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

Uses

Tris(2-cyanoethyl)nitromethane may be used as starting reagent in the synthesis of 1-azoniatricyclo-(3,3,3,0)-undecane bromide.

Synthesis Reference(s)

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

General Description

Tris(2-cyanoethyl)nitromethane can be prepared from acrylonitrile and nitromethane using trimethyl phenyl ammonium hydroxide. Tris(2-cyanoethyl)nitromethane is an important building block for the construction of four directional C-core and in the synthesis of dendritic molecule.

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

Upstream product

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

Downstream Products

• 59085-15-3 4-(2-carboxyethyl)-4-nitroheptanedioic acid 
• 155021-55-9 4-(3-aminopropyl)-4-nitroheptane-1,7-diamine 
• 5617-47-0 4-(2-carboxy-ethyl)-heptanedioic acid 
• 141621-28-5 4-(2-Benzyloxycarbamoyl-ethyl)-heptanedioic acid bis-(benzyloxy-amide) 
• 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 
• 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 

Relevant articles and documents

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

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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

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