Reaction #3876074
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9c575e9822334ee696fe0adc316b2bd0No renderable structure data available
CCCCCCCCCCCC#NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | dodecanenitrile |
|---|---|
| IUPAC Name | — |
| CAS Number | 2437-25-4 |
| Database ID | 17092 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
dodecanenitrile (CAS 2437-25-4) 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 17092
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-9c575e9822334ee696fe0adc316b2bd0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-7b73303776e142b1a21622f14099f985Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.31 g (100 mmoles) of undecyl cyanide, 11 g (125 mmoles) of 1,2-diamino-2-methylpropane and 0.5 ml of carbon disulfide were heated at 125° C. for 24 hrs. and then worked up as under Example 23. Distillation at reduced pressure gave 19.66 g (78%) of the product. Distillation at reduced pressure
Source ID: ord-5033a1029d18466ba36806c9e6bafe4fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.13 g (100 mmoles) of undecyl cyanide, 9.3 g (125 mmoles) of 1,2-diaminopropane and 0.5 ml of carbon disulfide were heated to 125° C. for 24 hrs. and then worked up as mentioned under Example 23. Kugelrohr distillation at 163°-165° C./1.2-1.4 mm Hg gave 17.85 g (75%) of product. Kugelrohr distillation at 163°-165° C./1.2-1.4 mm Hg
Source ID: ord-1057eca2c9d04dafbcd0bf8bba736016Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.13 g (100 mmoles) of undecyl cyanide, 9.3 g (125 mmoles) of 1,2-diaminopropane and 0.5 ml of carbon disulfide were heated to 125° C. for 24 hrs. and then worked up as mentioned under Example 23. Kugelrohr distillation at 163°-165° C./1.2-1.4 mm Hg gave 17.85 g (75%) of product. Kugelrohr distillation at 163°-165° C./1.2-1.4 mm Hg
Source ID: ord-1057eca2c9d04dafbcd0bf8bba736016Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.324 g of Undecyl cyanide, 15.12 g of N-isopropylethylenediamine and 0.5 ml of carbon disulfide were heated at 125° C. for 24 hrs. and worked up as mentioned under Example 23, followed by distillation at 150° C./1.2 mm gave 21.93 g (82.3%) of the product. followed by distillation at 150° C./1.2 mm
Source ID: ord-5be30f23cd2449618966b040ed7cfe5fConditions: temp:125.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 18.32 g (100 mmoles) of undecyl cyanide, 8.5 ml (127 mmole) of ethylenediamine and 0.5 ml of carbon disulfide were mixed and heated in an oil bath at 125° C. for 24 hours. The reaction mixture was cooled, treated with dilute hydrochloric acid and treated with charcoal. The light yellow filtrate was basified and extracted with ethyl acetate, the organic extracts dried over magnesium sulfate and concentrated. The residue was Kugelrohr distilled and then recrystallized from toluene. Yield 13.7 g (61.1%), m.p. 82° C. The reaction mixture was cooled extracted with ethyl acetate the organic extracts dried over magnesium sulfate concentrated distilled recrystallized from toluene
Source ID: ord-943ce12ebd2041cd86c6019a146b7763Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 25 g (137.9 mmoles) of undecyl cyanide was treated with 15.2 ml (165 mmoles) of DL-2-amino-1-butanol in presence of 919 mg (3.54 mmoles) of cadmium acetate dihydrate in 1-butanol as outlined under Example 1. 31.31 g (89.6%) of product was obtained on distillation at 124°-125° C./1.2-1.4 mm Hg.
Source ID: ord-8914f7dabadf434ab6e49ee2880f2582Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 25 g (137.9 mmoles) of undecyl cyanide was treated with 15.2 ml (165 mmoles) of DL-2-amino-1-butanol in presence of 919 mg (3.54 mmoles) of cadmium acetate dihydrate in 1-butanol as outlined under Example 1. 31.31 g (89.6%) of product was obtained on distillation at 124°-125° C./1.2-1.4 mm Hg.
Source ID: ord-8914f7dabadf434ab6e49ee2880f2582Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.9 g (60 mmoles) of undecyl cyanide was treated with 5 g (66.6 mmoles) of DL-2-amino-1-propanol in presence of 400 mg (1.5 mmoles) of cadmium acetate dihydrate in 1-butanol as outlined under Example 1. 13.2 g (92%) of product was obtained on distillation at 115°-117° C./1-1.5 mm Hg.
Source ID: ord-8fcaecc793d94a60abd145079f17f86aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 9.72 g (100 mmoles) of hexanenitrile was substituted for undecyl cyanide in Example 1 and the reaction was repeated with 6.11 g (100 mmoles) of ethanolamine and 549 mg (2.5 mmoles) of zinc acetate dihydrate under identical conditions. At the end of the reaction the product was worked up as before and distilled at 73° C./10 mm to give 8.2 g (60%) of 2-pentyl-2-oxazoline. At the end of the reaction the product distilled at 73° C./10 mm
Source ID: ord-5dac6adbfadc472fa1136602ebb1d453Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 9.72 g (100 mmoles) of hexanenitrile was substituted for undecyl cyanide in Example 1 and the reaction was repeated with 6.11 g (100 mmoles) of ethanolamine and 549 mg (2.5 mmoles) of zinc acetate dihydrate under identical conditions. At the end of the reaction the product was worked up as before and distilled at 73° C./10 mm to give 8.2 g (60%) of 2-pentyl-2-oxazoline. At the end of the reaction the product distilled at 73° C./10 mm
Source ID: ord-5dac6adbfadc472fa1136602ebb1d453PubChem References
These sources are listed in the compound's public database record.
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