108-00-9 | N,N-Dimethylethylenediamine

Packsize	Purity	Availability	Price	Discounted Price
25g	98%	in stock	$18.00	$12.00
250g	98%	in stock	$111.00	$78.00

Description

• Catalog Number: AB44027
• Chemical Name: N,N-Dimethylethylenediamine
• CAS Number: 108-00-9
• Molecular Formula: C4H12N2
• Molecular Weight: 88.1515
• MDL Number: MFCD00008175
• SMILES: NCCN(C)C
• NSC Number: 24506

Computed Properties

• Complexity: 26.7
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 6
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 2
• XLogP3: -0.7

Upstream Synthesis Route

2-Dimethylaminoethylamine, also known as DMAEA, is a versatile compound widely utilized in chemical synthesis. This organic compound serves as a crucial reagent in various reactions due to its unique properties and functionality. DMAEA is particularly valued for its ability to act as an efficient nucleophile, making it an essential component in the formation of various chemical bonds.In the realm of organic synthesis, DMAEA finds widespread application in the preparation of pharmaceuticals, agrochemicals, and polymers. Its role as a key intermediate in the synthesis of complex molecules enables the creation of diverse chemical structures with specific properties and functions. DMAEA's versatility extends to its use in the production of specialty chemicals and advanced materials, contributing to the development of innovative products across industries.Additionally, DMAEA plays a significant role in the field of coordination chemistry, where its coordination with metal ions facilitates the creation of coordination complexes with unique properties. This ability to form stable complexes further expands DMAEA's utility in catalysis and material science, enabling the design of novel catalyst systems and functional materials.Overall, 2-Dimethylaminoethylamine is a valuable compound in chemical synthesis, driving innovation and advancement in various areas of chemistry and material science. Its diverse applications and reactivity make it an indispensable tool for researchers and chemists seeking to develop new molecules and materials with tailored properties and functions.

Literature

• Copper-catalyzed synthesis of quinazolines in water starting from o-bromobenzylbromides and benzamidines.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20120716

• Thermodynamics of the interaction of Pd(dmen)(H₂O)₂²⁺ with bio-relevant ligands with reference to the deactivation of metal-based drug by thiol ligands.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20120601

• Transition-metal-free intramolecular N-arylations.

  Organic letters 20120406

• (8-Amino-quinoline-κ(2)N,N')bis-(1,1,1,5,5,5-hexa-fluoro-pentane-2,4-dionato-κ(2)O,O')cobalt(II).

  Acta crystallographica. Section E, Structure reports online 20120401

• Nitric oxide reactivity of copper(II) complexes of bidentate amine ligands: effect of substitution on ligand nitrosation.

  Dalton transactions (Cambridge, England : 2003) 20120314

• N,N-Dimethyl-ethane-1,2-diaminium bis-(3-hy-droxy-benzoate).

  Acta crystallographica. Section E, Structure reports online 20111101

• Triostin A derived hybrid for simultaneous DNA binding and metal coordination.

  Amino acids 20110701

• Delivery of plasmid DNA encoding bone morphogenetic protein-2 with a biodegradable branched polycationic polymer in a critical-size rat cranial defect model.

  Tissue engineering. Part A 20110301

• Downregulation of survivin expression and enhanced chemosensitivity of MCF-7 cells to adriamycin by PDMAE/survivin shRNA complex nanoparticles.

  International journal of pharmaceutics 20110227

• A unique example of structural and magnetic diversity in four interconvertible copper(II)-azide complexes with the same schiff base ligand: a monomer, a dimer, a chain, and a layer.

  Inorganic chemistry 20100719

• Polymer-bound oxidovanadium(IV) and dioxidovanadium(V) complexes as catalysts for the oxidative desulfurization of model fuel diesel.

  Inorganic chemistry 20100719

• A missing high-spin molecule in the family of cyanido-bridged heptanuclear heterometal complexes, [(LCu(II))₆Fe(III)(CN)₆]3+, and its Co(III) and Cr(III) analogues, accompanied in the crystal by a novel octameric water cluster.

  Dalton transactions (Cambridge, England : 2003) 20100528

• Copper/alpha-ketocarboxylate chemistry with supporting peralkylated diamines: reactivity of copper(I) complexes and dicopper-oxygen intermediates.

  Inorganic chemistry 20100405

• Altering amine basicities in biodegradable branched polycationic polymers for nonviral gene delivery.

  Biomacromolecules 20100308

• PEG- and PDMAEG-graft-modified branched PEI as novel gene vector: synthesis, characterization and gene transfection.

