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(2-Aminoethyl)carbamic acid, also known as Urethane or Ethyl carbamate, is an organic compound with the molecular formula C3H7NO2. It is widely used in the production of various compounds, including pharmaceuticals, pesticides, and biopolymers. Additionally, it serves as a solubilizing agent and can be found in some fermented food and beverages. However, it is classified as a Group 2A carcinogen by The International Agency for Research on Cancer (IARC) due to its potential carcinogenic risk to humans, leading to strict regulations on its presence in consumable goods such as alcoholic beverages.

109-58-0

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109-58-0 Usage

Uses

Used in Pharmaceutical Industry:
(2-Aminoethyl)carbamic acid is used as a building block for the synthesis of various pharmaceutical compounds. Its versatile chemical structure allows for the creation of a wide range of drugs with different therapeutic applications.
Used in Pesticide Industry:
(2-Aminoethyl)carbamic acid is used as a key component in the formulation of certain pesticides. Its chemical properties enable it to be an effective ingredient in controlling pests and protecting crops.
Used in Biopolymer Production:
(2-Aminoethyl)carbamic acid is used as a monomer in the production of biopolymers. Its ability to form polymer chains makes it a valuable component in the development of biodegradable plastics and other environmentally friendly materials.
Used as a Solubilizing Agent:
(2-Aminoethyl)carbamic acid is used as a solubilizing agent in various chemical processes. Its capacity to dissolve other compounds makes it an essential tool in the synthesis of complex molecules and the improvement of product quality.
Used in Fermented Food and Beverages:
(2-Aminoethyl)carbamic acid can be found in some fermented food and beverages, where it contributes to the development of unique flavors and textures. However, due to its carcinogenic properties, its presence in these products is strictly regulated to ensure safety for consumers.

Check Digit Verification of cas no

The CAS Registry Mumber 109-58-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 9 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 109-58:
(5*1)+(4*0)+(3*9)+(2*5)+(1*8)=50
50 % 10 = 0
So 109-58-0 is a valid CAS Registry Number.
InChI:InChI=1/C3H8N2O2/c4-1-2-5-3(6)7/h5H,1-2,4H2,(H,6,7)

109-58-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-aminoethylcarbamic acid

1.2 Other means of identification

Product number -
Other names carbamate of ethylenediamine

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:109-58-0 SDS

109-58-0Relevant academic research and scientific papers

Puzzling formation of bisimidazole derivatives from hexachloroacetone and diamines

Rezende, Marcos Caroli,Dall'Oglio, Evandro Luiz,Zucco, Cesar

, p. 5265 - 5268 (1996)

The reaction of hexachloroacetone with different diamines leads to formation of the bisimidazole derivatives 2, 3, anf 4, a process which is facilitated by sonication of the reaction mixtures.

Efficient Non-Catalytic Carboxylation of Diamines to Cyclic Ureas Using 2-Pyrrolidone as a Solvent and a Promoter

Hwang, Junhyeok,Han, Donggu,Oh, Jin Joo,Cheong, Minserk,Koo, Hyun-Joo,Lee, Je Seung,Kim, Hoon Sik

, p. 297 - 306 (2019)

Carboxylation reactions of diamines were found to proceed rapidly and non-catalytically, producing corresponding cyclic ureas in excellent yields and selectivities when 2-pyrrolidone (2-PY) was used as a solvent. A similar promoting effect with 2-PY was also observed for the carboxylation of monoamines by carbon dioxide (CO2). Most notably, the carboxylation reactions of mono- and diamines conducted in 2-PY afforded 2–4 times higher yields of corresponding dialkyl ureas and cyclic ureas compared with those in N-methyl-2-pyrrolidone (NMP). Such a dramatic promoting effect using 2-PY is believed to be associated with the multiple hydrogen bonding interactions between 2-PY and the CO2-containing species of amines. Due to such favorable interactions, carboxylation reactions seem to be more facilitated in 2-PY than in NMP. (Figure presented.).

