102146-13-4

Upstream product

• 371965-34-3 C₁₁H₁₂ClNO₃ 
• 1019337-61-1 C₁₁H₁₄ClNO₃ 
• 1269766-21-3 C₇H₄ClNO₂*C₉H₁₂O₃ 
• 39184-67-3 3-chloro-3-(p-nitrophenyl)diazirine 

Downstream Products

• 59452-95-8 cyanodichloromethyl radical 
• 73157-59-2 C₇H₄Cl₂NO₂ 
• 108604-19-9 (1S,2S)-3-Chloro-3-(4-nitro-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester 
• 1269766-21-3 C₇H₄ClNO₂*C₉H₁₂O₃ 
• 371965-34-3 C₁₁H₁₂ClNO₃ 
• 1019337-61-1 C₁₁H₁₄ClNO₃ 
• 73157-59-2 C₇H₄Cl₂NO₂^(1-) 
• 122-04-3 4-nitro-benzoyl chloride 
• 135041-40-6 C₁₁H₁₂ClNO₄ 
• 124125-70-8 C₁₄H₁₁ClO 
• 138061-25-3 chloro(p-nitrophenyl)oxiranone 
• 122277-66-1 4-nitrophenylchloropyridinium ylide 

Relevant academic research and scientific papers

O -ylide and π-complex formation in reactions of a carbene with dibenzo and monobenzo crown ethers

Reactions of p-nitrophenylchlorocarbene (PNPCC) with various dibenzo crown ethers produce O-ylides and π-complexes; the reactions can be followed via the spectral signatures of the carbene and the products. The O-ylides form most rapidly, but over time th

Matrix and time-resolved infrared spectroscopy of chloro-p-nitrophenylcarbene and related species

Chloro-p-nitrophenyldiazirine (2) was deposited in an argon matrix. Photolysis (350 nm) releases chloro-p-nitrophenylcarbene (1) as a persistent species. The IR and UV-vis spectra of carbene 1 were obtained, and the IR spectrum was adequately simulated by

Reversible O -ylide formation in carbene/ether reactions

p-Nitrophenylchlorocarbene reacted reversibly with diethyl ether, di-n-propyl ether, or tetrahydrofuran (THF) to form O-ylides, which were visualized by their UV-visible spectroscopic signatures. Equilibrium constants (Keq) were determined spectroscopically and ranged from 0.10 M -1 (di-n-propyl ether) to 7.5 M-1 (THF) at 295 K. Studies of Keq as a function of temperature afforded δHo, δSo, and δGo for the di-n-propyl ether and THF/O-ylide equilibria. δHo was favorable for ylide formation, but δSo was quite negative, so that δGos for the equilibria were small. Electronic structure calculations based on density functional theory provided structures, spectroscopic signatures, and energetics for the carbene/ether O-ylides.

Hammett analysis of a family of carbene-carbene complex equilibria

p-X-substituted phenylchlorocarbenes (X = NO2, CF3, Cl, H, Me, and MeO) form π-type complexes with trimethoxybenzene in pentane. The carbenes and complexes are in equilibrium, and logarithms of the measured equilibrium constants are well correlated by Hammett σp constants with ρ = 2.48. The carbene complexes are characterized by UV-vis spectroscopy, and computational analysis is afforded by DFT calculations.(Figure Presented)

Hammett studies of aryldichloromethide carbanion reactions

Rate constants were measured for the capture of para-substituted phenylchlorocarbenes by chloride ions to form aryldichloromethide carbanions and for the additions of these carbanions to acrylonitrile. Hammett analyses give ρ = +0.86 for the former reacti

Spin selectivity in the oxygenation of singlet phenylhalocarbenes with oxygen

Singlet phenylhalocarbenes are shown to react with triplet oxygen and the apparent spin-forbidden oxygenation rates are strongly dependent on substituents, i.e. in the decreasing order of Br>Cl?F for halogen and of p-NO2>H?p-MeO for p-substituents. These results suggest the oxygenation of triplet halocarbene equilibrated with ground-state singlet, resulting in the first estimation of energy difference between the singlet and triplet states.