic acids. Specification 633,354 is referred to.ALSO:Organic compounds are oxidized with nitric acid in a substantially vertically-extending elongated reaction vessel such that the requisite agitation of the reactants is wholly or substantially wholly obtained by the gases evolved during the reaction. One reactant is introduced at the bottom of the vessel and the other at the bottom or at some intermediate point, the products being withdrawn from the top. Thus the oxidant with or without some of the nitric acid may be introduced at the bottom and nitric acid of different concentrations introduced at different levels to maintain the correct concentration inside the vessel. The pressure is adjusted by regulating the rate of flow of the mixture. The reaction may be catalysed by a gas blown into the vessel, e.g. nitrous fumes evolved by reaction between a liquid and nitric acid. The reaction vessel may be smooth or may be furnished with flanges or other obstructions to increase the agitation. It may also be filled with inert or catalytic substances. Suitable apparatus is illustrated. Reference is made to the oxidation of substantial aromatic hydrocarbons to mono- and dicarboxylic acids.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE698157X | 1950-10-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB698157A true GB698157A (en) | 1953-10-07 |
Family
ID=20315394
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB23585/51A Expired GB698157A (en) | 1950-10-12 | 1951-10-10 | Method of oxidizing organic compounds by nitric acid |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB698157A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3159672A (en) * | 1961-07-03 | 1964-12-01 | Ici Ltd | Preparation of para-toluic acid |
| US3165548A (en) * | 1960-01-14 | 1965-01-12 | Basf Ag | Continuous process for the production of aromatic and heterocyclic carboxylic acids |
| US3173947A (en) * | 1954-05-12 | 1965-03-16 | Bergwerksverband Gmbh | Method for oxidizing organic substances |
-
1951
- 1951-10-10 GB GB23585/51A patent/GB698157A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3173947A (en) * | 1954-05-12 | 1965-03-16 | Bergwerksverband Gmbh | Method for oxidizing organic substances |
| US3165548A (en) * | 1960-01-14 | 1965-01-12 | Basf Ag | Continuous process for the production of aromatic and heterocyclic carboxylic acids |
| US3159672A (en) * | 1961-07-03 | 1964-12-01 | Ici Ltd | Preparation of para-toluic acid |
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