Reaction #4114155
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e29ce4d730664a478111af0e6ab55ac7No renderable structure data available
CC(C)C1=CC=CC=C1C(C)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1,2-di(propan-2-yl)benzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 577-55-9 |
| Database ID | 11345 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1,2-di(propan-2-yl)benzene (CAS 577-55-9) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 11345
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e29ce4d730664a478111af0e6ab55ac7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-001ac58bee4a4bb88c41114c1065855aConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-643c326a0647417886585973d97f8c34Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: By well-known processes, diisopropylbenzene (DIPB) is oxidized to produce, among other products, the dihydroperoxides (DHP) and hydroxyhydroperoxides (HHP) of diisopropylbenzene, for the preparation of resorcinol. Almost all acid-catalyzed decompositions of m-DHP to resorcinol require the use of pure m-DHP. For example, U.S. Pat. No. 3,928,469 disclosed that a crude hydroperoxide mixture which is obtained from the oxidation product of m-diisopropylbenzene, and which has a composition consisting of 72% m-DHP, 20% m-HHP, and 8% others, is cleaved in a usual manner, using a mineral acid catalyst, to give only a low cleavage yield of about 70 to 73% resorcinol based on moles m-DHP used. Yet, there is no practical way to make pure DHP by the hydroperoxidation of m-DIPB and there is no economical way to separate HHP and other products from the hydroperoxidation product to obtain pure DHP. to produce, among other products
Source ID: ord-ebc24b6bd846407f8d906edfe326c768Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 250 g of a mixture containing 57% by weight of cumene hydroperoxide, 30% by weight of cumyl alcohol and 10% by weight of cumene, obtained by partial reduction of commercial cumene hydroperoxide (78.5% by weight) were loaded into a round-bottom flask provided with stirrer; thereafter 37 g of a meta/para mixture (65% meta+35% para) of diisopropylbenzene dialcohol were introduced. On the whole 0.94 mol of cumene hydroperoxide, 0.55 mol of cumyl alcohol and 0.19 mol of meta/para diisopropylbenzene di-alcohol were present. Then, 71 g of a 70% by weight aqueous solution of para-toluensulfonic acid were introduced within 30 minutes and under stirring, while keeping the reaction temperature between 25° and 30° C.; the mixture was allowed to react at this temperature for 3 hours. By working as in Examples 1 and 2, 190 g of a product (liquid at room temperature), containing 60% by weight of dicumyl peroxide and 35% of di(cumylperoxy)diisopropylbenzene were obtained; 21 g of tert.butylperoxide were added. At the end a product was obtained, containing 32% by weight of di(cumylperoxy)diisopropylbenzene (PEROXIMON 169), 54% by weight of dicumylperoxide (DCP) and 10% by weight of tert.butyl-cumylperoxide; this final liquid composition showed the following characteristics: were loaded into a round-bottom flask provided with stirrer the reaction temperature between 25° and 30° C. to react at this temperature for 3 hours
Source ID: ord-a4382c6bbe1e4485a987a8abbec1f31cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: contacting a relatively dry benzene recycle stream and a diisopropyl benzene stream with a transalkylation catalyst in a transalkylation reaction zone at transalkylation conditions including a water concentration of less than 50 wppm to provide a transalkylation zone effluent comprising benzene, cumene, and diisopropyl benzene;
Source ID: ord-f6199e8d21ed45e1947fe9df1605decaConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: contacting a relatively dry benzene recycle stream and a diisopropyl benzene stream with a transalkylation catalyst in a transalkylation reaction zone at transalkylation conditions including a water concentration of less than 50 wppm to provide a transalkylation zone effluent comprising benzene, cumene, and diisopropyl benzene;
Source ID: ord-f6199e8d21ed45e1947fe9df1605decaConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 12 g (0.1 mol) cumene is dissolved in 150 ml anhydrous hydrogen fluoride and while keeping the stirred solution at -20° C. to 0° C., 0.05 mol of propylene is introduced and stirring continued for 15 min. The reaction mixture is then saturated with boron trifluoride and stirring continued for another 15 min. After workup, 41% diisopropylbenzene was obtained, comprised of 99.6% of meta and 0.4% para isomer, together with about 15% 1,3,5-triisopropylbenzene, which can be recycled under conditions of Example 6 to produce more meta-diisopropylbenzene. at -20° C. to 0° C. continued for another 15 min
Source ID: ord-9bae3db285c145d289fa87cd13b328fcConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 12 g (0.1 mol) cumene is dissolved in 150 ml anhydrous hydrogen fluoride and while keeping the stirred solution at -20° C. to 0° C., 0.05 mol of propylene is introduced and stirring continued for 15 min. The reaction mixture is then saturated with boron trifluoride and stirring continued for another 15 min. After workup, 41% diisopropylbenzene was obtained, comprised of 99.6% of meta and 0.4% para isomer, together with about 15% 1,3,5-triisopropylbenzene, which can be recycled under conditions of Example 6 to produce more meta-diisopropylbenzene. at -20° C. to 0° C. continued for another 15 min
Source ID: ord-9bae3db285c145d289fa87cd13b328fcConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 12 g (0.1 mol) cumene and 10 g (0.05 mol) triisopropylbenzene are dissolved in 150 ml of anhydrous hydrogen fluoride at a temperature between -20° and 0°. While stirring the reaction mixture at this temperature, it is saturated with boron trifluoride and stirring is continued for two hours. After workup, as in Example 5, 36% diisopropylbenzene was obtained, comprised of 99.2% of the meta and 0.8% of the para isomer. stirring
Source ID: ord-763e1f2fcfa8406dbcd85c93b6259de3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A commercial mixture of 16 g (0.1 mol) diisopropylbenzene containing about 60% of the para and 40% of the ortho isomer, is dissolved in 150 ml of anhydrous hydrogen fluoride. The reaction mixture is cooled to -20° to 0° and saturated, while stirred, with boron trifluoride. After stirring at this temperature for 30 min., the temperature is raised and HF and BF3 is distilled off, (which can be reused). After washing, neutralization and drying, the organic layer is separated, distilled and analyzed by gas liquid chromatography. The diisopropylbenzene fraction consists of 99% meta-diisopropylbenzene and 1% para-diisopropylbenzene. Cumene and 1,3,5-triisopropylbenzene are also formed, as products of disproportionation, amounting to about 20%. The reaction mixture is cooled to -20° to 0° the temperature is raised HF and BF3 is distilled off After washing neutralization and drying the organic layer is separated distilled
Source ID: ord-12cd5ce1ec0c44c8a2577d41390d564eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A commercial mixture of 16 g (0.1 mol) diisopropylbenzene containing about 60% of the para and 40% of the ortho isomer, is dissolved in 150 ml of anhydrous hydrogen fluoride. The reaction mixture is cooled to -20° to 0° and saturated, while stirred, with boron trifluoride. After stirring at this temperature for 30 min., the temperature is raised and HF and BF3 is distilled off, (which can be reused). After washing, neutralization and drying, the organic layer is separated, distilled and analyzed by gas liquid chromatography. The diisopropylbenzene fraction consists of 99% meta-diisopropylbenzene and 1% para-diisopropylbenzene. Cumene and 1,3,5-triisopropylbenzene are also formed, as products of disproportionation, amounting to about 20%. The reaction mixture is cooled to -20° to 0° the temperature is raised HF and BF3 is distilled off After washing neutralization and drying the organic layer is separated distilled
Source ID: ord-12cd5ce1ec0c44c8a2577d41390d564ePubChem References
These sources are listed in the compound's public database record.
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