  Journal of biomaterials science. Polymer edition 20100101

• A cascade biodegradable polymer based on alternating cyclization and elimination reactions.

  Journal of the American Chemical Society 20091230

• Selective formation of cis-diacyl, cis-PPh(2)R rhodium(III) complexes by the reaction of rhodium(III) cis-diacyl, trans-PPh(2)R complexes with aliphatic diamines.

  Dalton transactions (Cambridge, England : 2003) 20091128

• Preparation and characterization of bisphenolato magnesium derivatives: an efficient catalyst for the ring-opening polymerization of epsilon-caprolactone and L-lactide.

  Dalton transactions (Cambridge, England : 2003) 20091128

• Diiodido[N'-(2-methoxy-benzyl-idene)-N,N-dimethyl-ethane-1,2-diamine]zinc(II).

  Acta crystallographica. Section E, Structure reports online 20091001

• CuI-catalyzed amination of arylhalides with guanidines or amidines: a facile synthesis of 1-H-2-substituted benzimidazoles.

  The Journal of organic chemistry 20090807

• Di-μ-chlorido-bis-[chlorido(N,N-di-methyl-ethylenediamine-κN,N')zinc(II)].

  Acta crystallographica. Section E, Structure reports online 20090701

• Mild immobilization of diverse macromolecular bioactive agents onto multifunctional fibrous membranes prepared by coaxial electrospinning.

  Acta biomaterialia 20090601

• Deprotection of the indole (N(ind))-formyl (For) group on tryptophan employing a new reagent, N,N'-dimethylethylendiamine (DMEDA) in an aqueous solution.

  Chemical & pharmaceutical bulletin 20090201

• Deprotection of N(in)-formyl group on tryptophan by application of new reagent, 1,2-dimethylethylendiamine in aqueous solution.

  Advances in experimental medicine and biology 20090101

• Mixed-mode ion-exchangers and their comparative chromatographic characterization in reversed-phase and hydrophilic interaction chromatography elution modes.

  Journal of separation science 20080801

• Poly(imidazole/DMAEA)phosphazene/DNA self-assembled nanoparticles for gene delivery: synthesis and in vitro transfection.

  Journal of controlled release : official journal of the Controlled Release Society 20080508

• Histidylated cationic polyorganophosphazene/DNA self-assembled nanoparticles for gene delivery.

  International journal of pharmaceutics 20080402

• (μ-4-Bromo-2-{1-[2-(dimethyl-amino)ethyl-imino]eth-yl}phenolato)bis-[ethyl-zinc(II)].

  Acta crystallographica. Section E, Structure reports online 20080101

• A flexible coordination polymer crystal providing reversible structural and magnetic conversions.

  Journal of the American Chemical Society 20071107

• EPR spectra of Cu(2+) doped [Zn(sac)2(dmen)] and [Zn(sac)2(paen)] single crystals.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20071001

• Biodegradable poly(2-dimethylamino ethylamino)phosphazene for in vivo gene delivery to tumor cells. Effect of polymer molecular weight.

  Pharmaceutical research 20070801

• Hydrogen bonding and cation coordination effects in primary and secondary amines dissolved in carbon tetrachloride.

  The journal of physical chemistry. A 20070412

• Adsorption and aggregation properties of heterogemini surfactants containing a quaternary ammonium salt and a sugar moiety.

  Langmuir : the ACS journal of surfaces and colloids 20061024

• Ionic (liquid) matrices for matrix-assisted laser desorption/ionization mass spectrometry-applications and perspectives.

  Analytical and bioanalytical chemistry 20060901

• Amine mediated proton transfer reaction and C-Cl bond activation of solvent chloroform by a trinuclear copper(II) complex of a glucopyranosylamine derived ligand.

  Dalton transactions (Cambridge, England : 2003) 20060821

• Colorimetric recognition of Cu(II) by (2-dimethylaminoethyl)amino appended anthracene-9,10-diones in aqueous solutions: deprotonation of aryl amine NH responsible for colour changes.

  Dalton transactions (Cambridge, England : 2003) 20060821

• Crystalline and solution phases of N,N-dimethylethylenediamine complexed with lithium triflate and sodium triflate: intramolecular and intermolecular hydrogen bonding.

  The journal of physical chemistry. B 20060810

• Spectroscopy and structures of copper complexes with ethylenediamine and methyl-substituted derivatives.

  The journal of physical chemistry. A 20060622

• [Experimental study of anti-cancer effect of Mannan-modified targeted nanoliposome on mice].

  Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20060501

• Ligating properties of a potentially tetradentate Schiff base [(CH3)2NCH2CH2N=CHC6H3(OH)(OMe)] with zinc(II), cadmium(II), cobalt(II), cobalt(III) and manganese(III) ions: synthesis and structural studies.

  Dalton transactions (Cambridge, England : 2003) 20060414

• Parallel synthesis of a library of benzoxazoles and benzothiazoles using ligand-accelerated copper-catalyzed cyclizations of ortho-halobenzanilides.

  The Journal of organic chemistry 20060303

• Fixing the conformations of diamineplatinum(II)-GpG chelates: NMR and CD signatures of individual rotamers.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20060301

• Synthesis and biological evaluation of novel heterocyclic quinones as inhibitors of the dual specificity protein phosphatase CDC25C.

  Bioorganic & medicinal chemistry letters 20060101

• Characterization of modified antisense oligonucleotides in Xenopus laevis embryos.

  Oligonucleotides 20060101

• Synthesis of a biocleavable polyrotaxane-plasmid DNA (pDNA) polyplex and its use for the rapid nonviral delivery of pDNA to cell nuclei.

  Nature protocols 20060101

• Carbonic anhydrase inhibitors: design of thioureido sulfonamides with potent isozyme II and XII inhibitory properties and intraocular pressure lowering activity in a rabbit model of glaucoma.

  Bioorganic & medicinal chemistry letters 20050901

• Organoaluminium complexes incorporating an amido phosphine chelate with a pendant amine arm.

  Dalton transactions (Cambridge, England : 2003) 20050607

• Zwitterionic heterogemini surfactants containing ammonium and carboxylate headgroups. 1. Adsorption and micellization.

  Langmuir : the ACS journal of surfaces and colloids 20050329

• Perturbation of the PET process in fluorophore-spacer-receptor systems through structural modification: transition metal induced fluorescence enhancement and selectivity.

  The journal of physical chemistry. B 20050317

• Is delayed micro-graft hair transplantation possible?--evaluation of viabilities of hair follicles preserved in two storage media.

  British journal of plastic surgery 20050101

• Synthesis of biodegradable cross-linked poly(beta-amino ester) for gene delivery and its modification, inducing enhanced transfection efficiency and stepwise degradation.

  Bioconjugate chemistry 20050101

• End-to-end single cyanato and thiocyanato bridged Cu(II) polymers with a new tridentate Schiff base ligand: crystal structure and magnetic properties.

  Dalton transactions (Cambridge, England : 2003) 20041221

• The one-dimensional structure of Cu(dmen)2Pd(CN)4 (dmen is N,N-dimethylethylenediamine).

  Acta crystallographica. Section C, Crystal structure communications 20041001

• Platelet adhesive resistance of polyurethane surface grafted with zwitterions of sulfobetaine.

  Colloids and surfaces. B, Biointerfaces 20040701

• Crystal structure and magnetic interactions in nickel(II) dibridged complexes formed by two azide groups or by both phenolate oxygen-azide, -thiocyanate, -carboxylate, or -cyanate groups.

  Inorganic chemistry 20040405

• Exploration of composition space in templated uranium sulfates.

  Inorganic chemistry 20031103

• Synthesis and characterization of three novel amphiphilic aminated hypocrellins as photodynamic therapeutic agents.

  Photochemistry and photobiology 20031001

• Photolytic control of peptide self-assembly.

  Journal of the American Chemical Society 20030625

• Water-soluble biodegradable cationic polyphosphazenes for gene delivery.

  Journal of controlled release : official journal of the Controlled Release Society 20030520

• Architecture dependence on the steric constrains of the ligand in cyano-bridged copper(I) and copper(II)-copper(I) mixed-valence polymer compounds containing diamines: crystal structures and spectroscopic and magnetic properties.

  Inorganic chemistry 20021007

• Development of multicomponent DNA delivery systems based upon poly(amidoamine)-PEG co-polymers.

  Biochimica et biophysica acta 20020719

• Tricalixarenes and pentacalixarenes: synthesis and complexation studies.

  The Journal of organic chemistry 20020628

• Amphiphilic block copolymers as bile acid sorbents: 1. Synthesis of polystyrene-b-poly(N,N,N-trimethylammoniumethylene acrylamide chloride).

  Biomacromolecules 20020101

• Per-6-substituted beta-cyclodextrin libraries inhibit formation of beta-amyloid-peptide (A beta)-derived, soluble oligomers.

  Journal of molecular neuroscience : MN 20020101

• Mono- and dinuclear zinc complexes derived from unsymmetric binucleating ligands: synthesis, characterization, and formation of tetranuclear arrays.

  Inorganic chemistry 20010115