2-Aminoethyl nitrate; nitric acid

Base Information

• Chemical Name: 2-Aminoethyl nitrate; nitric acid
• CAS No.: 4665-58-1
• Deprecated CAS: 133300-54-6
• Molecular Formula: C2H6N2O3•HNO3
• Molecular Weight: 169.094
• Hs Code.: 2922199090
• DSSTox Substance ID: DTXSID60928054
• Mol file: 4665-58-1.mol

Synonyms:2-aminoethyl nitrate; nitric acid;4665-58-1;nitric acid;2-Nitratoethanolamine nitrate;nitroxyethylamine nitrate;2-nitroxyethylamine nitrate;2-nitrooxyethylamine nitrate;2-nitroxy-ethylamine nitrate;2-nitrooxy-ethylamine nitrate;SCHEMBL458161;DTXSID60928054;N-(2-nitrooxyethyl)amine nitrate;N-(2-nitrooxyethyl)-amine nitrate;Nitric acid--2-aminoethyl nitrate (1/1);Ethanol, 2-amino-, 1-nitrate, nitrate (1:1);Ethanol, 2-amino-, nitrate (ester), mononitrate (salt);133300-54-6

Chemical Property of 2-Aminoethyl nitrate; nitric acid

Chemical Property:

• Melting Point: 92-94 °C
• Boiling Point: 164.1 °C at 760 mmHg
• Flash Point: 53 °C
• PSA: 147.12000
• LogP: 0.55240
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 169.03348495
• Heavy Atom Count: 11
• Complexity: 83.2

Purity/Quality:

99%, ^*data from raw suppliers

2-Nitratoethylaminenitrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO[N+](=O)[O-])N.[N+](=O)(O)[O-]

Technology Process of 2-Aminoethyl nitrate; nitric acid

There total 2 articles about 2-Aminoethyl nitrate; nitric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

ethanolamine (141-43-5) → 2-nitroxyethylammonium nitrate (4665-58-1,133300-54-6)

Guidance literature:

ethanolamine; With nitric acid; In dichloromethane; at 0 ℃; for 0.833333h;

With acetic anhydride; In dichloromethane; at 20 ℃; for 0.666667h;

Reference yield:

→ 2-nitroxyethylammonium nitrate (4665-58-1,133300-54-6)

Guidance literature:

Reference yield: 91.0%

2-nitroxyethylammonium nitrate (4665-58-1,133300-54-6) + potassium hydrogencarbonate (298-14-6) → dimethylenecyclourethane (497-25-6)

Guidance literature:

In water; at 50 - 55 ℃; for 0.333333h;

DOI:10.1023/B:RUCB.0000011882.57315.97

upstream raw materials:

ethanolamine

Downstream raw materials:

dimethylenecyclourethane

(N-(2-(nitrooxy)ethyl)carbamoyl)methyl 2-(1-((4-chlorophenyl)carbonyl)-5-methoxy-2-methylindol-3-yl)acetate

(N-(2-(nitrooxy)ethyl)carbamoyl)methyl 2-(2-((2,6-dichlorophenyl)-amino)phenyl)acetate

Refernces

• 1、 -. "Design, synthesis and biological activity evaluation of NO donor-containing ferrocene-pyrazole derivative". Paragraph 0031; 0039-0040. . Retrieved 2020/02/14.
• 2、 Biava, Mariangela,Battilocchio, Claudio,Poce, Giovanna,Alfonso, Salvatore,Consalvi, Sara,Di Capua, Angela,Calderone, Vincenzo,Martelli, Alma,Testai, Lara,Sautebin, Lidia,Rossi, Antonietta,Ghelardini, Carla,Di Cesare Mannelli, Lorenzo,Giordani, Antonio,Persiani, Stefano,Colovic, Milena,Dovizio, Melania,Patrignani, Paola,Anzini, Maurizio. "Enhancing the pharmacodynamic profile of a class of selective COX-2 inhibiting nitric oxide donors". . p. 772 - 786. Retrieved 2014/01/23.