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Details

Stereochemistry ACHIRAL
Molecular Formula C6H12N2
Molecular Weight 112.1729
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIETHYLENEDIAMINE

SMILES

C1CN2CCN1CC2

InChI

InChIKey=IMNIMPAHZVJRPE-UHFFFAOYSA-N
InChI=1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2

HIDE SMILES / InChI

Molecular Formula C6H12N2
Molecular Weight 112.1729
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis of substituted chromenes through the DABCO-catalyzed reaction of but-3-yn-2-one and methyl propiolate with salicyl N-tosylimines (DABCO = 1,4-diazabicyclo[2.2.2]octane).
2006-04-12
1,4-Diazabicyclo[2.2.2]octane derivatives: a novel class of voltage-gated potassium channel blockers.
2006-03
Asymmetric transformation of a double-stranded, dicopper(I) helicate containing achiral bis(bidentate) Schiff bases.
2006-02-20
Increased dimensionalities of zinc-diphenic acid coordination polymers by simultaneous or subsequent addition of neutral bridging ligands.
2006-01-28
Effects of lipopolysaccharide-induced inflammation on expression of growth-associated genes by corticospinal neurons.
2006-01-24
Abnormally mild synthesis of bis(dithiolo)pyrroles from 2,5-dimethylpyrroles.
2005-12-08
Spectroscopy, NMR and DFT studies on molecular recognition of crown ether bridged chiral heterotrinuclear salen Zn(II) complex.
2005-12
Rate-limiting proton-transfer in the sigma-adduct forming reactions of 1,3,5-trinitrobenzene and 4-nitrobenzofuroxan with substituted anilines in dimethyl sulfoxide.
2005-11-07
Direct synthesis of fused 1,2,3,4,5-pentathiepins.
2005-10-07
Transition metal carbene chemistry. 4. Nucleophilic attachment of DABCO to fischer carbene complexes in MeCN.
2005-08-08
On the [2,3] sigmatropic rearrangement of allylic nitro compounds.
2005-08-04
Photosensitizing properties of 6-methoxy-2-naphthylacetic acid, the major metabolite of the phototoxic non-steroidal anti-inflammatory and analgesic drug nabumetone.
2005-08
Inhibition of Henipavirus fusion and infection by heptad-derived peptides of the Nipah virus fusion glycoprotein.
2005-07-18
Recyclable and reusable Pd(OAc)2/DABCO/PEG-400 system for Suzuki-Miyaura cross-coupling reaction.
2005-07-08
Structural and binding features of cofacial bis-porphyrins with calixarene spacers: pac-man porphyrins that can chew.
2005-07-04
Highly efficient solid-phase oxidative cleavage of olefins by OsO4-NalO4 in the intramolecular N-acyliminium Pictet-Spengler reaction.
2005-06-23
Efficient palladium-catalyzed homocoupling reaction and Sonogashira cross-coupling reaction of terminal alkynes under aerobic conditions.
2005-05-27
A new interpretation of the Baylis-Hillman mechanism.
2005-05-13
DABCO catalyzed addition of selenosulfonates to alpha,beta-unsaturated ketones.
2005-05-07
Efficient Stille cross-coupling reaction catalyzed by the Pd(OAc)2/Dabco catalytic system.
2005-04-01
DABCO-directed self-assembly of bisporphyrins (DABCO=1,4-diazabicyclo[2.2.2]octane).
2005-03-18
Herpesvirus pan encodes a functional homologue of BHRF1, the Epstein-Barr virus v-Bcl-2.
2005-02-03
Dinuclear zinc(II) dithiocarbamate macrocycles: ditopic receptors for a variety of guest molecules.
2005-01-21
Baylis-Hillman mechanism: a new interpretation in aprotic solvents.
2005-01-06
Proton-driven self-assembled systems based on cyclam-cored dendrimers and [Ru(bpy)(CN)4]2-.
2004-12-22
Conformation perturbation of p-sulfonatocalix[5]arene via complexation of 1,4-diazabicyclo[2.2.2]octane.
2004-12-21
Photosensitizers neutral red (type I) and rose bengal (type II) cause light-dependent toxicity in Chlamydomonas reinhardtii and induce the Gpxh gene via increased singlet oxygen formation.
2004-12-01
Toward the development of metal-free synthetic nucleases: cleavage of a model substrates by 1,4-diazabicyclo[2.2.2]octane derivatives.
2004-10
Molecular design of artificial ribonucleases using electrostatic interaction.
2004-10
The role of hydrophobic interactions in catalysis of RNA cleavage by 1,4-diazabicyclo[2.2.2]-octane based artificial ribonucleases.
2004-10
Photoreactions of p-benzo-, p-naphtho- and p-anthraquinones with ascorbic acid.
2004-10
The 1:1 adduct of 5-methylbenzene-1,3-diol (orcin) and 1,4-diazabicyclo[2.2.2]octane.
2004-10
Acrylamide in the Baylis-Hillman reaction: expanded reaction scope and the unexpected superiority of DABCO over more basic tertiary amine catalysts.
