155021-55-9

Basic information

• Product Name: TRIS(3-AMINOPROPYL)NITROMETHANE
• Synonyms: RARECHEM AL BW 2166;TRIS(3-AMINOPROPYL)NITROMETHANE
• CAS NO: 155021-55-9
• Molecular Formula: C₁₀H₂₄N₄O₂
• Molecular Weight: 232.32
• Mol File: 155021-55-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 408.6±45.0 °C(Predicted)
• Appearance: /
• Density: 1.068±0.06 g/cm3(Predicted)
• PKA: 10.33±0.10(Predicted)
• CAS DataBase Reference: TRIS(3-AMINOPROPYL)NITROMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(3-AMINOPROPYL)NITROMETHANE(155021-55-9)
• EPA Substance Registry System: TRIS(3-AMINOPROPYL)NITROMETHANE(155021-55-9)

Safety Data

• Hazardous Substances Data: 155021-55-9(Hazardous Substances Data)

Upstream product

• 1466-48-4 tris(2-cyanoethyl)nitromethane 

Downstream Products

• 566168-49-8 4-amino-1,7-bis{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-4-{3-N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}propylheptane 
• 566168-45-4 4-nitro-1,7-bis{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-4-{3-N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}propylheptane 

Relevant articles and documents

Rapid synthesis of high-loading resins using triple branched protected monomer for dendrimer synthesis

Resins with loading up to 96 nmol/bead were prepared by solid-phase dendrimerisation using a symmetrical 1→3 C-branched isocyanate monomer.

A Water Soluble Pd2L4 Cage for Selective Binding of Neu5Ac

The sialic acid N-acetylneuraminic acid (Neu5Ac) and its derivatives are involved in many biological processes including cell-cell recognition and infection by influenza. Molecules that can recognize Neu5Ac might thus be exploited to intervene in or monitor such events. A key obstacle in this development is the sparse availability of easily prepared molecules that bind to this carbohydrate in its natural solvent; water. Here, we report that the carbohydrate binding pocket of an organic soluble [Pd2L4]4+ cage could be equipped with guanidinium-terminating dendrons to give the water soluble [Pd2L4][NO3]16 cage 7. It was shown by means of NMR spectroscopy that 7 binds selectively to anionic monosaccharides and strongest to Neu5Ac with Ka=24 M?1. The cage had low to no affinity for the thirteen neutral saccharides studied. Aided by molecular modeling, the selectivity for anionic carbohydrates such as Neu5Ac could be rationalized by the presence of charge assisted hydrogen bonds and/or the presence of a salt bridge with a guanidinium solubilizing arm of 7. Establishing that a simple coordination cage such as 7 can already selectively bind to Neu5Ac in water paves the way to improve the stability, affinity and/or selectivity properties of M2L4 cages for carbohydrates and other small molecules.

Neutral intramolecular hydrogen-bonded bases

B3LYP/aug-cc-pVDZ computations were carried out on polyamines with up to seven amino groups. The gas-phase proton affinities of these compounds are 219.6 (1-BuNH2), 238.6 (H2NCH2CH2CH 2CH2NH2), 252.8 [(H2NCH 2CH2CH2)2CHNH2], 261.3 [(H2NCH2CH2CH2) 3CNH 2 (1)], and 288.5 kcal mol-1 [(H2NCH 2CH2CH(NH2)CH2CH2) 3CNH2]. These results indicate that the tetraamine is near the top of the basicity scale and the heptaamine is more basic than any neutral organic compound which has been measured to date. A gas-phase equilibrium acidity determination between 1 and DBU also was carried out, and PA(1) = 256.2 ± 2.1 kcal mol-1 was obtained. This demonstrates that multiple intramolecular hydrogen bonds can greatly increase basicities, and represents a new motif for designing super bases.