Product Name

  • Name

    2,2'-(Nitroimino)bisethanol dinitrate

  • EINECS
  • CAS No. 4185-47-1
  • Article Data12
  • CAS DataBase
  • Density 1.57g/cm3
  • Solubility
  • Melting Point 49.5-50.5 °C
  • Formula C4H8N4O8
  • Boiling Point 434.2°Cat760mmHg
  • Molecular Weight 240.13
  • Flash Point 216.4°C
  • Transport Information
  • Appearance
  • Safety Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion. An explosive. Chromium compounds increase the burning rate. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS and NITRATES.
  • Risk Codes
  • Molecular Structure Molecular Structure of 4185-47-1 (2,2'-(Nitroimino)bisethanol dinitrate)
  • Hazard Symbols
  • Synonyms Nitrodiethanolamine dinitrate;Diethanolnitramine dinitrate;2,2'-Nitroiminodiethanol nitrate;Diethanol-N-nitramine dinitrate;sym-Dinitroxydiethylnitramine;2,2'-Dinitrato-N-nitrodiethylamine;N-Nitrodiethanolamine dinitrate;DINA;dinitroxy diethyl nitramine;
  • PSA 159.16000
  • LogP 0.46630

Synthetic route

diethanolamine hydrochloride
14426-21-2

diethanolamine hydrochloride

nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

Conditions
ConditionsYield
With nitric acid; acetic anhydride at 5 - 40℃; for 5.55556h; Thermodynamic data; Concentration; Temperature;92%
diethanolamine hydrochloride

diethanolamine hydrochloride

nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

Conditions
ConditionsYield
With nitric acid In acetic anhydride at 10 - 40℃; for 1.5h;82%
C4H10NO5S(1-)

C4H10NO5S(1-)

nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at -15 - -5℃;60%
1-(2-Trimethylsilanyloxy-ethyl)-aziridine

1-(2-Trimethylsilanyloxy-ethyl)-aziridine

nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

Conditions
ConditionsYield
With dinitrogen pentoxide In dichloromethane at -10 - 5℃; for 1.5h;56%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

Conditions
ConditionsYield
With hydrogenchloride; nitric acid; acetic anhydride at 5 - 40℃;
With nitric acid
With hydrogenchloride; nitric acid; acetic anhydride at 5 - 40℃;
2-(1-aziridine)ethanol
1072-52-2

2-(1-aziridine)ethanol

nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

Conditions
ConditionsYield
With dinitrogen pentoxide
With dinitrogen pentoxide In dichloromethane at -5℃; in armoured cupbord; Yield given;
nitroso-bis-(2-nitryloxy-ethyl)-amine
134282-18-1

nitroso-bis-(2-nitryloxy-ethyl)-amine

nitric acid
7697-37-2

nitric acid

(NH4)2S2O8

(NH4)2S2O8

nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

1,5-Diiodo-3-nitro-3-azapentane
82366-62-9

1,5-Diiodo-3-nitro-3-azapentane

Conditions
ConditionsYield
With potassium iodide In butanone92%
nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

1,5-Dichloro-3-nitro-3-azapentane
42499-34-3

1,5-Dichloro-3-nitro-3-azapentane

Conditions
ConditionsYield
With tetraethylammonium chloride In N,N-dimethyl-formamide90%
With thionyl chloride; zinc(II) chloride
nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

N-Nitro-di-(2-hydroxy-ethyl)-amin
13084-48-5

N-Nitro-di-(2-hydroxy-ethyl)-amin

Conditions
ConditionsYield
With hydrazine hydrate
nitro-bis-(2-nitryloxy-ethyl)-amine
4185-47-1

nitro-bis-(2-nitryloxy-ethyl)-amine

N-Nitro-(2-nitroxy-ethyl)-vinylamin
41404-96-0

N-Nitro-(2-nitroxy-ethyl)-vinylamin

Conditions
ConditionsYield
With potassium hydroxide

Nitrodiethanolamine dinitrate Chemical Properties

Empirical Formula of Nitrodiethanolamine dinitrate (CAS NO.4185-47-1): C4H8N4O8
Molecular Weight: 240.13 
Index of Refraction: 1.511
Density: 1.57 g/cm3
Flash Point: 216.4 °C
Enthalpy of Vaporization: 66.36 kJ/mol
Boiling Point: 434.2 °C at 760 mmHg
Vapour Pressure: 2.45E-07 mmHg at 25 °C
Structure of Nitrodiethanolamine dinitrate (CAS NO.4185-47-1):
                         
IUPAC Name: 2-[Nitro(2-nitrooxyethyl)amino]ethyl nitrate
Canonical SMILES: C(CO[N+](=O)[O-])N(CCO[N+](=O)[O-])[N+](=O)[O-]
InChI: InChI=1S/C4H8N4O8/c9-6(10)5(1-3-15-7(11)12)2-4-16-8(13)14/h1-4H2
InChIKey: NZDNCDGEHXHPCO-UHFFFAOYSA-N

Nitrodiethanolamine dinitrate Toxicity Data With Reference

1.    

orl-mus LD50:3360 mg/kg

    KHZDAN    Khigiena i Zdraveopazvane. 9 (1966),50.
2.    

ipr-mus LD50:180 mg/kg

    PCJOAU    Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. 10 (1976),1504.
3.    

ivn-gpg LD50:25 mg/kg

    THERAP    Therapie. 8 (1953),565.

Nitrodiethanolamine dinitrate Safety Profile

Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion. An explosive. Chromium compounds increase the burning rate. When heated to decomposition Nitrodiethanolamine dinitrate (CAS NO.4185-47-1) emits toxic fumes of NOx. See also NITRO COMPOUNDS and NITRATES.

Nitrodiethanolamine dinitrate Specification

 Nitrodiethanolamine dinitrate , its cas register number is 4185-47-1. It also can be called Diethanol-N-nitramine dinitrate ; 2,2'-(Nitroimino)bisethanol dinitrate (ester) ; Ethanol, 2,2'-(nitroimino)bis-, dinitrate (ester) (9CI) ; and DINA .

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