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Cas Database

107-15-3

107-15-3

Identification

  • Product Name:1,2-Ethanediamine

  • CAS Number: 107-15-3

  • EINECS:203-468-6

  • Molecular Weight:60.0989

  • Molecular Formula: C2H8N2

  • HS Code:29212110

  • Mol File:107-15-3.mol

Synonyms:Ethylenediamine (USP/JP14);Edamine;1,2-ethanediamine;ethane-1,2-diamine;Ethylendiamin;NCI-C60402;EthylenediamineAnhydrous;Ethyliminum;EDA;

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Safety information and MSDS view more

  • Pictogram(s):CorrosiveC

  • Hazard Codes:C

  • Signal Word:Danger

  • Hazard Statement:H226 Flammable liquid and vapourH302 Harmful if swallowed H312 Harmful in contact with skin H314 Causes severe skin burns and eye damage H317 May cause an allergic skin reaction H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Refer for medical attention. In case of skin contact Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention . In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention . Do NOT induce vomiting. Vapor inhalations at a concentration of 200 ppm for 5 to 10 minutes will lead to nasal irritation and produce a tingling sensation. Inhalation at concentrations of 400 ppm or greater leads to severe nasal irritation. Respiratory irritation may result. Many individuals are hypersensitive to ethylenediamine exposure; therefore, safe threshold limits are difficult to set. (EPA, 1998) Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 l/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin bumps with dry sterile dressings after decontamination ... . /Organic bases/amines and related compounds/

  • Fire-fighting measures: Suitable extinguishing media Use water spray, dry chem, "alcohol resistant" foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool. Solid streams may be ineffective and spread material. Burning rate: 2.2 mm/minute. When exposed to heat or flame, the material has a moderate fire potential. The material can react readily with oxidizing materials. Containers may explode in heat of fire. Material emits nitrogen oxides when burned. Avoid carbon disulfide, silver perchlorate, imines, oxidizing materials. Stable. Hazardous polymerization may not occur. (EPA, 1998) Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Remove all ignition sources. Personal protection: complete protective clothing including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Ventilation. Collect leaking and spilled liquid in covered containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. 1. Remove all ignition sources. 2. Ventilate area of spill or leak. 3. If in the liq form, absorb on paper towels. Evaporate in a safe place (such as a fume hood). Allow sufficient time for evaporating vapors to completely clear the hood ductwork. Burn the paper in a suitable location away from combustible materials. Large quantities can be collected and atomized in a suitable combustion chamber equipped with an appropriate effluent gas cleaning device. ... 4. If in the solid form, collect, allow to melt, and dispose of the liq as above.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Fireproof. Separated from strong oxidants, acids, chlorinated organic compounds and food and feedstuffs. Dry.Outside or detached storage is preferred. Avoid oxidizing materials, acids, and sources of halogens. Store in a cool, dry, well-ventilated location.

  • Exposure controls/personal protection:Occupational Exposure limit valuesRecommended Exposure Limit: 10 Hr Time-Weighted Avg: 10 ppm (25 mg/cu m).Biological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:EthyleneDiamine
  • Packaging:1000ml
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Ethylenediamine, 99%
  • Packaging:1kg
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Ethylenediamine, 99%
  • Packaging:250g
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Ethylenediamine for synthesis. CAS 107-15-3, EC Number 203-468-6, chemical formula H NCH CH NH ., for synthesis
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  • Product Description:Ethylenediamine ReagentPlus , ≥99%
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Ethylenediamine for synthesis. CAS 107-15-3, EC Number 203-468-6, chemical formula H NCH CH NH ., for synthesis
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Relevant articles and documentsAll total 133 Articles be found

Mathew, Suresh,Nair, C. G. R.,Ninan, K. N.

, p. 269 - 294 (1991)

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Monnier, Par E.,Klaebe,Perie

, p. 3269 - 3284 (1985)

This work is dealing with basic hydrolysis in water of allophanic esters as possible models of carboxybiotin. A complex mechanism is involved likely due to competition of nucleophilic attack on the two carbonyl groups of the substrate. The rate of hydrolysis is significantly increased by metallic cation (Mg++), a specific effect which allows to consider characterization of selectivity of bond breaking between nitrogen and carboxylate group with other nucleophiles.

Low-Temperature Reductive Aminolysis of Carbohydrates to Diamines and Aminoalcohols by Heterogeneous Catalysis

Pelckmans, Michiel,Vermandel, Walter,Van Waes, Frederik,Moonen, Kristof,Sels, Bert F.