CARBON DIOXIDE-REVERSIBLY-PROTECTED CHAIN EXTENSION-CROSSLINKING AGENT AND PREPARATION METHOD AND USE THEREOF

-

Paragraph 0093; 0094, (2021/10/30)

Carbon dioxide-reversibly-protected chain extension-crosslinking agents and a preparation method and use thereof are disclosed, The carbon dioxide-reversibly-protected chain extension-crosslinking agents have chemical structures represented by Formula I, Formula II, Formula III or Formula IV, wherein, n, m and p are integers, R is either OCH2CH(CH3) or OCH2CH2, 1≤n≤20, 1≤m≤10, and 1≤p≤10.

PREPARING METHOD OF SOLID CARBAMIC ACID DERIVATIVES

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Paragraph 0042-0046, (2014/03/24)

The present disclosure relates to a preparation method for powder of a carbamic acid derivative, which includes reacting a liquid amine derivative with carbon dioxide at a temperature in a range of from about ?30° C. to about 500° C. at a pressure in a range of from about 0.3 MPa to about 100 MPa. In addition, the present disclosure relates to a reduction method for powder of a carbamic acid derivative to a liquid amine derivative and carbon dioxide, which includes dissolving powder of the carbamic acid derivative prepared in a solvent; refluxing the carbamic acid derivative at a temperature in a range of from about 30° C. to about 100° C.; and evaporating the solvent. The preparation method for a carbamic acid derivative powder according to the present disclosure enables easy conversion into pure powder of solid carbamic acid derivative without by-products and can remarkably reduce time and energy required for solidification by reacting carbon dioxides and amines with carbon dioxides in high pressure conditions without the use of a solvent. In addition, the prepared solid compounds can be used as a liquid amine substitute or used in a carbamic acid derivative form as necessary.

Direct synthesis of imines via solid state reactions of carbamates with aldehydes

Lee, Byeongno,Lee, Kyu Hyung,Lim, Byung Wook,Cho, Jaeheung,Nam, Wonwoo,Hur, Nam Hwi

supporting information, p. 389 - 394 (2013/05/08)

Various solid carbamates were prepared from the reactions of liquid amines with carbon dioxide in an autoclave and these carbamates were used as stable, efficient alternatives for toxic liquid amines. Solid-state grinding of carbamates and aldehydes, using a mortar and pestle, produced imines as the sole products in greater than 97% yields. Complete conversions were generally accomplished within a day at 25 °C without using solvents or additives. Reaction rates were drastically enhanced upon increasing the reaction temperature. In contrast, reactions of aldehydes with liquid amines in the presence of solvent or in neat conditions afforded imines in moderate yields along with by-products.

Orthoamides and iminium salts, LXX [1]. Capturing of carbon dioxide with organic bases (Part 1) - Reactions of diamines with carbon dioxide

Tiritiris, Ioannis,Kantlehner, Willi

experimental part, p. 164 - 176 (2011/05/07)

The alkylammonium alkylcarbamates 2, 4a,b, 14 were prepared from the amines 1, 3a,b, 13 and CO2. The crystal structures of 2 and 4b show carbamate anions, which are connected by N-H?O hydrogen bonds to form centrosymmetric dimers. The zwitterionic carbamates 7a,b, 8a,b and 11 are formed in the reactions of the diamines 6a,b and 10 with CO2. The crystal structures of 7a and 8b show strong intermolecular hydrogen bonds involving water molecules, the ammonium and the carbamate groups. In these compounds the molecules are interconnected in an extended two- or three-dimensional network. Due to the absence of crystal water molecules, the structure of 11 contains intermolecular hydrogen bonds involving the ammonium and the carbamate group in double-stranded chains. The diamines 17a,b react with CO2 to give the zwitterionic carbamates 18a,b.

CARBONYLATION OF AMINES AND DIAMINES CATALYZED BY NICKEL CARBONYL

Martin, Wilbur E.,Farona, Michael F.

, p. 393 - 397 (2007/10/02)

The carbonylation of amines and diamines was carried out using nickel carbonyl as the catalyst. reaction of butylamine, diethylamine, and diphenylamine with carbon monoxide all lead exclusively to the corresponding formamide derivative.Benzylamine reacts with carbon monoxide to yield urea and 1,2-diphenylethane.Diamines such as ethylenediamine, 1,2-diaminopropane, and 1,3-propylenediamine react to yield a cyclic condensation product, a cyclic uren, and a carbamic acid.

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