2004-09-17
Dabco as an inexpensive and highly efficient ligand for palladium-catalyzed Suzuki-Miyaura cross-coupling reaction.
2004-08-05
Lipid diffusion in sperm plasma membranes exposed to peroxidative injury from oxygen free radicals.
2004-07
A convenient synthesis of new isolable phosphaalkenes using the base-induced rearrangement of secondary vinylphosphines.
2004-06-14
Novel porphyrin-fullerene assemblies: from rotaxanes to catenanes.
2004-06-10
Syntheses of functionalized ferratricarbadecaboranyl complexes.
2004-05-31
The role of symmetry and optical selection rules in revealing the molecular structure of the lowest Rydberg and ionic states of the 1,4-diazabicyclo[2.2.2]octane-Arn (n = 1,2,3) van der Waals complexes.
2004-05-01
[C6N2H14]0.5.[MnAl3(PO4)4(H2O)2]: a manganese(II)-substituted aluminophosphate with AFN topology.
2004-04-19
Reactivities of carboxyalkyl-substituted 1,4,5,8-naphthalene diimides in aqueous solution.
2004-04-07
An investigation of the reaction of 2-aminobenzaldehyde derivatives with conjugated nitro-olefins: an easy and efficient synthesis of 3-nitro-1,2-dihydroquinolines and 3-nitroquinolines.
2004-03-05
ATF3 upregulation in glia during Wallerian degeneration: differential expression in peripheral nerves and CNS white matter.
2004-03-04
Straightforward asymmetric entry to highly functionalized 3-substituted 3-hydroxy-beta-lactams via Baylis-Hillman or bromoallylation reactions.
2004-02-06
Proton transfer and a dielectric phase transition in the molecular conductor (HDABCO+)2(TCNQ)3.
2004-01-14
Photoprocesses of p-naphthoquinones and vitamin K(1): effects of alcohols and amines on the reactivity in solution.
2004-01
Photocatalytic actions of the pesticide metabolite 2-hydroxyquinoxaline: destruction of antioxidant vitamins and biogenic amines - implications of organic redox cycling.
2004
Electron transfer and singlet oxygen mechanisms in the photooxygenation of dibutyl sulfide and thioanisole in MeCN sensitized by N-methylquinolinium tetrafluoborate and 9,10-dicyanoanthracene. The probable involvement of a thiadioxirane intermediate in electron transfer photooxygenations.
2003-12-31
Mechanochemical preparation of hydrogen-bonded adducts between the diamine 1,4-diazabicyclo[2.2.2]octane and dicarboxylic acids of variable chain length: an X-ray diffraction and solid-state NMR study.
2003-11-21
Photoreduction of p-benzoquinones: effects of alcohols and amines on the intermediates and reactivities in solutions.
2003-11
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:55:58 GMT 2025
Edited
by admin
on Mon Mar 31 17:55:58 GMT 2025
Record UNII
X8M57R0JS5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-56362
Preferred Name English
TRIETHYLENEDIAMINE
HSDB   MI  
Common Name English
1,4-DIAZABICYCLO-2,2,2-OCTANE
Common Name English
TRIETHYLENE DIAMINE
Common Name English
TRIETHYLENEDIAMINE [MI]
Common Name English
TRIETHYLENEDIAMINE [HSDB]
Common Name English
1,4-DIAZABICYCLO(2.2.2)OCTANE
Systematic Name English
Code System Code Type Description
MESH
C007306
Created by admin on Mon Mar 31 17:55:58 GMT 2025 , Edited by admin on Mon Mar 31 17:55:58 GMT 2025
PRIMARY
FDA UNII
X8M57R0JS5
Created by admin on Mon Mar 31 17:55:58 GMT 2025 , Edited by admin on Mon Mar 31 17:55:58 GMT 2025
PRIMARY
PUBCHEM
9237
Created by admin on Mon Mar 31 17:55:58 GMT 2025 , Edited by admin on Mon Mar 31 17:55:58 GMT 2025
PRIMARY
EPA CompTox
DTXSID0022016
Created by admin on Mon Mar 31 17:55:58 GMT 2025 , Edited by admin on Mon Mar 31 17:55:58 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-999-9
Created by admin on Mon Mar 31 17:55:58 GMT 2025 , Edited by admin on Mon Mar 31 17:55:58 GMT 2025
PRIMARY
HSDB
5556
Created by admin on Mon Mar 31 17:55:58 GMT 2025 , Edited by admin on Mon Mar 31 17:55:58 GMT 2025
PRIMARY
CAS
280-57-9
Created by admin on Mon Mar 31 17:55:58 GMT 2025 , Edited by admin on Mon Mar 31 17:55:58 GMT 2025
PRIMARY
MERCK INDEX
m11104
Created by admin on Mon Mar 31 17:55:58 GMT 2025 , Edited by admin on Mon Mar 31 17:55:58 GMT 2025
PRIMARY Merck Index
NSC
56362
Created by admin on Mon Mar 31 17:55:58 GMT 2025 , Edited by admin on Mon Mar 31 17:55:58 GMT 2025
PRIMARY
WIKIPEDIA
Triethylenediamine
Created by admin on Mon Mar 31 17:55:58 GMT 2025 , Edited by admin on Mon Mar 31 17:55:58 GMT 2025
PRIMARY