, p. 14540 - 14544 (2017)

Short amines, such as ethanolamines and ethylenediamines, are important compounds in today's bulk and fine chemicals industry. Unfortunately, current industrial manufacture of these chemicals relies on fossil resources and requires rigorous safety measures when handling explosive or toxic intermediates. Inspired by the elegant working mechanism of aldolase enzymes, a novel heterogeneously catalyzed process—reductive aminolysis—was developed for the efficient production of short amines from carbohydrates at low temperature. High-value bio-based amines containing a bio-derived C2 carbon backbone were synthesized in one step with yields up to 87 C%, in the absence of a solvent and at a temperature below 405 K. A wide variety of available primary and secondary alkyl- and alkanolamines can be reacted with the carbohydrate to form the corresponding C2-diamine. The presented reductive aminolysis is therefore a promising strategy for sustainable synthesis of short, acyclic, bio-based amines.

Photochemical Formation of Methylamine and Ethylenediamine from Gas Mixtures of Methane, Ammonia, and Water

Ogura, Kotaro,Migita, Catharina T.,Yamada, Tooru

, p. 1563 - 1566 (1988)

The photolysis of mixtures of CH4, NH3, and H2O with a low-pressure mercury lamp led to the formation of considerable amounts of methylamine and ethylenediamine with oxygen-containing compounds, ethane, and hydrogen.CH2NH2 radicals formed during photolysis were detected by ESR applying a spin trap technique, and it was suggested that the coupling of the radicals leads to the formation of ethylenediamine.

Structural Basis for the Catalytic Mechanism of Ethylenediamine- N, N′-disuccinic Acid Lyase, a Carbon-Nitrogen Bond-Forming Enzyme with a Broad Substrate Scope

Poddar, Harshwardhan,De Villiers, Jandré,Zhang, Jielin,Puthan Veetil, Vinod,Raj, Hans,Thunnissen, Andy-Mark W. H.,Poelarends, Gerrit J.

, p. 3752 - 3763 (2018)

The natural aminocarboxylic acid product ethylenediamine-N,N′-disuccinic acid [(S,S)-EDDS] is able to form a stable complex with metal ions, making it an attractive biodegradable alternative for the synthetic metal chelator ethylenediaminetetraacetic acid (EDTA), which is currently used on a large scale in numerous applications. Previous studies have demonstrated that biodegradation of (S,S)-EDDS may be initiated by an EDDS lyase, converting (S,S)-EDDS via the intermediate N-(2-aminoethyl)aspartic acid (AEAA) into ethylenediamine and two molecules of fumarate. However, current knowledge of this enzyme is limited because of the absence of structural data. Here, we describe the identification and characterization of an EDDS lyase from Chelativorans sp. BNC1, which has a broad substrate scope, accepting various mono- and diamines for addition to fumarate. We report crystal structures of the enzyme in an unliganded state and in complex with formate, succinate, fumarate, AEAA, and (S,S)-EDDS. The structures reveal a tertiary and quaternary fold that is characteristic of the aspartase/fumarase superfamily and support a mechanism that involves general base-catalyzed, sequential two-step deamination of (S,S)-EDDS. This work broadens our understanding of mechanistic diversity within the aspartase/fumarase superfamily and will aid in the optimization of EDDS lyase for asymmetric synthesis of valuable (metal-chelating) aminocarboxylic acids.

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Schoeber,Gutmann

, p. 649 (1958)

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Two organically templated niobium and zinconiobium fluorophosphates: Low temperature hydrothermal syntheses of NbOF(PO4)2(C 2H10N2)2 and Zn3(NbOF) (PO4)4(C2H10N2) 2

Liu, Guang-Zhen,Zheng, Shou-Tian,Yang, Guo-Yu

, p. 231 - 237 (2007)

