GB975769A - Improvements in or relating to the nitration of alkylbenzenes - Google Patents
Improvements in or relating to the nitration of alkylbenzenesInfo
- Publication number
- GB975769A GB975769A GB45674/62A GB4567462A GB975769A GB 975769 A GB975769 A GB 975769A GB 45674/62 A GB45674/62 A GB 45674/62A GB 4567462 A GB4567462 A GB 4567462A GB 975769 A GB975769 A GB 975769A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- sulphuric acid
- sulphuric
- trialkylbenzene
- mononitro
- 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
- 238000006396 nitration reaction Methods 0.000 title abstract 3
- 150000004996 alkyl benzenes Chemical class 0.000 title 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 8
- 235000011149 sulphuric acid Nutrition 0.000 abstract 8
- 239000001117 sulphuric acid Substances 0.000 abstract 7
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 4
- 229910017604 nitric acid Inorganic materials 0.000 abstract 4
- 239000011541 reaction mixture Substances 0.000 abstract 3
- SCEKDQTVGHRSNS-UHFFFAOYSA-N 1,3,5-trimethyl-2-nitrobenzene Chemical group CC1=CC(C)=C([N+]([O-])=O)C(C)=C1 SCEKDQTVGHRSNS-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- LGXAANYJEHLUEM-UHFFFAOYSA-N 1,2,3-tri(propan-2-yl)benzene Chemical class CC(C)C1=CC=CC(C(C)C)=C1C(C)C LGXAANYJEHLUEM-UHFFFAOYSA-N 0.000 abstract 1
- HILAULICMJUOLK-UHFFFAOYSA-N 1,3-diethyl-5-methylbenzene Chemical compound CCC1=CC(C)=CC(CC)=C1 HILAULICMJUOLK-UHFFFAOYSA-N 0.000 abstract 1
- MFYOMOZHPWBSKE-UHFFFAOYSA-N 1-ethyl-3-methyl-5-propylbenzene Chemical compound CCCC1=CC(C)=CC(CC)=C1 MFYOMOZHPWBSKE-UHFFFAOYSA-N 0.000 abstract 1
- KWVPRPSXBZNOHS-UHFFFAOYSA-N 2,4,6-Trimethylaniline Chemical compound CC1=CC(C)=C(N)C(C)=C1 KWVPRPSXBZNOHS-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001491 aromatic compounds Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 230000000802 nitrating effect Effects 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B04—CENTRIFUGAL APPARATUS OR MACHINES FOR CARRYING-OUT PHYSICAL OR CHEMICAL PROCESSES
- B04B—CENTRIFUGES
- B04B5/00—Other centrifuges
- B04B5/10—Centrifuges combined with other apparatus, e.g. electrostatic separators; Sets or systems of several centrifuges
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A mononitro-1, 3, 5-trialkylbenzene in which each alkyl group contains from 1 to 3 carbon atoms is prepared by nitrating the corresponding 1, 3, 5-trialkylbenzene by the addition thereto of nitric acid in the presence of sufficient sulphuric acid to provide during at least a major part of the reaction period a sulphuric acid concentration of from 64 to 80% when calculated by the expression 100 X Si+Sa Si+Sa+Wi+Wa+0.285N in which Si and Wi are the weights of the sulphuric acid and water initially present in the reaction mixture, Sa and Wa are the weights of sulphuric acid and water thereafter added to the reaction mixture and N is the weight of nitric acid added to the reaction mixture. The nitric acid is preferably employed in an amount of from 0.8 to 1.2 moles per mole of the 1, 3, 5-trialkylbenzene. Specified trialkylbenzenes which can be mononitrated are 1, 3, 5-trimethyl-, triethyl-, tri-n-propyl and tri-isopropyl-benzenes and 1-methyl-3, 5-diethylbenzene and 1-methyl-3-ethyl-5-propylbenzene. The nitration may be carried out by adding the mixed nitric and sulphuric acids, if necessary, with a sufficient amount of diluent, e.g. sulphuric acid or a spent acid derived from a previous nitration, to adjust the sulphuric acid concentration to the required level. The mixed acid may be prepared in situ, that is, by adding concentrated nitric acid to a suspension of the aromatic compound and sulphuric acid. The reaction temperature is preferably maintained at -10 DEG to +40 DEG C. The examples relate to the production of mononitro mesitylene. Mesidine is prepared by the Bechamp reduction of mononitro mesitylene.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US158106A US3078317A (en) | 1961-12-08 | 1961-12-08 | Mononitration of 1, 3, 5-trialkylbenzene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB975769A true GB975769A (en) | 1964-11-18 |
Family
ID=22566707
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB45674/62A Expired GB975769A (en) | 1961-12-08 | 1962-12-03 | Improvements in or relating to the nitration of alkylbenzenes |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3078317A (en) |
| CH (1) | CH432487A (en) |
| DE (1) | DE1443363A1 (en) |
| GB (1) | GB975769A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114409546A (en) * | 2022-02-17 | 2022-04-29 | 内蒙古鼎利科技有限公司 | Method for preparing 2-nitro-m-trimethylbenzene by using dynamic tubular reactor and application thereof |
-
1961
- 1961-12-08 US US158106A patent/US3078317A/en not_active Expired - Lifetime
-
1962
- 1962-12-03 GB GB45674/62A patent/GB975769A/en not_active Expired
- 1962-12-05 CH CH1432262A patent/CH432487A/en unknown
- 1962-12-06 DE DE19621443363 patent/DE1443363A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE1443363A1 (en) | 1968-10-24 |
| US3078317A (en) | 1963-02-19 |
| CH432487A (en) | 1967-03-31 |
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