107557-73-3

Basic information

• Product Name: meso-Bis(2,2-dimethyl-1-phenylpropyl)diazen
• CAS NO: 107557-73-3
• Molecular Weight: 322.494
• Mol File: 107557-73-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: meso-Bis(2,2-dimethyl-1-phenylpropyl)diazen(CAS DataBase Reference)
• NIST Chemistry Reference: meso-Bis(2,2-dimethyl-1-phenylpropyl)diazen(107557-73-3)
• EPA Substance Registry System: meso-Bis(2,2-dimethyl-1-phenylpropyl)diazen(107557-73-3)

Safety Data

• Hazardous Substances Data: 107557-73-3(Hazardous Substances Data)

Upstream product

• 55043-67-9 Pivalophenonazin 
• 107655-46-9 meso-Bis(1-chlor-2,2-dimethyl-1-phenylpropyl)diazen 

Downstream Products

• 68525-40-6 C₁₁H₁₅ 

Relevant articles and documents

Application of Force Field Calculations, 7. - Synthesis and Thermolysis of 1,1'-Disubstitueted trans-Azoneopentanes. - Steric and Resonance Effects of the Substituents on the Thermal Stability of Secondary Azoalkanes

A number of secondary azoalkanes 1, R1R2CH-N=N-CHR1R2, R1 = t-C4H9, R2 = aryl (meso- and D,L-1a-i) and R2 = cyclo-C6H11 (D,L-1k), have been synthesized by partial catalytic hydrogenation of the corresponding ketazines.The configuration of 1 was elucidated by photolysis of crystalline samples of 1, which yielded the dimers 6 with retention of configuration.The kinetics of thermal fragmentation of 1a-k and of 1n (R1 = CH3, R2 = C6H5) into the radicals 7 was followed by DSC.The activation parameters were determined by fitting theoretical curves to the experimental data with the help of a computer program. - The rate of decomposition of 1 with R1, R2 = alkyl is sterically accelarated by increasing size of the substituents (back strain), but the fragmentation of 1a-i (R2 = aryl) is sterically inhibited, e.g. k 2 = C6H5, R1 = t-C4H9)>/k 2 = C6H5, R1 = CH3)> = 10-2.The strain enthalpies Hs of 1 and 7 were calculated by the force field method.The results show that both steric effects are a result of the change in strain during the reaction s = 2Hs(7) - Hs(1)>.A fraction of 0.5 - 0.6 of Ds contributes to ΔG excit. (150 deg C), thus effecting the rate of the reaction.The large positiv value of Ds for R2 = aryl e.g.Ds (1a) = 7.8 kcal/mol, results from a strong repulsion between R1 and R2 in 7 due to the coplanar arrangement of the aryl ring with the radical center. - The resonance effect on the rate of thermolysis has a similar magnitude for R2 = phenyl, p-X-C6H4 (X = Cl, OCH3, t-C4H9, C6H5) and 2-naphthyl, but is considerable stronger for R2 = 1-naphthyl.The measured effect corresponds to a resonance stabilisation of 1-naphthylmethyl radicals by additional 4.5 kcal/mol, compared to benzyl radicals.