Two new niobium and zinconiobium fluorophosphates, NbOF(PO 4)2(C2H10N2)2 (1) and Zn3(NbOF)(PO4)4-(C2H 10N2)2 (2), have been prepared under hydrothermal conditions using ethylenediamine as a template. The structures were determined by single crystal diffraction to be triclinic, space group P1 (No. 2), a = 8.1075 (6) A, b = 9.8961 (7) A, c = 10.1420(8) A, α = 111.655(1)°, β = 111.51(1)°, γ = 93.206(1)°, V = 686.19(9) A3, and Z = 2 for 1 and orthorhombic, space group Fddd (No. 70), a = 9.1928(2) A, b = 14.2090(10) A, c = 32.2971 (6) A, V = 4218.66(12) A3, and Z = 8 for 2, respectively. Compound 1 is an infinite linear chain consisting of corner-sharing [Nb 2P2] 4-MRs bridged at the Nb centers with organic amines situated between chains, and compound 2, containing the chains similar to that in 1, forms a zeotype framework with organic amines situated in the gismondine-type [4684] cavities. The topology of 2 was previously unknown with vertex symbol 4·4·4·4· 8·8 (vertex 1), 4·4·4·82·8· 8 (vertex 2), 4·4·8·8·82·8 2 (vertex 3), and 4·4·4·8 2·8·8 (vertex 4). The topological relationships between the 4-connected network of 2 and several reported (3,4)-connected networks were discussed.

A Reversible Liquid Organic Hydrogen Carrier System Based on Methanol-Ethylenediamine and Ethylene Urea

Xie, Yinjun,Hu, Peng,Ben-David, Yehoshoa,Milstein, David

, p. 5105 - 5109 (2019)

A novel liquid organic hydrogen carrier (LOHC) system, with a high theoretical hydrogen capacity, based on the unpresented hydrogenation of ethylene urea to ethylenediamine and methanol, and its reverse dehydrogenative coupling, was established. For the dehydrogenation only a small amount of solvent is required. This system is rechargeable, as the H2-rich compounds could be regenerated by hydrogenation of the resulting dehydrogenation mixture. Both directions for hydrogen loading and unloading were achieved using the same catalyst, under relatively mild conditions. Mechanistic studies reveal the likely pathway for H2-lean compounds formation.

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Tkaczynski,Kotelko

, (1958)

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Binuclear biscarbene complexes of furan

Crause, Chantelle,Goerls, Helmar,Lotz, Simon

, p. 1649 - 1657 (2005)

Carbene complexes of chromium and tungsten with a bridging furan substituent were synthesized from lithiated furan precursors and metal hexacarbonyls. The binuclear biscarbene complexes [(CO)5M{C(OEt)- C4H2O-C(OEt)}-M′(CO)5] (M = M′ = Cr (3), W (4)) were obtained as well as the corresponding monocarbene complexes [M{C(OEt)-C4H3O}(CO)5] (M = Cr (1), W (2)). A method of protecting the carbene moiety during the metal acylate stage was used to increase not only the yields of the binuclear Fischer biscarbene complexes 3 and 4 but to establish a method to synthesize analogous mixed heterobinuclear carbene complexes (M = W, M′ = Cr (5)) in high yields. The binuclear biscarbene complexes 3 and 5 were reacted with 3-hexyne and yielded the corresponding benzannulated monocarbene complexes [M{C(OEt)-C14H 17O3}(CO)5] (M = Cr (6), W(7)). Complex 5 reacted regioselectively with the benzannulation reaction occurring at the chromium-carbene centre. The major products from refluxing 3 in the presence of [Pd(PPh3)4] were a monocarbene-ester complex [Cr{C(OEt)-C4H2O-C(O)OEt}(CO)5] (8), the 2,5-diester of furan (9) and a carbene-carbene coupled olefin EtOC(O)-C 4H2O-C(OEt)=C(OEt)-C4H2O-C(O)OEt (10). X-Ray structure analysis of 4 and 6 confirmed the molecular structures of the compounds in the solid state and aspects of electron conjugation between the transition metals and the furan substituents in the carbene ligands were investigated. The Royal Society of Chemistry 2005.

Synthesis, characterization and kinetics properties of chromium(III) complex [Cr(3-HNA)(en)2]Cl · H2O · CH3OH

Liu, Bin,Li, Ying-qi,Yang, Bin-Sheng

, p. 367 - 370 (2007)

The reaction of chromium(III) chloride, 3-hydroxy-2-naphthoic acid (3-HNA) and ethylenediamine (en) led to the formation of complex [Cr(3-HNA)(en)2]Cl · H2O · CH3OH, Bis(ethylenediamine-κ2N,N′)(3-hydroxy-2-napht

Effects of Ni particle size on amination of monoethanolamine over Ni-Re/SiO2 catalysts

Ma, Lei,Yan, Li,Lu, An-Hui,Ding, Yunjie

, p. 567 - 579 (2019)

