1466-48-4

Basic information

• Product Name: 1,1,1-TRIS(2-CYANOETHYL)NITROMETHANE
• Synonyms: TIMTEC-BB SBB008350;NITROMETHANETRISPROPIONITRILE;TRIS(2-CYANOETHYL)NITROMETHANE;4-(2-CYANOETHYL)-4-NITRO-1,7-HEPTANEDINITRILE;4-(2-CYANOETHYL)-4-NITROHEPTANEDINITRILE;4-CYANOETHYL-4-NITROPIMELONITRILE;1,1,1-TRIS(2-CYANOETHYL)NITROMETHANE;4-(2-cyanoethyl)-4-nitropimelonitrile
• CAS NO: 1466-48-4
• Molecular Formula: C₁₀H₁₂N₄O₂
• Molecular Weight: 220.23
• EINECS: 215-983-3
• Mol File: 1466-48-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 111-113 °C(lit.)
• Boiling Point: 514.6 °C at 760 mmHg
• Flash Point: 265 °C
• Appearance: /
• Density: 1.18 g/cm³
• Vapor Pressure: 1.07E-10mmHg at 25°C
• Refractive Index: 1.491
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 1789382
• CAS DataBase Reference: 1,1,1-TRIS(2-CYANOETHYL)NITROMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-TRIS(2-CYANOETHYL)NITROMETHANE(1466-48-4)
• EPA Substance Registry System: 1,1,1-TRIS(2-CYANOETHYL)NITROMETHANE(1466-48-4)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 1466-48-4(Hazardous Substances Data)

Usage

Description

1,1,1-TRIS(2-CYANOETHYL)NITROMETHANE, also known as Tris(2-cyanoethyl)nitromethane, is a chemical compound derived from the reaction of acrylonitrile and nitromethane using trimethyl phenyl ammonium hydroxide. It is characterized by its four-directional C-core structure, making it a crucial building block in the synthesis of dendritic molecules.

Uses

Used in Chemical Synthesis:
1,1,1-TRIS(2-CYANOETHYL)NITROMETHANE is used as a starting reagent for the synthesis of 1-azoniatricyclo-(3,3,3,0)-undecane bromide, a complex organic compound with potential applications in various chemical and pharmaceutical industries.
Used in Dendritic Molecule Synthesis:
In the field of organic chemistry, 1,1,1-TRIS(2-CYANOETHYL)NITROMETHANE is used as a key building block for constructing four-directional C-core structures. These structures are essential components in the synthesis of dendritic molecules, which have a wide range of applications in drug delivery, catalysis, and nanotechnology due to their unique properties and structures.
Used in Pharmaceutical Industry:
1,1,1-TRIS(2-CYANOETHYL)NITROMETHANE may also find applications in the pharmaceutical industry as a precursor for the development of new drugs or drug delivery systems, given its role in the synthesis of complex organic compounds and dendritic molecules with potential therapeutic properties.

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 5552, 1988 DOI: 10.1021/jo00258a033

InChI:InChI=1/C10H12N4O2/c11-7-1-4-10(14(15)16,5-2-8-12)6-3-9-13/h1-6H2

Upstream product

• 625-76-3 dinitromethane 
• 7732-18-5 water 
• 107-13-1 acrylonitrile 
• 123-91-1 1,4-dioxane 
• 85149-05-9 1-nitro-pent-3-en-2-ol 
• 75-52-5 nitromethane 

Downstream Products

• 116747-82-1 1-azoniatricyclo<3.3.3.0>undecane chloride 
• 116747-79-6 4-amino-4-<1-(3-hydroxypropyl)>-1,7-heptanediol 
• 116747-80-9 4-(3-hydroxypropyl)-4-nitro-heptane-1,7-diol 
• 141621-28-5 4-(2-Benzyloxycarbamoyl-ethyl)-heptanedioic acid bis-(benzyloxy-amide) 
• 5617-47-0 4-(2-carboxy-ethyl)-heptanedioic acid 
• 154120-67-9 C₂₈H₃₁N₃O₉ 
• 154120-60-2 C₃₁H₃₇N₃O₆ 
• 154120-62-4 HC(CH₂CH₂CH₂OC₆H₄NC)3 
• 154120-68-0 C₂₈H₃₇N₃O₃ 
• 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 
• 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 
• 155021-55-9 4-(3-aminopropyl)-4-nitroheptane-1,7-diamine 
• 59085-15-3 4-(2-carboxyethyl)-4-nitroheptanedioic acid 

Relevant articles and documents

A Convenient Synthesis of "Bis-homotris": 4-Amino-4--1,7-heptanediol and 1-Azoniapropellane

-

Design, synthesis, and antimicrobial evaluation of hexadentate hydroxypyridinones with high iron(iii) affinity

A range of hexadentate 3-hydroxypyridin-4-ones (HPOs) with high affinity for iron(III) has been synthesized. The log stability constants of two HPO-iron complexes (logK1) were determined to be over 34, and pFe values of the two HPOs were determined to be over 31. Antimicrobial assay indicated that they are able to markedly inhibit the growth of both Gram-positive and Gram-negative bacteria. Compounds 14a and 14e were found to exhibit the strongest inhibitory activity against Staphyloccocus aureus, Bacillus subtilis, Pseudomonas aeruginosa, and Escherichia coli, with MIC values of 8, 8, 16, and 8 lg/mL, respectively. These results indicate that hexadentate 3-hydroxypyridin-4-ones have potential application as antimicrobial agents, especially in the treatment of wound infection.

Chelatkomplexe tripodaler, aliphatischer Triisocyanidliganden

-