Reaction #4087473
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b3f416118e494eb5b13d24796090eb7cNo renderable structure data available
C1CCCCCCCC(CCCCCC1)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | cyclopentadecanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 4727-17-7 |
| Database ID | 107327 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
cyclopentadecanol (CAS 4727-17-7) 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 107327
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
9 reactions · 9 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b3f416118e494eb5b13d24796090eb7cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2 mmol of N-hydroxyphthalimide and 4 mmol of cumene hydroperoxide are added at a temperature of 130° C. to 200 mmol of cyclopentadecane in a round-bottomed flask having an attached reflux condenser. Air is passed at approximately 15 l/h through the reaction mixture for 8 hours at said temperature. Cyclopentadecanol is obtained at a selectivity of 19% and cyclopentadecanone at a selectivity of 48%, at a cyclopentadecane conversion rate of 46%. an attached reflux condenser
Source ID: ord-b4316f5813ca4db3abf2bfd09b53bc97Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2 mmol of N-hydroxyphthalimide and 4 mmol of cumene hydroperoxide are added at a temperature of 130° C. to 200 mmol of cyclopentadecane in a round-bottomed flask having an attached reflux condenser. Oxygen at approximately 15 l/h is passed through the reaction mixture for 8 hours at said temperature. Cyclopentadecanol is obtained at a selectivity of 20% and cyclopentadecanone at a selectivity of 46%, at a cyclopentadecane conversion rate of 44%. an attached reflux condenser
Source ID: ord-bf29173c1aeb424994a64920367d5bc6Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b3f416118e494eb5b13d24796090eb7cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2 mmol of N-hydroxyphthalimide and 4 mmol of cumene hydroperoxide are added at a temperature of 130° C. to 200 mmol of cyclopentadecane in a round-bottomed flask having an attached reflux condenser. Air is passed at approximately 15 l/h through the reaction mixture for 8 hours at said temperature. Cyclopentadecanol is obtained at a selectivity of 19% and cyclopentadecanone at a selectivity of 48%, at a cyclopentadecane conversion rate of 46%. an attached reflux condenser
Source ID: ord-b4316f5813ca4db3abf2bfd09b53bc97Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2 mmol of N-hydroxyphthalimide and 4 mmol of cumene hydroperoxide are added at a temperature of 130° C. to 200 mmol of cyclopentadecane in a round-bottomed flask having an attached reflux condenser. Oxygen at approximately 15 l/h is passed through the reaction mixture for 8 hours at said temperature. Cyclopentadecanol is obtained at a selectivity of 20% and cyclopentadecanone at a selectivity of 46%, at a cyclopentadecane conversion rate of 44%. an attached reflux condenser
Source ID: ord-bf29173c1aeb424994a64920367d5bc6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5.0 g of cyclopentadecanone (MW 224, 22.3 mmol) were dissolved in 5.0 ml of ethanol, and hydrogenated sodium borate (MW 37.8, 2.5 g) was added thereto over 30 minutes. During this period, the temperature of the reaction mixture increased from 20° C. to 50° C. After reaction for one hour at 50° C., 50 ml of hexane and 50 ml of water were successively added, and the reaction was terminated. The reaction mixture was separated into an aqueous phase and an organic phase. The organic phase was washed twice with water and the solvent was removed under reduced pressure to yield a crude product. 4.57 g of crude product were purified on a silica gel column chromatograph (internal diameter 25 mm×height 190 mm, silica gel 60 manufactured by Nakalai Tesque Co. Ltd.) using hexane:ethyl acetate (9:1, v/v), to give 2.35 g of cyclopentadecanol having a purity of 99.3%. During this period the temperature of the reaction mixture increased from 20° C. to 50° C After reaction for one hour at 50° C. the reaction was terminated The reaction mixture was separated into an aqueous phase The organic phase was washed twice with water the solvent was removed under reduced pressure to yield a crude product 4.57 g of crude product were purified on a silica gel column chromatograph (internal diameter 25 mm×height 190 mm, silica gel 60 manufactured by Nakalai Tesque Co. Ltd.)
Source ID: ord-63a47636517a42099a5c4c752af81803Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2 mmol of N-hydroxyphthalimide and 4 mmol of cumene hydroperoxide are added at a temperature of 130° C. to 200 mmol of cyclopentadecane in a round-bottomed flask having an attached reflux condenser. Air is passed at approximately 15 l/h through the reaction mixture for 8 hours at said temperature. Cyclopentadecanol is obtained at a selectivity of 19% and cyclopentadecanone at a selectivity of 48%, at a cyclopentadecane conversion rate of 46%. an attached reflux condenser
Source ID: ord-b4316f5813ca4db3abf2bfd09b53bc97Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2 mmol of N-hydroxyphthalimide and 4 mmol of cumene hydroperoxide are added at a temperature of 130° C. to 200 mmol of cyclopentadecane in a round-bottomed flask having an attached reflux condenser. Oxygen at approximately 15 l/h is passed through the reaction mixture for 8 hours at said temperature. Cyclopentadecanol is obtained at a selectivity of 20% and cyclopentadecanone at a selectivity of 46%, at a cyclopentadecane conversion rate of 44%. an attached reflux condenser
Source ID: ord-bf29173c1aeb424994a64920367d5bc6PubChem References
These sources are listed in the compound's public database record.
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