Ni-Re/SiO2 catalysts with controllable Ni particle sizes (4.5–18.0 nm) were synthesized to investigate the effects of the particle size on the amination of monoethanolamine (MEA). The catalysts were characterized by various techniques and evaluated for the amination reaction in a trickle bed reactor at 170°C, 8.0 MPa, and 0.5 h?1 liquid hourly space velocity of MEA (LHSVMEA) in NH3/H2 atmosphere. The Ni-Re/SiO2 catalyst with the lowest Ni particle size (4.5 nm) exhibited the highest yield (66.4%) of the desired amines (ethylenediamine (EDA) and piperazine (PIP)). The results of the analysis show that the turnover frequency of MEA increased slightly (from 193 to 253 h?1) as the Ni particle sizes of the Ni-Re/SiO2 catalysts increased from 4.5 to 18.0 nm. Moreover, the product distribution could be adjusted by varying the Ni particle size. The ratio of primary to secondary amines increased from 1.0 to 2.0 upon increasing the Ni particle size from 4.5 to 18.0 nm. Further analyses reveal that the Ni particle size influenced the electronic properties of surface Ni, which in turn affected the adsorption of MEA and the reaction pathway of MEA amination. Compared to those of small Ni particles, large particles possessed a higher proportion of high-coordinated terrace Ni sites and a higher surface electron density, which favored the amination of MEA and NH3 to form EDA.

Durham, D. A.,Hart, F. A.

, p. 145 - 157 (1969)

Mechanisms of acid decomposition of dithiocarbamates. 1. Alkyl dithiocarbamates

Humeres, Eduardo,Debacher, Nito A.,Marta de S. Sierra,Franco, Jose Dimas,Schutz, Aldo

, p. 1598 - 1603 (1998)

The acid decomposition of some substituted methyldithiocarbamates was studied in water at 25°C in the range of rio -5 and pH 5. The pH-rate profiles showed a bell-shaped curve from which were calculated the acid dissociation constants of the free and conjugate acid species and the specific acid catalysis rate constants k(H). The Bronsted plot of k(H) vs pK(N), the dissociation constant of the conjugate acid of the parent amine, suggests that the acid cleavage occurs through two mechanisms that depend on the pK(N). The plot presents a convex upward curve with a maximum at pK(N) 9.2, which is consistent with the cleavage of the dithiocarbamate anion through a zwitterion intermediate and two transition states. For pK(N) 9.2, the C-N bond breakdown is the slowest step, and according to the inverse SIE, the transition state changes rapidly with the increase of pK(N) to a late transition state. The plot shows a minimum at pK(N) ?10, indicating that a new mechanism emerges at higher values, and it is postulated that it represents a path of intramolecular S to N proton-transfer concerted with the C-N bond breakdown. The thiocarbonyl group acts as a powerful electron- withdrawing group, decreasing the basicity of the nitrogen of the parent amine by 14.1 pK units.

-

Lee,Hahn

, p. 6420,6424 (1969)

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A diamine-exchange reaction of dihydropyrazines

Yamaguchi, Tadatoshi,Ito, Shigeru,Iwase, Yukiko,Watanabe, Kenji,Harano, Kazunobu

, p. 1677 - 1680 (2000)

Dihydropyrazines reacted with 1,2-diamines to form tetraazadecalins as intermediates, and then the reaction proceeded forward to dissociate into alternate dihydropyrazine and diamine, or backward to dissociate into the starting materials in certain equilibrium. The product distribution is controlled by diamine-exchange equilibrium reaction. The various equilibrium reactions were analyzed by NMR spectroscopy.

Intramolecular Nucleophilic and General Acid Catalysis in the Hydrolysis of an Amide. Some Comments on the Mechanism of Catalysis by Serine Proteases

Morris, Jeffrey J.,Page, Michael I.

, p. 1131 - 1136 (1980)

The lactonisation of N-(2-aminoethyl)-6-endo-hydroxybicycloheptane-2-endo-carboxamide shows a sigmoid pH-rate profile which is interpreted, kinetically, in terms of the hydroxide-ion-catalysed hydrolysis of the amide with the terminal amino-group unprotonated and protonated.Reaction of the latter species occurs with a rate enhancement of ca. 109 compared with an amide lacking the hydroxy- and protonated amino-groups.This is attributed to intramolecular nucleophilic and general acid-catalysis.The relative effectiveness of these two processes are compared and it is concluded that intramolecular general acid-catalysis makes a relatively minor contribution to the rate enhancement even though the breakdown of the tetrahedral intermediate is thought to be a concerted process.Some comments are made about the mechanisms proposed for the chymotrypsin-catalysed hydrolysis of amides and concerted breakdown of the tetrahedral intermediate is suggested as a possible mechanism.

