77379-02-3

Basic information

• Product Name: 2,4,6-trinitro-1-pyrrolidinobenzene
• Synonyms: 2,4,6-trinitro-1-pyrrolidinobenzene
• CAS NO: 77379-02-3
• Molecular Weight: 282.213
• Mol File: 77379-02-3.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2,4,6-trinitro-1-pyrrolidinobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-trinitro-1-pyrrolidinobenzene(77379-02-3)
• EPA Substance Registry System: 2,4,6-trinitro-1-pyrrolidinobenzene(77379-02-3)

Safety Data

• Hazardous Substances Data: 77379-02-3(Hazardous Substances Data)

Upstream product

• 123-75-1 pyrrolidine 
• 88-88-0 2,4,6-trinitrochlorobenzene 
• 41577-89-3 ethyl-picryl sulfide 
• 14678-56-9 phenyl-picryl sulfide 
• 2493-31-4 N,N-dimethyl-2,4,6-trinitro-aniline 
• 13029-07-7 1-diethylamino-2,4,6-trinitro-benzene 
• 51030-13-8 picryl-p-tolyl sulfide 
• 115828-60-9 (E)-O-Picrylbenzaldoxime 
• 115828-61-0 4-methoxy-benzaldehyde-(O-picryl-seqtrans-oxime ) 
• 115828-63-2 4-nitro-benzaldehyde-(O-picryl-seqtrans-oxime ) 
• 154393-31-4 (4-bromo-phenyl)-picryl sulfide 
• 92568-45-1 (4-nitro-phenyl)-picryl sulfide 
• 6973-40-6 2,4,6-trinitrophenyl phenyl ether 
• 4732-14-3 2,4,6-trinitro-phenetole 

Downstream Products

• 7449-27-6 N-ethyl-2,4,6-trinitroaniline 
• 16876-54-3 N?isopropyl?2,4,6?trinitroaniline 
• 1022-07-7 N-methylpicramide 
• 32902-85-5 N-butyl-2,4,6-trinitroaniline 

Relevant articles and documents

Kinetics of snar reactions of 1-phenoxy-nitrobenzenes with aliphatic amines in toluene: Ring substituent and solvent effects on reaction pathways

Rate constants are reported for the reactions of a series of 4-substituted-1-phenoxy-2,6-dinitrobenzenes 1 and 6-substituted-1-phenoxy-2,4- dinitrobenzenes 2 activated by CF3, COOCH3, CN, NO 2 groups or by ring-nitrogen wi

Amines as leaving groups in nucleophilic aromatic substitution reactions. Part 4. σ-adduct formation in the hydrolysis of 1-amino-2,4,6-trinitrobenzenes

The kinetic study of the reaction of 2,4,6-trinitro-1-pyrrolidinobenzene 3,2,4,6-trinitro-1-piperidinobenzene 1 and 1-morpholino-2,4,6-trinitrobenzene 2 was made in 1,4-dioxane-water mixtures at 25°C. In all cases, several processes were observed, the slowest of them leading to the formation of picrate ion. The fastest processes involved the formation of σ complexes by addition of one or two HO- to unsubstituted ring positions and the ionisation of the 1:1 complex. Besides, for compounds 1 and 3, cis-trans isomerisation of 1:2 complexes was kinetically detected. Substitution occurred by displacement of the amino group on the substrate and the 1:1 complex. The reaction pathway for the formation of phenol which involves the formation of these complexes has lower energy than that which results from addition to the 1 position of the substrate.

1,3-?-Adducts in the Reactions of 1-Dialkylamino-substituted 2,4,6-Trinitrobenzenes with Amines in Dimethyl Sulphoxide

The reactions of pyrrolidin-1-yl (1a), 1-piperidino (1b) and 1-dimethylamino-2,4,6-trinitrobenzene (1c) with n-butylamine, pyrrolidine and piperidine were conducted in dimethyl sulphoxide.Kinetic and equilibrium data were obtained for the formation of 1,3-?-adducts (4) (Scheme).The proton transfer between the zwitterionic intermediates (3) and the 1,3-?-adducts (4) is rapid for n-butylamine, whereas it is partially rate-limiting for pyrrolidine and rate-limiting for piperidine.For a given reactant, Kc and k3 decrease in the order pyrrolidine>piperidine>n-butylamine, and kAm//k-3 and kAmH+ decrease in the order pyrrolidine>piperidine.For a given amine, Kc, k3, kAm/k-3 and kAmH+ increase in the order 1a1b1c.These results are discussed from the standpoint of the structures of the reactants and the nucleophilic amines.