Reaction #4091683
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5d3ca0b0a98444d7b84acd028d853870No renderable structure data available
CC(C)(C)CCCCCC(=O)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 7,7-dimethyloctanoyl chloride |
|---|---|
| IUPAC Name | — |
| CAS Number | 133028-20-3 |
| Database ID | 94502 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
7,7-dimethyloctanoyl chloride (CAS 133028-20-3) 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 94502
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
8 reactions · 8 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5d3ca0b0a98444d7b84acd028d853870Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Reacting neodecanoyl chloride with 2,5-dimethyl-2,5-dihydroperoxyhexane followed by reducing the intermediate product with a buffered sodium sulfite solution employing the same procedure as used in preparation of C-5 resulted in the preparation of 4-hydroxy-1,1,4,4-tetramethylbutyl peroxyneodecanoate. The liquid product had an assay of 91.7% and was obtained in a corrected yield of 55.1%. An infrared spectrum of the product showed a broad OH band centered at 3300 to 3500 cm-1. as used in preparation of C-5
Source ID: ord-ae8009b164e641cdab3357e777a547e8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Reacting neodecanoyl chloride with 2,5-dimethyl-2,5-dihydroperoxyhexane followed by reducing the intermediate product with a buffered sodium sulfite solution employing the same procedure as used in preparation of C-5 resulted in the preparation of 4-hydroxy-1,1,4,4-tetramethylbutyl peroxyneodecanoate. The liquid product had an assay of 91.7% and was obtained in a corrected yield of 55.1%. An infrared spectrum of the product showed a broad OH band centered at 3300 to 3500 cm-1. as used in preparation of C-5
Source ID: ord-ae8009b164e641cdab3357e777a547e8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5d3ca0b0a98444d7b84acd028d853870Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: One liter capacity four-necked flask equipped with an agitator is charged with 216.4 g of a 35% KOH aqueous solution, and added under agitation with 289.7 g of 52.9% pinane hydroperoxide, while retaining the solution temperature at 20° C. Further 143.1 g of neodecanoic acid chloride is added dropwise over 10 min., while agitating and retaining the solution temperature at 20° C. After agitation of 1 hr., 170 g of cold water is added to the solution, and additional agitation is effected for 5 min. Then, the solution is left still for phase separation. Water phase is removed by separation to leave an oily phase. The oily phase is washed with 300 g of 5% NaOH aqueous solution, subsequently three times with water, and dried over anhydrous magnesium sulfate. Thus, 325.2 g of pinane peroxyneodecanoate solution of a purity of 54.5% is obtained. Yield is 72.8 mol%. One liter capacity four-necked flask equipped with an agitator at 20° C at 20° C After agitation of 1 hr Then, the solution is left still for phase separation Water phase is removed by separation to leave an oily phase The oily phase is washed with 300 g of 5% NaOH aqueous solution, subsequently three times with water dried over anhydrous magnesium sulfate
Source ID: ord-3ab1acaf3f304747bd543d698b7fc182Conditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a four-necked flask of 200 ml provided with a stirrer was charged 33.7 g of an aqueous solution of 30% potassium hydroxide, to which was added a mixture of 22.1 g of 95% 1-phenylcyclohexyl hydroperoxide and 30 g of benzene while the liquid temperature was maintained at 10° C. with stirring. Furthermore, 19.1 g of neodecanoyl chloride was added dropwise over 7 minutes while the liquid temperature was maintained at 15° C. with stirring. After the liquid temperature was raised to 25° C. and the stirring was continued for 2 hours, 40 g of cold water was added and further the stirring was made for 5 minutes. The water phase was separated and washed with an aqueous solution of 40 g of 5% sodium hydroxide and further with water three times. The solution was dried on magnesium sulfate anhydride and benzene was removed off under vacuum to obtain 24.0 g of a desired compound as a light yellow liquid. This compound had an active oxygen amount of 4.20%, a purity of 91% through calculation and a yield of 63 mol %. In a four-necked flask of 200 ml provided with a stirrer to which was added was maintained at 15° C. with stirring After the liquid temperature was raised to 25° C. further the stirring was made for 5 minutes The water phase was separated washed with an aqueous solution of 40 g of 5% sodium hydroxide and further with water three times The solution was dried on magnesium sulfate anhydride and benzene was removed off under vacuum
Source ID: ord-5a22fc10ee5b40fb927d43002cfa8982Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Reacting neodecanoyl chloride with 2,5-dimethyl-2,5-dihydroperoxyhexane followed by reducing the intermediate product with a buffered sodium sulfite solution employing the same procedure as used in preparation of C-5 resulted in the preparation of 4-hydroxy-1,1,4,4-tetramethylbutyl peroxyneodecanoate. The liquid product had an assay of 91.7% and was obtained in a corrected yield of 55.1%. An infrared spectrum of the product showed a broad OH band centered at 3300 to 3500 cm-1. as used in preparation of C-5
Source ID: ord-f39b5f44f0104c6eb2d772c4c2aebbb7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Reacting neodecanoyl chloride with 2,5-dimethyl-2,5-dihydroperoxyhexane followed by reducing the intermediate product with a buffered sodium sulfite solution employing the same procedure as used in preparation of C-5 resulted in the preparation of 4-hydroxy-1,1,4,4-tetramethylbutyl peroxyneodecanoate. The liquid product had an assay of 91.7% and was obtained in a corrected yield of 55.1%. An infrared spectrum of the product showed a broad OH band centered at 3300 to 3500 cm-1. as used in preparation of C-5
Source ID: ord-ae8009b164e641cdab3357e777a547e8PubChem References
These sources are listed in the compound's public database record.
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