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Roddy et al.

, p. 1099,1100 - 1118 (1971)

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Ethylenediamine and Aminoacetonitrile Catalyzed Decarboxylation of Oxalacetate

Leussing, Daniel L.,Raghavan, N. V.

, p. 5635 - 5643 (1980)

Monoprotonated ethylenediamine (ENH+) and aminoacetonitrile (AAN) are highly effective catalysts for the decarboxylation of oxalacetate (OA2-) with the latter amine showing 50percent faster rates.The mechanisms of the reactions are the same as that earlier proposed by Guthrie and Jordan from studies on the carboxylation of acetoacetate (AA-): amine and keto acid react to form ketimine which either decarboxylates or is competitively converted to enamine.We find that a prton is required to effect decarboxylation, but it also promotes enamine formation, the more so the greater basicity of the parent amine.Owing to this side reaction, the more basic amines tend to show lower catalytic activity with respect to decarboxylation. a second effect also contributes to the high activity of AAN: even though the rate constants for imine formation appear to be roughly similar with AAN and ENH+, proton catalysis has a much larger net influence on the AAN rate because changes in +> are not canceled by inverse changes in . 4-Ethyloxalacetate forms an adduct with ENH+ that has a considerably greater enamine content and a higher stability than its OA2- analogue.These differences in substrate behavior must be taken into account when esters are used as models for the parent keto acids in these reactions.Comparison of our results with those previously published for OA2- decarboxylation catalyzed by a partially quaternized poly(ethylenimine) suggests that OA2- is predominantly bound to the quaternary amine sites but decarboxylation likely proceeds via a Schiff-base mechanism.

Reactions in microemulsion media: Schiff bases with targeting/anchoring module as kinetic sensors to map the polarity pocket of a microemulsion droplet

Mishra,Patel, Namita,Dash,Behera

, p. 458 - 464 (2001)

The hydrolysis of some tailor-made Schiff bases having flexible spacers between aldimine groups and alkoxy groups at ortho (o) or para (p) position in the benzene ring has been investigated in microemulsion media. The kinetic data of acid-catalyzed hydrolysis in anionic (sodium lauryl sulphate: NaLS) and cationic (cetyltrimethyl ammoniumbromide: CTAB) microemulsion media have been explained considering the localization of the Schiff bases at various probable pockets of the microemulsion droplet. The results are in conformity to the solubilization studies of the reported Schiff bases in microemulsions (Dash et al., Spectrochim Acta 1996, 52A, 349). The change in reactivity due to change in the spacer length and position of the alkoxy group in the Schiff bases has been rationalized on the basis of localization sites of the reaction center at different polarity pockets of the reaction media.

Kinetics and thermodynamics of amine and diamine signaling by a trifluoroacetyl azobenzene reporter group

Mertz, Eric,Beil, James B.,Zimmerman, Steven C.

, p. 3127 - 3130 (2003)

(Matrix presented) (Trifluoroacetyl)azobenzene dyes were previously employed as amine reporter groups (chemosensors) in a dendrimer-based monomolecular imprinting system. Kinetic and binding studies with a range of amines and diamines show that the highly selective signaling observed for alkane diamines by these imprinted dendrimers arises from a kinetic effect due to intramolecular general base-catalyzed carbinolamine formation with the dye itself. The relationship between diamine structure and carbinolamine stability and rate of formation is described.

Kinetics of Complexation and Oxidation of Ethanolamine and Diols by Silver(II)

Kumar, Anil

, p. 1674 - 1678 (1982)

The oxidation of ethanolamine (EtA), ethylene glycol, and several other diols by Ag(II) has been studied at pH ca. 8.5.In the basic pH range, complexation of the substrate by Ag(II) has been found to take place in two steps by successive ligand uptake.Complexation rates are higher 1 order of magnitude in the basic pH range as compared to the acidic pH range.Oxidation then takes place through intramolecular electron transfer from substrate to Ag(II) within the complex.Oxidation rates for cis- and trans-1,2-cyclohexanediols are quite similar.

