28273-55-4

Basic information

• Product Name: Propane, 2-nitro-, ion(1-), potassium
• CAS NO: 28273-55-4
• Molecular Formula: C3H6NO2.K
• Molecular Weight: 127.184
• Mol File: 28273-55-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Propane, 2-nitro-, ion(1-), potassium(CAS DataBase Reference)
• NIST Chemistry Reference: Propane, 2-nitro-, ion(1-), potassium(28273-55-4)
• EPA Substance Registry System: Propane, 2-nitro-, ion(1-), potassium(28273-55-4)

Safety Data

• Hazardous Substances Data: 28273-55-4(Hazardous Substances Data)

Downstream Products

• 1121528-87-7 C₁₆H₂₀O₃ 
• 1121528-90-2 C₁₇H₂₂O₄ 
• 1121528-88-8 C₁₇H₂₃NO₆ 
• 1121528-89-9 C₁₆H₁₉ClO₃ 
• 1026720-79-5 2-Acetyl-3-(4-chloro-phenyl)-4-methyl-4-nitro-pentanoic acid ethyl ester 
• 5275-46-7 2-nitro-2-nitrosopropane 
• 50299-81-5 trans-(2,2-dimethyl-3-phenylcyclopropyl)-phenylmethanone 
• 96914-70-4 trans-1-cyano-2,2-dimethyl-3-isobutyl-1-(phenylsulfonyl)cyclopropane 
• 72511-02-5 α-(2-nitro-2-propyl)-p-nitrorisobutyrophenone 
• 83846-35-9 α-hydroxy-p-nitroisobutyrophenone 
• 83846-32-6 2,2-dimethyl-3-(p-nitrophenyl)-3-(2-nitro-2-propyl)oxirane 
• 83846-36-0 α-hydroxy-p-cyanoisobutyrophenone 
• 83846-33-7 2,2-dimethyl-3-(p-cyanophenyl)-3-(2-nitro-2-propyl)oxirane 
• 83846-31-5 α-(2-nitro-2-propyl)-p-cyanoisobutyrophenone 

Relevant articles and documents

Interaction of nitroalkane anions with superectrophilic 4,6-dinitrobenzofuroxan: ?-adduct formation and vicarious heteroaromatic substitution of hydrogen.

Carbanions of nitromethane, nitroethane, 1-nitropropane and 2-nitropropane readily add to 4,6-dinitrobenzofuroxan (DNBF) to form carbon-bonded ?-adducts (5a-d) which are very stable and isolable as crystalline alkali salts.In the case of the nitroethane and 1-nitropropane systems, the complexation results in the formation of two chiral centres, so that diastereoisomeric ?-adducts are formed.Structural features are discussed on the basis of the collected 1H and 13C NMR parameters.Contary to expectation, addition of base (MeO-, CF3CH2O-, NEt3) to dimethyl sulfoxide sol utions of 5a-c did not result in further ionization of the nitroalkane moiety and formation of dianions 7a-c.Instead, it promotes a base-catalysed β-elimination of nitrous acid.This process also occurs and is especially clean with the 2-nitropropane aduct 5d, an example of the rare occurrence of a nucleophilic aromatic substitution of an hydrogen atom assisted by the departure of a vicarious nitro group in the exocyclic moiety.The result is re-aromatization of the carboxylic ring of 5a-d with formation of carbanions (8a-d) which are the conjugate bases of the corresponding 7-R-4,6-dinitrobenzofuroxans (R=Me, Et, Prn, Pri).Despite their lack of stability, NMR characterization of these carbanions could be made.Rate and equilibrium data for DNBF complexation by the four nitroalkane anions studied have been obtained in aqueous solution.The result how that the thermodynamic stability ofthe adducts 5a-d is 105-108 times greater than that of the analogous ?-adducts of 1,3,5-trinitrobenzene, the common reference aromatic electrophile in ?-complexation processes.Such stability differences emphasize the estremely high electrophilic character of DNBF.Analysis of the rate data reveals that nitrocarbanions exhibit especially low intrinsic reactivities in ?-adduct forming reactions.