109-58-0

Basic information

• Product Name: (2-aminoethyl)carbamic acid
• Synonyms: (2-aminoethyl)carbamic acid;N-(2-Aminoethyl)carbamic acid
• CAS NO: 109-58-0
• Molecular Formula: C₃H₈N₂O₂
• Molecular Weight: 104.10782
• EINECS: 203-684-0
• Mol File: 109-58-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Density: 1.222g/cm³
• Refractive Index: 1.49
• PKA: 4.67±0.41(Predicted)
• CAS DataBase Reference: (2-aminoethyl)carbamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2-aminoethyl)carbamic acid(109-58-0)
• EPA Substance Registry System: (2-aminoethyl)carbamic acid(109-58-0)

Safety Data

• Hazardous Substances Data: 109-58-0(Hazardous Substances Data)

Usage

Description

(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.

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.

InChI:InChI=1/C3H8N2O2/c4-1-2-5-3(6)7/h5H,1-2,4H2,(H,6,7)

Upstream product

• 15719-64-9 methylammonium carbonate 
• 107-15-3 ethylenediamine 
• 124-38-9 carbon dioxide 
• 6780-13-8 1,2-ethanediamine monohydrate 
• 201230-82-2 carbon monoxide 

Downstream Products

• 108-32-7 1,2-propylene cyclic carbonate 
• 107-15-3 ethylenediamine 
• 96-49-1 [1,3]-dioxolan-2-one 
• 60434-95-9 N,N'-bis(4-chlorobenzylidene)ethane-1,2-diamine 
• 926-39-6 sulfuric acid mono-(2-amino-ethyl ester) 

Relevant articles and documents

The Structure of N-(2-Ammonioethyl)carbamate in Solution

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

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

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.

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

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.