7-(Imidazolidin-1-ylmethyl)quinolin-8-ol: An unexpected product from a mannich-type reaction in basic medium

Rivera, Augusto,Rios-Motta, Jaime,Navarro, Miguel Angel

, p. 531 - 537 (2006)

7-(Imidazolidin-1-ylmethyl)quinoline-8-ol, an N-substituted imidazolidine, was synthesized in a one-step reaction between 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane (TATD) and 8-hydroxyquinoline. Obtaining this substance enhanced the scope of possibilities in the synthesis of unsymmetrically N,N-disubstituted imidazolidines. 1H-NMR spectral studies revealed that this type of substance does not undergo ring-chain tautomerism.

Comparison of the Formation Rate Constants of some Chromium(II) and Copper(II) Complexes

Micskei, Karoly,Nagypal, Istvan

, p. 1301 - 1304 (1990)

The equilibrium kinetics in aqueous solutions of the chromium(II)-ethylenediamine (en) and -iminodiacetate (ida) complexes has been studied using a n.m.r. relaxation method.The paramagnetic relaxation rate and shift of the CH2 protons of the ligands were

Effect of Re promoter on the structure and catalytic performance of Ni-Re/Al2O3 catalysts for the reductive amination of monoethanolamine

Ma, Lei,Yan, Li,Lu, An-Hui,Ding, Yunjie

, p. 8152 - 8163 (2018)

In this paper, Ni/Al2O3 catalysts (15 wt% Ni) with different Re loadings were prepared to investigate the effect of Re on the structure and catalytic performance of Ni-Re/Al2O3 catalysts for the reductive amination of monoethanolamine. Reaction results reveal that the conversion and ethylenediamine selectivity increase significantly with increasing Re loading up to 2 wt%. Ni-Re/Al2O3 catalysts show excellent stability during the reductive amination reaction. The characterization of XRD, DR UV-Vis spectroscopy, H2-TPR, and acidity-basicity measurements indicates that addition of Re improves the Ni dispersion, proportion of octahedral Ni2+ species, reducibility, and acid strength for Ni-Re/Al2O3 catalysts. The Ni15 and Ni15-Re2 catalysts were chosen for in-depth study. The results from SEM-BSE, TEM, and CO-TPD indicate that smaller Ni0 particle size and higher Ni0 surface area are obtained in the reduced Ni-Re/Al2O3 catalysts. Results from in situ XPS and STEM-EDX line scan suggest that Re species show a mixture of various valances and have a tendency to aggregate on the surface of Ni0 particles. During reaction, the Ni0 particles on the Al2O3 support are stabilized and the sintering process is effectively suppressed by the incorporation of Re. It could be concluded that sufficient Ni0 sites, the collaborative effect of Ni-Re, and brilliant stability contribute to the excellent catalytic performance of Ni-Re/Al2O3 catalysts for the reductive amination of monoethanolamine.

-

Wiedeman,Montgomery

, p. 1966 (1945)

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Applications of dynamic combinatorial chemistry for the determination of effective molarity

Ciaccia, Maria,Tosi, Irene,Baldini, Laura,Cacciapaglia, Roberta,Mandolini, Luigi,Di Stefano, Stefano,Hunter, Christopher A.

, p. 144 - 151 (2015)

A new strategy for determining thermodynamic effective molarities (EM) for macrocylisation reactions using dynamic combinatorial chemistry under dilute conditions is presented. At low concentrations, below the critical value, Dynamic Libraries (DLs) of bifunctional building blocks contain only cyclic species, so it is not possible to quantify the equilibria between linear and cyclic species. However, addition of a monofunctional chain stopper can be used to promote the formation of linear oligomers allowing measurement of EM for all cyclic species present in the DL. The effectiveness of this approach was demonstrated for DLs generated from mixtures of 1,3-diimine calix[4]arenes, linear diaminoalkanes and monoaminoalkanes. For macrocycles deriving from one bifunctional calixarene and one diamine, there is an alternating pattern of EM values with the number of methylene units in the diamine: odd numbers give significantly higher EMs than even numbers. For odd numbers of methylene units, the alkyl chain can adopt an extended all anti conformation, whereas for even numbers of methylene units, gauche conformations are required for cyclisation, and the associated strain reduces EM. The value of EM for the five-carbon linker indicates that this macrocycle is a strainless ring. This journal is

PREPARATION METHOD OF ETHYLENEDIAMINE

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Paragraph 0045-0061, (2021/06/01)

A dehydrogenation reaction step in which (A) monoethanolamine is dehydrogenated to form aminoacetaldehyde in the presence of a reductive amination catalyst containing cobalt, yttrium and palladium as an active ingredient. A dehydration reaction step of contacting (B) said aminoacetaldehyde with an amine compound to form iminoethanamine. A hydrogenation process wherein (C) is contacted with iminoethaneamine and hydrogen to form ethylenetriamine. Method for manufacturing a semiconductor device A process for the preparation of ethyleneamine.

