Reaction #4091753
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d958b60d375f4ff78a217fc6e1e1fadcNo renderable structure data available
C(CCCCCS)CCCCCBrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 11-Bromo-1-undecanethiol |
|---|---|
| IUPAC Name | — |
| CAS Number | 116129-34-1 |
| Database ID | 21477418 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
11-Bromo-1-undecanethiol (CAS 116129-34-1) 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 21477418
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
7 reactions · 7 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d958b60d375f4ff78a217fc6e1e1fadcConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d958b60d375f4ff78a217fc6e1e1fadcConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 11-Bromo-1-undecanethiol was synthesized in two steps (see FIG. 11). First, 11-bromo-1-undecene (5.0 g) was converted to a thioacetate by reacting with AiBN (1.5 g) and thioacetic acid (10 mL) in toluene (50 mL). The reaction was run under Ar and refluxed for 2 h. The solution was washed with excess water and the toluene removed by rotary evaporation. The thioacetate was converted into a thiol by exposing the 11-bromo-1-undecanethioacetate to dry HCl. Acetyl chloride (6 mL) was added dropwise to dry methanol in an ice bath under Ar. The solution was allowed to warm to room temperature and the reaction progressed for approximately 6 h. Methylene chloride and water were added and the methylene chloride layer was washed several times with water. The solvent was removed by rotary evaporation. refluxed for 2 h The solution was washed with excess water the toluene removed by rotary evaporation Acetyl chloride (6 mL) was added dropwise to dry methanol in an ice bath under Ar Methylene chloride and water were added the methylene chloride layer was washed several times with water The solvent was removed by rotary evaporation
Source ID: ord-df63372ae4c048e993370a05e453cbcfConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 11-Bromo-1-undecanethiol was synthesized in two steps (see FIG. 11). First, 11-bromo-1-undecene (5.0 g) was converted to a thioacetate by reacting with AiBN (1.5 g) and thioacetic acid (10 mL) in toluene (50 mL). The reaction was run under Ar and refluxed for 2 h. The solution was washed with excess water and the toluene removed by rotary evaporation. The thioacetate was converted into a thiol by exposing the 11-bromo-1-undecanethioacetate to dry HCl. Acetyl chloride (6 mL) was added dropwise to dry methanol in an ice bath under Ar. The solution was allowed to warm to room temperature and the reaction progressed for approximately 6 h. Methylene chloride and water were added and the methylene chloride layer was washed several times with water. The solvent was removed by rotary evaporation. refluxed for 2 h The solution was washed with excess water the toluene removed by rotary evaporation Acetyl chloride (6 mL) was added dropwise to dry methanol in an ice bath under Ar Methylene chloride and water were added the methylene chloride layer was washed several times with water The solvent was removed by rotary evaporation
Source ID: ord-501926a45df84413a8afc8f04ef64956Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 11-Bromo-1-undecanethiol was synthesized in two steps (see FIG. 11). First, 11-bromo-1-undecene (5.0 g) was converted to a thioacetate by reacting with AiBN (1.5 g) and thioacetic acid (10 mL) in toluene (50 mL). The reaction was run under Ar and refluxed for 2 h. The solution was washed with excess water and the toluene removed by rotary evaporation. The thioacetate was converted into a thiol by exposing the 11-bromo-1-undecanethioacetate to dry HCl. Acetyl chloride (6 mL) was added dropwise to dry methanol in an ice bath under Ar. The solution was allowed to warm to room temperature and the reaction progressed for approximately 6 h. Methylene chloride and water were added and the methylene chloride layer was washed several times with water. The solvent was removed by rotary evaporation. refluxed for 2 h The solution was washed with excess water the toluene removed by rotary evaporation Acetyl chloride (6 mL) was added dropwise to dry methanol in an ice bath under Ar Methylene chloride and water were added the methylene chloride layer was washed several times with water The solvent was removed by rotary evaporation
Source ID: ord-5ed9726d14f74632a66fe4c839f8e715Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 11-Bromo-1-undecanethiol was synthesized in two steps (see FIG. 11). First, 11-bromo-1-undecene (5.0 g) was converted to a thioacetate by reacting with AiBN (1.5 g) and thioacetic acid (10 mL) in toluene (50 mL). The reaction was run under Ar and refluxed for 2 h. The solution was washed with excess water and the toluene removed by rotary evaporation. The thioacetate was converted into a thiol by exposing the 11-bromo-1-undecanethioacetate to dry HCl. Acetyl chloride (6 mL) was added dropwise to dry methanol in an ice bath under Ar. The solution was allowed to warm to room temperature and the reaction progressed for approximately 6 h. Methylene chloride and water were added and the methylene chloride layer was washed several times with water. The solvent was removed by rotary evaporation. refluxed for 2 h The solution was washed with excess water the toluene removed by rotary evaporation Acetyl chloride (6 mL) was added dropwise to dry methanol in an ice bath under Ar Methylene chloride and water were added the methylene chloride layer was washed several times with water The solvent was removed by rotary evaporation
Source ID: ord-9a6e5a1e15f64d83b4ceaec26a5247d9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 11-Bromo-1-undecanethiol was synthesized in two steps (see FIG. 11). First, 11-bromo-1-undecene (5.0 g) was converted to a thioacetate by reacting with AiBN (1.5 g) and thioacetic acid (10 mL) in toluene (50 mL). The reaction was run under Ar and refluxed for 2 h. The solution was washed with excess water and the toluene removed by rotary evaporation. The thioacetate was converted into a thiol by exposing the 11-bromo-1-undecanethioacetate to dry HCI. Acetyl chloride (6 mL) was added dropwise to dry methanol in an ice bath under Ar. The solution was allowed to warm to room temperature and the reaction progressed for approximately 6 h. Methylene chloride and water were added and the methylene chloride layer was washed several times with water. The solvent was removed by rotary evaporation. refluxed for 2 h The solution was washed with excess water the toluene removed by rotary evaporation to dry HCI Acetyl chloride (6 mL) was added dropwise to dry methanol in an ice bath under Ar Methylene chloride and water were added the methylene chloride layer was washed several times with water The solvent was removed by rotary evaporation
Source ID: ord-af74e981b3b24341819dd11b20b0b929PubChem References
These sources are listed in the compound's public database record.
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