Reaction #3881771
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1439563114674918b3a55567019e2a0fNo renderable structure data available
CCC(=NO)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N-butan-2-ylidenehydroxylamine |
|---|---|
| IUPAC Name | — |
| CAS Number | 96-29-7 |
| Database ID | 7292 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N-butan-2-ylidenehydroxylamine (CAS 96-29-7) 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 7292
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-1439563114674918b3a55567019e2a0fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 60% ethyl acetate/methyl isobutyl ketone (1/1) solution (an NCO equivalent of 445) of a blocked isocyanate prepared by blocking a polyisocyanate formed by the reaction between 1 mole of trimethylolpropane and 3 moles of hexamethylene diisocyanate with methyl ethyl ketoxime.
Source ID: ord-a17b90e480af4ea9a79ef579459ff9d9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 60% ethyl acetate/methyl isobutyl ketone (1/1) solution (an NCO equivalent of 445) of a blocked isocyanate prepared by blocking a polyisocyanate formed by the reaction between 1 mole of trimethylolpropane and 3 moles of hexamethylene diisocyanate with methyl ethyl ketoxime.
Source ID: ord-a17b90e480af4ea9a79ef579459ff9d9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of methylethylketone oxime (4.6 g, 0.053 mol) in dry THF (30 ml) is added finely powdered NaOH (0.15 g) and dicyclohexylcarbodiimide (10.3 g, 0.05 mol). The mixture is then stirred 5 h at room temperature under argon. The turbid mixture is thereafter filtered and evaporated under reduced pressure. The residue is stirred 10 minutes with acetonitrile (30 ml), the acetonitrile phase is then discarded, the oily residue is dissolved in dichloromethane (30 ml), filtered and evaporated to afford 11.24 g of the title compound as a slightly yellow liquid. The turbid mixture is thereafter filtered evaporated under reduced pressure The residue is stirred 10 minutes with acetonitrile (30 ml) the oily residue is dissolved in dichloromethane (30 ml) filtered evaporated
Source ID: ord-b2b7ffe8d0ac466f9de16d28d9faa758Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of methylethylketone oxime (4.6 g, 0.053 mol) in dry THF (30 ml) is added finely powdered NaOH (0.15 g) and dicyclohexylcarbodiimide (10.3 g, 0.05 mol). The mixture is then stirred 5 h at room temperature under argon. The turbid mixture is thereafter filtered and evaporated under reduced pressure. The residue is stirred 10 minutes with acetonitrile (30 ml), the acetonitrile phase is then discarded, the oily residue is dissolved in dichloromethane (30 ml), filtered and evaporated to afford 11.24 g of the title compound as a slightly yellow liquid. The turbid mixture is thereafter filtered evaporated under reduced pressure The residue is stirred 10 minutes with acetonitrile (30 ml) the oily residue is dissolved in dichloromethane (30 ml) filtered evaporated
Source ID: ord-b2b7ffe8d0ac466f9de16d28d9faa758Conditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction mixture comprising the methacryloyl isocyanate/methyl methacrylate/styrene/butyl acrylate copolymer as above obtained was cooled to 10° C., and a solution of methylethylketoxime (3.2 g) in toluene (22 g) was dropwise added thereto, whereby a copolymer of methylethylketoxime-blocked methacryloyl isocyanate with methyl methacrylate, styrene and butyl acrylate was produced. Mn, 6500. above obtained
Source ID: ord-570eb682584f4ed1a87eba93f03bc02bConditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction mixture comprising the methacryloyl isocyanate/methyl methacrylate/styrene/butyl acrylate copolymer as above obtained was cooled to 10° C., and a solution of methylethylketoxime (3.2 g) in toluene (22 g) was dropwise added thereto, whereby a copolymer of methylethylketoxime-blocked methacryloyl isocyanate with methyl methacrylate, styrene and butyl acrylate was produced. Mn, 6500. above obtained
Source ID: ord-570eb682584f4ed1a87eba93f03bc02bConditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction mixture comprising the methacryloyl isocyanate/methyl methacrylate/styrene/butyl acrylate copolymer as above obtained was cooled to 10° C., and a solution of methylethylketoxime (3.2 g) in toluene (22 g) was dropwise added thereto, whereby a copolymer of methylethylketoxime-blocked methacryloyl isocyanate with methyl methacrylate, styrene and butyl acrylate was produced. Mn, 6500. above obtained
Source ID: ord-570eb682584f4ed1a87eba93f03bc02bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture conditioned at a temperature of 80° C. of 86.1 g of 2-butanone oxime and 120 mg of “Borchi catalyst” (catalyst VP 0244 from Borchers GmbH, Langenfeld) was admixed over the course of 60 min with 150 g of (isocyanatomethyl)trimethoxysilane. After the end of the addition the mixture was stirred at the temperature stated for a further 60 min and excess 2-butanone oxime was removed by distillation. This gave N-[(trimethoxysilyl)methyl]carbamoylmethyl ethyl ketone oxime in quantitative yield with a purity of >95% (analysis by 29Si and 1H NMR). After the end of the addition the mixture excess 2-butanone oxime was removed by distillation
Source ID: ord-cd3c39665c224266962b604f3c5258ceConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture conditioned at a temperature of 80° C. of 86.1 g of 2-butanone oxime and 120 mg of “Borchi catalyst” (catalyst VP 0244 from Borchers GmbH, Langenfeld) was admixed over the course of 60 min with 150 g of (isocyanatomethyl)trimethoxysilane. After the end of the addition the mixture was stirred at the temperature stated for a further 60 min and excess 2-butanone oxime was removed by distillation. This gave N-[(trimethoxysilyl)methyl]carbamoylmethyl ethyl ketone oxime in quantitative yield with a purity of >95% (analysis by 29Si and 1H NMR). After the end of the addition the mixture excess 2-butanone oxime was removed by distillation
Source ID: ord-cd3c39665c224266962b604f3c5258ceConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of methacryloyl isocyanate (2.22 g; 20 mmol) in 1,2-dichloroethane (7.7 g), methylethylketone oxime (1.74 g; 20 mmol) was dropwise added under nitrogen stream while cooling with ice. After completion of the addition, the solvent was removed under reduced pressure to give 2-methacryloylcarbamoyloxyiminobutane (3.80 g) as a pale yellow liquid. Viscosity, 4600 cp. while cooling with ice After completion of the addition the solvent was removed under reduced pressure
Source ID: ord-d8fc1f7a347c41f99ec761f42dc2bed8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a four-necked flask provided with a stirrer, a condenser and a thermometer are charged 1500 parts of 3-methylpentane adipate having a molecular weight of 500, 134 parts of trimethylol propane and 1464 parts of tetramethylxylylene isocyanate. Thereafter, they are warmed to 100° C. and reacted for 5 hours to obtain polyfunctional terminal isocyanate prepolymer (ratio of NCO content 4.1%). Then, the temperature of the product is rendered into 60° C. and 174 parts of β-hydroxyethyl methacrylate is added to conduct the reaction for 2 hours. Thereafter, 130 parts of methylethyl ketoxime is further added to conduct the reaction for 2 hours, whereby there is obtained urethane acrylate. is rendered into 60° C. the reaction for 2 hours the reaction for 2 hours
Source ID: ord-f3bdbcb3bb0a43fba0414bebe8a8c802PubChem References
These sources are listed in the compound's public database record.
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