Reaction #4124203
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bcde725fbe7f4a89b6bad885b9871987No renderable structure data available
CCCCCC#NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | hexanenitrile |
|---|---|
| IUPAC Name | — |
| CAS Number | 628-73-9 |
| Database ID | 12352 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
hexanenitrile (CAS 628-73-9) 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 12352
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-bcde725fbe7f4a89b6bad885b9871987Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8.41 g (95.4 mmoles) of 1,2-diamino-2-methylpropane, 7.4 g (76.16 mmoles) of hexanenitrile and 0.4 ml of carbon disulfide were heated at 125° C. for 24 hours and then worked up as under Example 23. Distillation at 105°-107° C./0.5 mm gave 9.4 g (73.4%) of product. Distillation at 105°-107° C./0.5 mm
Source ID: ord-774414b09cb54582b80ce98d82d5fa71Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8.41 g (95.4 mmoles) of 1,2-diamino-2-methylpropane, 7.4 g (76.16 mmoles) of hexanenitrile and 0.4 ml of carbon disulfide were heated at 125° C. for 24 hours and then worked up as under Example 23. Distillation at 105°-107° C./0.5 mm gave 9.4 g (73.4%) of product. Distillation at 105°-107° C./0.5 mm
Source ID: ord-774414b09cb54582b80ce98d82d5fa71Conditions: 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-5dac6adbfadc472fa1136602ebb1d453Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 0.93 g (13.4 mmol) of hydroxylamine hydrochloride in 11 mL of isopropyl alcohol, 1.66 g (19.78 mmol) of sodium bicarbonate was added. The resulting mixture was stirred at 25° C. to 30° C. for 10-15 min. 1.0 g (8.9 mmol) of hexanenitrile was added and stirred at 80° C. to 85° C. for 3-4 h. After completion of the reaction, the reaction mixture was cooled to 25° C. to 30° C., filtered and washed with 2 mL of isopropyl alcohol. The filtrate was collected and distilled out completely to obtain a crude residue, which was chased with 5 mL of toluene, to yield the title compound. stirred at 80° C. to 85° C. for 3-4 h After completion of the reaction the reaction mixture was cooled to 25° C. to 30° C. filtered washed with 2 mL of isopropyl alcohol The filtrate was collected distilled out completely to obtain a crude residue, which
Source ID: ord-94393496b6614b9f9ac5cc691ce5fcfeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 0.107 g (15.4 mmol) of hydroxylamine hydrochloride in 11 mL of isopropyl alcohol, 1.90 g (22.64 mmol) of sodium bicarbonate was added. The resulting mixture was stirred at 25° C. to 30° C. for 10-15 min. 1.0 g (10.2 mmol) of hexanenitrile was added and stirred at 80° C. to 85° C. for 3-4 h. After the reaction period, the reaction mixtures was cooled to 25° C. to 30° C., filtered and washed with 2 mL of isopropyl alcohol. The filtrate was collected and distilled out completely to obtain a crude residue. The residue with chased with 5 mL of toluene, to yield the title compound. stirred at 80° C. to 85° C. for 3-4 h After the reaction period the reaction mixtures was cooled to 25° C. to 30° C. filtered washed with 2 mL of isopropyl alcohol The filtrate was collected distilled out completely to obtain a crude residue
Source ID: ord-78c50ea9f043450bbc4ac28dbc99e005Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 0.107 g (15.4 mmol) of hydroxylamine hydrochloride in 11 mL of isopropyl alcohol, 1.90 g (22.64 mmol) of sodium bicarbonate was added. The resulting mixture was stirred at 25° C. to 30° C. for 10-15 min. 1.0 g (10.2 mmol) of hexanenitrile was added and stirred at 80° C. to 85° C. for 3-4 h. After the reaction period, the reaction mixtures was cooled to 25° C. to 30° C., filtered and washed with 2 mL of isopropyl alcohol. The filtrate was collected and distilled out completely to obtain a crude residue. The residue with chased with 5 mL of toluene, to yield the title compound. stirred at 80° C. to 85° C. for 3-4 h After the reaction period the reaction mixtures was cooled to 25° C. to 30° C. filtered washed with 2 mL of isopropyl alcohol The filtrate was collected distilled out completely to obtain a crude residue
Source ID: ord-78c50ea9f043450bbc4ac28dbc99e005Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2,2-Dimethylhex-1-ylamine--A solution of capronitrile (25 g., 0.26 mole) and methyl iodide (75 g., 0.53 Mole) in 80 ml. of dry toluene is warmed to 80° and treated gradually with a suspension of sodium amide (25.4 g., 0.65 mole) in 100 ml. of toluene at a rate sufficient to maintain general reflux. After addition is complete, the mixture is stirred and refluxed for an additional 2 hr. period, cooled and treated with 150 ml. of water. The organic layer is separated, washed with water and dried over magnesium sulfate. Concentration of the dried solution under reduced pressure and distillation of residual material affords an 81% yield of 2,2-dimethylcapronitrile. reflux After addition refluxed for an additional 2 hr period, cooled treated with 150 ml The organic layer is separated washed with water dried over magnesium sulfate Concentration of the dried solution under reduced pressure and distillation of residual material
Source ID: ord-5bd37b2088b54876b42705cb51901d8cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bcde725fbe7f4a89b6bad885b9871987Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2,2-Dimethylhex-1-ylamine--A solution of capronitrile (25 g., 0.26 mole) and methyl iodide (75 g., 0.53 Mole) in 80 ml. of dry toluene is warmed to 80° and treated gradually with a suspension of sodium amide (25.4 g., 0.65 mole) in 100 ml. of toluene at a rate sufficient to maintain general reflux. After addition is complete, the mixture is stirred and refluxed for an additional 2 hr. period, cooled and treated with 150 ml. of water. The organic layer is separated, washed with water and dried over magnesium sulfate. Concentration of the dried solution under reduced pressure and distillation of residual material affords an 81% yield of 2,2-dimethylcapronitrile. reflux After addition refluxed for an additional 2 hr period, cooled treated with 150 ml The organic layer is separated washed with water dried over magnesium sulfate Concentration of the dried solution under reduced pressure and distillation of residual material
Source ID: ord-5bd37b2088b54876b42705cb51901d8cConditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of about 3.24 grams cadmium oxide, about 3.00 grams acetic acid, about 64.8 grams ethanolamine, and about 98.2 grams hexanenitrile is heated and stirred under nitrogen at about 120 degrees C. to 125 degrees C. for about two days. The liquid is decanted from the catalyst and distilled under vacuum. The fraction boiling at about 86 degrees C. to about 93 degrees C. at about 28 mmHg to about 30 mm Hg is collected. is heated to 125 degrees C The liquid is decanted from the catalyst distilled under vacuum to about 93 degrees C at about 28 mmHg to about 30 mm Hg is collected
Source ID: ord-78d9ab365af94d6a8efb1647285bb012PubChem References
These sources are listed in the compound's public database record.
Related Products
12 related records
CAS 111-69-3
CAS 903903-26-4
CAS 1675-69-0
CAS 629-40-3
CAS 110-59-8
CAS 5399-02-0
CAS 124-12-9
CAS 1871-96-1
CAS 646-20-8
CAS 629-60-7
CAS 2243-27-8
CAS 629-08-3
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.