PREPARATION METHOD OF ETHYLENEDIAMINE

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Paragraph 0048-0049; 0053-0054; 0058-0061, (2021/06/01)

A dehydrogenation reaction step in which (A) monoethanolamine is dehydrogenated to form aminoacetaldehyde in the presence of a reductive amination catalyst containing cobalt, scandium, and palladium as an active ingredient. A dehydration reaction step of contacting (B) said aminoacetaldehyde with an amine compound to form iminoethanamine. A hydrogenation process wherein (C) is contacted with iminoethaneamine and hydrogen to form ethylenetriamine. Method for manufacturing a semiconductor device A process for the preparation of ethyleneamine.

METHOD FOR PRODUCING ETHANOLAMINES AND/OR ETHYLENEAMINES

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Paragraph 0250-0257, (2020/04/09)

The present invention relates to a process for preparing ethanolamines and/or ethyleneamines in the gas phase by reacting ethylene glycol with ammonia in the presence of an amination catalyst. It is a characteristic feature of the process that the amination catalyst is prepared by reducing a calcined catalyst precursor comprising an active composition, where the active composition comprises one or more active metals selected from the group consisting of the elements of groups 8, 9, 10 and 11 of the Periodic Table of the Elements and optionally one or more added catalyst elements selected group consisting of the metals and semimetals of groups 3 to 7 and 12 to 17, the element P and the rare earth elements. It is a further characteristic feature of the process that a catalyst precursor having low basicity is used, the low basicity being achieved in that a) the catalyst precursor is prepared by coprecipitation and the active composition additionally comprises one or more basic elements selected from the group consisting of the alkali metals and alkaline earth metals; orb) the catalyst precursor, as well as the active composition, additionally comprises a support material and is prepared by impregnating the support material or precipitative application onto the support material and the support material comprises one or more basic elements selected from the group consisting of the alkali metals, Be, Ca, Ba and Sr or one or more minerals selected from the group consisting of hydrotalcite, chrysotile and sepiolite; orc) the catalyst precursor, as well as the active composition, additionally comprises a support material and is prepared by impregnating the support material or precipitative application onto the support material and the active composition of the catalyst support comprises one or more basic elements selected from the group consisting of the alkali metals and the alkaline earth metals; ord) the catalyst precursor is calcined at temperatures of 600° C. or more; ore) the catalyst precursor is prepared by a combination of variants a) and d) or by a combination of variants b) and d) or by a combination of variants c) and d).

METHOD FOR THE PRODUCTION OF ETHYLENEAMINES

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Paragraph 0336-0352, (2020/05/14)

The present invention relates to a process for preparing alkanolamines and/or ethyleneamines in the liquid phase, by reacting ethylene glycol and/or monoethanolamine with ammonia in the presence of an amination catalyst comprising Co, Ru and Sn.

Process route upstream and downstream products

Process route

piperazine
110-85-0

piperazine

N-(1-aminomethyl-2-hydroxyethyl)amine
2811-20-3

N-(1-aminomethyl-2-hydroxyethyl)amine

1,2,3-triaminopropane
21291-99-6

1,2,3-triaminopropane

(RS)-2-methylpiperazine
109-07-9

(RS)-2-methylpiperazine

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

1,2-diaminopropan
78-90-0,10424-38-1

1,2-diaminopropan

3,5-dimethylpiperazine
108-49-6

3,5-dimethylpiperazine

Conditions
Conditions Yield
With ammonia; hydrogen; Raney nickel; In water; at 200 ℃; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave;
0.15C<sub>10</sub>H<sub>10</sub>N<sub>6</sub><sup>(2-)</sup>*1.7C<sub>4</sub>H<sub>5</sub>N<sub>2</sub><sup>(1-)</sup>*Zn<sup>(2+)</sup>

0.15C10H10N6(2-)*1.7C4H5N2(1-)*Zn(2+)

2-methylimidazole
693-98-1

2-methylimidazole

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

2-imidazolecarbaldehyde
10111-08-7

2-imidazolecarbaldehyde

Conditions
Conditions Yield
With hydrogen chloride; In dimethylsulfoxide-d6;
D-glucose
50-99-7

