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4185-47-1

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Basic Information
CAS No.: 4185-47-1
Name: 2,2'-(Nitroimino)bisethanol dinitrate
Article Data: 12
Molecular Structure:
Molecular Structure of 4185-47-1 (2,2'-(Nitroimino)bisethanol dinitrate)
Formula: C4H8N4O8
Molecular Weight: 240.13
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;
Density: 1.57g/cm3
Melting Point: 49.5-50.5 °C
Boiling Point: 434.2°Cat760mmHg
Flash Point: 216.4°C
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.
PSA: 159.16000
LogP: 0.46630
Synthetic route
14426-21-2

diethanolamine hydrochloride

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

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-)

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

4185-47-1

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

Conditions
ConditionsYield
With dinitrogen pentoxide In dichloromethane at -10 - 5℃; for 1.5h;56%
111-42-2

2,2'-iminobis[ethanol]

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℃;
1072-52-2

2-(1-aziridine)ethanol

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;
134282-18-1

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

7697-37-2

nitric acid

(NH4)2S2O8

(NH4)2S2O8

4185-47-1

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

4185-47-1

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

82366-62-9

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

Conditions
ConditionsYield
With potassium iodide In butanone92%
4185-47-1

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

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
4185-47-1

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

13084-48-5

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

Conditions
ConditionsYield
With hydrazine hydrate
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Chemistry

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

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.

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.

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 .