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4185-47-1

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4185-47-1 Usage

General Description

2,2'-(Nitroimino)bisethanol dinitrate, also known as NIBDN, is a chemical compound that belongs to the family of nitrate esters. It is a high-energy material that has been studied for its potential use as an explosive ingredient. NIBDN is a yellow, crystalline solid with a high sensitivity to impact and friction, making it a hazardous substance to handle. It has a high explosive power and is sensitive to thermal and shock stimuli, making it suitable for use in military and industrial applications. However, it also poses significant safety and environmental risks, and therefore requires careful handling and storage.

Check Digit Verification of cas no

The CAS Registry Mumber 4185-47-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,8 and 5 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4185-47:
(6*4)+(5*1)+(4*8)+(3*5)+(2*4)+(1*7)=91
91 % 10 = 1
So 4185-47-1 is a valid CAS Registry Number.
InChI:InChI=1/C4H8N4O8/c9-6(10)5(1-3-15-7(11)12)2-4-16-8(13)14/h1-4H2

4185-47-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[nitro(2-nitrooxyethyl)amino]ethyl nitrate

1.2 Other means of identification

Product number -
Other names sym-Dinitroxydiethylnitramine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4185-47-1 SDS

4185-47-1Synthetic 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

4185-47-1Downstream Products

4185-47-1Relevant articles and documents

Synthesis, Optimization, and Thermal Risk Analysis of One-Pot N-Nitrodiethanolamine Dinitrate Synthesis

Li, Wei,Feng, Wei,Hao, Jie,Guo, Zichao,Chen, Liping,Chen, Wanghua

, p. 2388 - 2393 (2019)

N-Nitrodiethanolamine dinitrate (DINA) is a nitramine explosive containing both O-nitro and N-nitro groups. In this work, the synthesis of DINA by nitration of diethanolamine hydrochloride (DEAHC) with the fuming nitric acid/acetic anhydride (HNO3/Ac2O) system was developed and optimized. It was found that large amounts of acetic anhydride and low reaction temperature are favorable to the yield of DINA. When the DEAHC:HNO3:Ac2O molar ratio was 1:4.5:6 and the initial reaction temperature was decreased to 5 °C, the yield of DINA reached a?92%. The thermal risk of this synthesis route was also analyzed. The value of TD24 for the final reaction mixture was calculated to be 61.9 °C, which is significantly higher than the MTSR for the synthesis process. This indicates that as long as the addition immediately stops in case of the cooling failure scenario, decomposition of the formed DINA will not occur. The above analysis shows that the DINA synthesis approach reported here is favorable in terms of both productivity and safety.

Experiment and Simulations for the Thermal Safety of the Nitration Reaction Liquid of the Final State in the Synthesis Process ofN-Nitrodihydroxyethyl Dinitrate (DINA)

An, Jing,Chang, Hai,Ding, Li,Wang, Xiaofeng,Zhou, Jing,Zhu, Yanlong

, p. 2110 - 2118 (2021/09/18)

In the synthesis process ofN-nitrodihydroxyethyl dinitrate (DINA) with the HNO3-Mg(NO3)2method, the thermal stability of the nitration reaction liquid of the final state is poor, which leads to the thermal runaway of the entire reaction system easily. The research on the thermal runaway reaction under actual reaction conditions indicates high consumption and high risk. In this article, thermal decomposition behavior and isothermal thermal decomposition kinetics of the nitration reaction liquid of the final state in the synthesis process of DINA were investigated by differential scanning calorimetry (DSC) and microcalorimetry. The mechanism of the stability of the nitration reaction liquid was explored. The thermal safety of the material in a large-scale reactor was simulated and predicted by a thermal simulation software on the basis of kinetic parameters including activation energy, pre-exponential factors, and mechanistic functions. These findings not only avoid the risk and consumption of large-size materials but also guide their application in process optimization, inherent safety design, and handling.

Synthesis of β-nitroxyalkylnitramines

Tanakovsky,Ermakov,Vinogradov,Sigai

, p. 1024 - 1025 (2007/10/03)

β-Nitroxyalkylnitramines were obtained by nitration of β-hydroxyalkyl sulfamates, products of the condensation of derivatives of sulfamic acid with alkene oxides, by a mixture of HNO3 and H2SO4.

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