Triethylenediamine

Product Information

Molecular Formula:
C6H12N2
Molecular Weight:
112.17
Description
Db can be used in the preparation of epoxy based soybean oil for the formation of polyurethane foams.
Synonyms
1,4-Diaza[2.2.2]bicyclooctane; 1,4-diazabicyclooctane; 1,4-Diazobicyclo(2.2.2)octane; 1,4-diazobicyclo[2.2.2]octane; 1,4-Ethylenepiperazine; Bicyclo(2,2,2)-1,4-diazaoctane
IUPAC Name
1,4-diazabicyclo[2.2.2]octane
Canonical SMILES
C1CN2CCN1CC2
InChI
InChI=1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2
InChI Key
IMNIMPAHZVJRPE-UHFFFAOYSA-N
Boiling Point
174°C
Melting Point
155-160°C
Flash Point
Not applicable
Purity
Purity >98%
Density
1.14
Solubility
13 g/100 g acetone at 25 °C
Appearance
white crystalline powder
Application
Used as curing agent for urethane foams; used as a singlet oxygen trap and a radioiodine trap.
Storage
2-8°C
LogP
log Kow = -0.49 (est)
Vapor Pressure
0.74 [mmHg]
Henry's Law Constant
4.7X10-9 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition it emits toxic fumes of /nitrogen oxides.
Dissociation Constants
pKa1 = 3.0; pKa2 = 8.7

Safety Information

Hazards
H302:
Harmful if swallowed.
H314:
Causes severe skin burns and eye damage.
H412:
Harmful to aquatic life with long-lasting effects.
Precautionary Statement
P260:
Do not breathe dust, fumes, gas, mist, vapours, spray.
P273:
Avoid release to the environment.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:
IF ON SKIN (or hair):
Take off immediately all contaminated clothing. [As modified by IV ATP].
Rinse skin with water/shower.
P304+P340+P310:
IF INHALED:
Remove person to fresh air and keep comfortable for breathing.
Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338+P310:
IF IN EYES:
Rinse cautiously with water for several minutes.
Remove contact lenses if present and easy to do. Continue rinsing.
Immediately call a POISON CENTER or doctor/physician.

Computed Properties

XLogP3
-0.2
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
112.100048391 g/mol
Monoisotopic Mass
112.100048391 g/mol
Topological Polar Surface Area
6.5Ų
Heavy Atom Count
8
Formal Charge
0
Complexity
61.5
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
EP-3757145-A2 Microcellular polyurethane elastomers 2020-10-27
US-10934384-B1 Polyurethane elastomer compositions, and processes thereof 2020-09-09
US-10934385-B1 Polyurethane elastomers, bio-additive foam compositions 2020-09-09
US-11034655-B1 Compounds for inhibiting the activity of SARS-COV-2 spike glycoprotein 2020-08-09
US-11040939-B1 N-transfer reagent and method for preparing the same and its application 2020-06-23
US-11028217-B1 Thermoplastic polyurethane compositions comprising nitro-substituted polyester diols 2020-03-13
EP-3809137-A1 Methods and reagents for diagnosis of sars-cov-2 infection 2020-02-19
US-2021190797-A1 Methods and reagents for diagnosis of SARS-CoV-2 infection 2020-02-19
US-11008288-B1 Methods for preparation of apremilast 2019-12-30
EP-3838570-A1 Method for treating a material chosen from a polyamide, a polyester and a poly(meth)acrylate 2019-12-20

Literatures

PMID Publication Date Title Journal
23044537 2012-12-07 Interconversion between different stoichiometric forms of a three-component crystal via liquid-assisted grinding Chemical communications (Cambridge, England)
23090138 2012-12-05 Highly efficient SO2 absorption/activation and subsequent utilization by polyethylene glycol-functionalized Lewis basic ionic liquids Physical chemistry chemical physics : PCCP
22766295 2012-12-01 A systematic study of transfection efficiency and cytotoxicity in HeLa cells using iron oxide nanoparticles prepared with organic and inorganic bases Colloids and surfaces. B, Biointerfaces
23124462 2012-11-01 Felodipine-diazabicyclo[2.2.2]octane-water (1/1/1) Acta crystallographica. Section C, Crystal structure communications
23030065 2012-10-24 Taking the F out of FLP: simple Lewis acid-base pairs for mild reductions with neutral boranes via borenium ion catalysis Journal of the American Chemical Society
22903408 2012-10-21 Synthesis and characterization of dinuclear NHC-palladium complexes and their applications in the Hiyama reactions of aryltrialkyoxysilanes with aryl chlorides Dalton transactions (Cambridge, England : 2003)
22903632 2012-10-14 DABCO and Bu3P catalyzed [4 + 2] and [3 + 2] cycloadditions of 3-acyl-2H-chromen-ones and ethyl 2,3-butadienoate Organic & biomolecular chemistry
23004564 2012-10-10 Cyclization cascades initiated by 1,6-conjugate addition Journal of the American Chemical Society
22931044 2012-10-05 Probing the mechanism of Baylis-Hillman reaction in ionic liquids The Journal of organic chemistry
22743613 2012-08-11 A palladium-catalyzed three-component coupling of arylboronic acids, sulfur dioxide and hydrazines Chemical communications (Cambridge, England)
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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