D-glucose

(RS)-2-methylpiperazine
109-07-9

(RS)-2-methylpiperazine

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

1,2-diaminopropan
78-90-0,10424-38-1

1,2-diaminopropan

Conditions
Conditions Yield
With ammonia; hydrogen; reduced catalyst comprising 13 wtpercent Cu (calculated as CuO), 28 wtpercent Ni (calculated as NiO), 28 wtpercent Co (calculated as CoO), 31 wtpercent Zr (calculated as ZrO2); In water; at 100 - 200 ℃; for 36h; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave; Inert atmosphere;
D-sorbitol
50-70-4

D-sorbitol

(RS)-2-methylpiperazine
109-07-9

(RS)-2-methylpiperazine

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

1,2-diaminopropan
78-90-0,10424-38-1

1,2-diaminopropan

Conditions
Conditions Yield
With ammonia; hydrogen; Raney nickel; In water; at 100 - 200 ℃; for 36h; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave; Inert atmosphere;
D-glucose
50-99-7

D-glucose

(RS)-2-methylpiperazine
109-07-9

(RS)-2-methylpiperazine

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

1,2-diaminopropan
78-90-0,10424-38-1

1,2-diaminopropan

2,5-dimethylpiperazine
106-55-8

2,5-dimethylpiperazine

Conditions
Conditions Yield
With ammonia; hydrogen; Raney nickel; In water; at 100 - 200 ℃; for 36h; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave; Inert atmosphere;
Sucrose
57-50-1

Sucrose

piperazine
110-85-0

piperazine

(RS)-2-methylpiperazine
109-07-9

(RS)-2-methylpiperazine

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

1,2-diaminopropan
78-90-0,10424-38-1

1,2-diaminopropan

Conditions
Conditions Yield
With ammonia; hydrogen; Raney nickel; In water; at 100 - 200 ℃; for 36h; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave; Inert atmosphere;
D-sorbitol
50-70-4

D-sorbitol

(RS)-2-methylpiperazine
109-07-9

(RS)-2-methylpiperazine

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

1,2-diaminopropan
78-90-0,10424-38-1

1,2-diaminopropan

3,5-dimethylpiperazine
108-49-6

3,5-dimethylpiperazine

Conditions
Conditions Yield
With ammonia; hydrogen; reduced catalyst comprising 13 wtpercent Cu (calculated as CuO), 28 wtpercent Ni (calculated as NiO), 28 wtpercent Co (calculated as CoO), 31 wtpercent Zr (calculated as ZrO2); In water; at 100 - 190 ℃; for 36h; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave; Inert atmosphere;
D-glucose
50-99-7

D-glucose

piperazine
110-85-0

piperazine

(RS)-2-methylpiperazine
109-07-9

(RS)-2-methylpiperazine

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

1,2-diaminopropan
78-90-0,10424-38-1

1,2-diaminopropan

3,5-dimethylpiperazine
108-49-6

3,5-dimethylpiperazine

Conditions
Conditions Yield
D-glucose; With hydrogen; calcium oxide; In water; at 230 ℃; for 10h; under 75007.5 - 187519 Torr; Autoclave; Inert atmosphere;
With ammonia; hydrogen; In water; at 100 - 200 ℃; for 36h; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave; Inert atmosphere;
D-sorbitol
50-70-4

D-sorbitol

piperazine
110-85-0

piperazine

(RS)-2-methylpiperazine
109-07-9

(RS)-2-methylpiperazine

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

1,2-diaminopropan
78-90-0,10424-38-1

1,2-diaminopropan

3,5-dimethylpiperazine
108-49-6

3,5-dimethylpiperazine

2,5-dimethylpiperazine
106-55-8

2,5-dimethylpiperazine

Conditions
Conditions Yield
With ammonia; hydrogen; reduced catalyst comprising 13 wtpercent Cu (calculated as CuO), 28 wtpercent Ni (calculated as NiO), 28 wtpercent Co (calculated as CoO), 31 wtpercent Zr (calculated as ZrO2); In water; at 100 - 200 ℃; for 36h; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave; Inert atmosphere;
[(2-{[(cyano)(phenyl)methyl]amino}ethyl)amino](phenyl)acetonitrile
4772-67-2

[(2-{[(cyano)(phenyl)methyl]amino}ethyl)amino](phenyl)acetonitrile

hydrogen cyanide
74-90-8

hydrogen cyanide

benzaldehyde
100-52-7

benzaldehyde

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

Conditions
Conditions Yield

Global suppliers and manufacturers

Global( 100) Suppliers
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