18322-86-6

Basic information

• Product Name: benzaldoxime benzoate
• Synonyms: benzaldoxime benzoate
• CAS NO: 18322-86-6
• Molecular Weight: 225.247
• Mol File: 18322-86-6.mol

Chemical Properties

• CAS DataBase Reference: benzaldoxime benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: benzaldoxime benzoate(18322-86-6)
• EPA Substance Registry System: benzaldoxime benzoate(18322-86-6)

Safety Data

• Hazardous Substances Data: 18322-86-6(Hazardous Substances Data)

Upstream product

• 932-90-1 syn-benzaldehyde oxime 
• 622-32-2 (Z)-benzaldehyde oxime 
• 98-88-4 benzoyl chloride 
• 7553-56-2 iodine 
• 71-43-2 benzene 
• 60-29-7 diethyl ether 
• 13591-25-8 dibenzylidene-diazoxane-N-oxide 
• 119-61-9 benzophenone 
• 16061-96-4 O-benzoyl benzaldehyde oxime ester 

Downstream Products

• 100-47-0 benzonitrile 
• 932-90-1 syn-benzaldehyde oxime 
• 65-85-0 benzoic acid 

Relevant articles and documents

Elimination Reactions of (E)- and (Z)-Benzaldehyde O-Benzoyloximes. Transition State Differences for the Syn- and Anti-Eliminations Forming Nitriles

Elimination reactions of (E)- and (Z)-benzaldehyde O-benzoyloximes 1 and 2 with DBU in MeCN have been investigated kinetically. The reactions are second order and exhibit substantial values of Hammett ρ and kH/kD values, and an E2 mechanism is evident. The rate of elimination from 2 is approximately 36000 fold faster than that from 1. For reactions of 1 with DBU in MeCN, kH/kD = 3.3 ± 0.2, Hammett ρ value of 2.19 ± 0.05, β1g = -0.49 ± 0.02, ΔH? = 10.4 ± 0.6 kcal/mol, and ΔS? = -34.3 ± 2.6 eu have been determined. The corresponding values for 2 are kH/kD = 7.3 ± 0.2, ρ = 1.21 ± 0.05, β1g = -0.40 ± 0.01, ΔH? = 6.8 ± 0.5 kcal/mol, and ΔS? = -25.8 ± 1.9 eu, respectively. The results indicate that the anti-eliminations from 2 proceed via more symmetrical transition states with smaller degrees of proton transfer and Nα-OC (O)Ar bond cleavage, less negative charge development at the β-carbon, and a greater extent of triple bond formation than that for the syn-elimination.

Initiators based on benzaldoximes: Bimolecular and covalently bound systems

Typical bimolecular photoinitiators (PIs) for radical polymerization of acrylates show only poor photoreactivity because of the undesired effect of back electron transfer. To overcome this limitation, PIs consisting of a benzaldoxime ester and various sensitizers based on aromatic ketones were introduced. The core of the photoinduced reactivity was established by laser flash photolysis, photo-CIDNP, and EPR experiments at short time scales. According to these results, the primarily formed iminyl radicals are not particularly active. The polymerization is predominantly initiated by C-centered radicals. Photo-DSC experiments show reactivities comparable to that of classical monomolecular type I PIs like Darocur 1173.