21737-13-3

Basic information

• Product Name: 2-Propenal, 3-phenyl-, oxime, (1E)-
• CAS NO: 21737-13-3
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Mol File: 21737-13-3.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 2-Propenal, 3-phenyl-, oxime, (1E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenal, 3-phenyl-, oxime, (1E)-(21737-13-3)
• EPA Substance Registry System: 2-Propenal, 3-phenyl-, oxime, (1E)-(21737-13-3)

Safety Data

• Hazardous Substances Data: 21737-13-3(Hazardous Substances Data)

Upstream product

• 104-55-2 3-phenyl-propenal 
• 14371-10-9 (E)-3-phenylpropenal 
• 1028432-12-3 C₂₂H₃₁NO₃SSi 
• 524-38-9 N-hydroxyphthalimide 
• 96-29-7 ethyl methyl ketone oxime 
• 4335-60-8 (E)-cinnamylamine 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 4360-51-4 cinnamylamine 
• 20707-70-4 cinnamaldehyde-(Z)-oxime 
• 69415-53-8 benzoyl cinnamaldehyde oxime 

Downstream Products

• 131934-06-0 3,3-Diphenyl-propionaldehyde oxime 
• 87094-78-8 (E)-2-(2-phenylethenyl)-1,3-dithiolane 
• 4360-47-8 cinnamonitrile 
• 14371-10-9 (E)-3-phenylpropenal 
• 1885-38-7 cinnamic nitrile 
• 119-65-3 isoquinoline 
• 621-79-4 cinnamamide 
• 129610-15-7 (E)-3-styryl-5-methyl-1,2,4-oxadiazole 
• 129849-64-5 Methyl N-Acetyl-1,2,3,4-tetrahydro-(3S^*,4S^*)-4-phenyl-6-cyanonicotinate 
• 129849-64-5 trans-Methyl N-Acetyl-1,2,3,4-tetrahydro-4-phenyl-6-cyanonicotinate 
• 129849-58-7 N-Acetyl-1,2,3,4-tetrahydro-(2R^*,3S^*,4S^*)-2-methyl-3,4-diphenyl-6-cyanopyridine 
• 129849-58-7 N-Acetyl-1,2,3,4-tetrahydro-(2S^*,3S^*,4S^*)-2-methyl-3,4-diphenyl-6-cyanopyridine 
• 129849-58-7 N-Acetyl-1,2,3,4-tetrahydro-(2S^*,3R^*,4S^*)-2-methyl-3,4-diphenyl-6-cyanopyridine 
• 129849-58-7 N-Acetyl-1,2,3,4-tetrahydro-(2R^*,3R^*,4S^*)-2-methyl-3,4-diphenyl-6-cyanopyridine 

Relevant articles and documents

Selective and facile synthesis of α,β-unsaturated nitriles and amides with N-hydroxyphthalimide as the nitrogen source

The direct conversion of α,β-unsaturated aldehydes to corresponding nitriles promoted by Pd(OAc)2 and phthalic acid which was hydrolyzed from N-hydroxyphthalimide (NHPI) has been disclosed. Additionally, it was found that when water was used as the solvent, α,β-unsaturated amides was obtained as the main products in good to excellent yields. It was first reported that NHPI was utilized as the nitrogen source to synthesize α,β-unsaturated nitriles and amides from aldehydes. Control experiment demonstrated that aldehydes undergo a process of oximation and dehydration to form nitriles and amides.

Br?nsted acid catalyzed transoximation reaction: Synthesis of aldoximes and ketoximes without use of hydroxylamine salts

The transoximation reaction enables the transfer of an oxime to a carbonyl compound and is catalyzed by transoximase in the pupae of the silkworm. Inspired by this bio-synthetic pathway, we achieved the transoximation of oximes to aldehydes and ketones catalyzed by a Br?nsted acid under mild conditions. Hydroxylamine salt, which necessitates a stoichiometric amount of base, was not required. NMR analysis clarified that this reaction proceeded through hydroxylamines generated by the successive hydrolysis of the oxime in situ. In addition, an environmentally benign method for catalytic transoximation was demonstrated in aqueous medium on a one hundred gram scale and the reaction filtrate containing the catalyst was recovered and reused over 10 times.

One-pot two-step sequential transformation: Highly efficient construction of o-2,3,5,6-tetrafluorobenzonitrile substituted oximes ethers

A practical variety of o-2,3,5,6-tetrafluorobenzonitrile substituted oximes ethers bearing broad functional groups were synthesized in moderate to good yields. The key highlight of this disclosure involving a one-pot two-step tandem procedure in aqueous media: the in situ formation of aryl aldehydes or ketones oximes followed by the SNAr reaction with pentafluorobenzonitrile via the high selective CF bond cleavage.