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| CAS No.: | 280-57-9 |
|---|---|
| Name: | Triethylenediamine |
| Molecular Structure: | |
|
|
|
| Formula: | C6H12N2 |
| Molecular Weight: | 112.175 |
| Synonyms: | Thancat TD 33A;Toral SM 2;Toyocat L 33;Toyocat TEDA L 33;Triethylenediamine;1,4-Ethylenepiperazine;33LV;A 33;AE 33;Activator 105E;Bicyclo[2.2.2]-1,4-diazaoctane;D 33LV;DABCO Crystal;Dabco;Dabco 33LV;Dabco 3LV;Dabco Crystalline;Dabco L 1202;Dabco S 25;Jeffcat TD 100;Kaolizer 31;L 33;L 33E;LC 96003;LV 33;Minico L1020;N,N'-endo-Ethylenepiperazine;NSC 56362;Niax A 33;PC CAT TD 33;PC-TD;Polycat 33LV;TD 100;TED;TEDA;Teda L 33;Tegamine 33;Tego Amine;Tegoamin33;Texacat TD 100;Texacat TD 33;Thancat TD 33; |
| EINECS: | 205-999-9 |
| Density: | 1.08 g/cm3 |
| Melting Point: | 156-159 °C(lit.) |
| Boiling Point: | 174 °C at 760 mmHg |
| Flash Point: | 62.2 °C |
| Solubility: | 46 g/100 mL (26 °C) in water |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xn,  F
|
| Risk Codes: | 22-36/37/38-52/53-41-36/38-11 |
| Safety: | 26-60-37/39-3-16-36/37 |
| Transport Information: | UN 1325 4.1/PG 2 |
| PSA: | 6.48000 |
| LogP: | -0.50660 |
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- 852475-26-4MC1568
- 280-57-9
1,4-diaza-bicyclo[2.2.2]octane
| Conditions | Yield |
|---|---|
| With Rh/Al2O3; hydrogen In tetrahydrofuran at 175℃; under 37503.8 Torr; Reagent/catalyst; Temperature; Solvent; Sealed tube; | 87.6% |
| Conditions | Yield |
|---|---|
| With aluminum phosphate molded body In water at 380℃; | 76% |
| With silica gel In water at 380℃; for 10h; Reagent/catalyst; Gas phase; | 75% |
| With aluminum oxide; silica gel | |
| at 300℃; Leiten des Dampfes ueber einen SiO2/Al2O3-Katalysator; |
| Conditions | Yield |
|---|---|
| With H type zeolite(ZSM-5) In water at 380℃; | 75% |
| With water; Na-type ZSM-5(3) at 355 - 370℃; | 46.3% |
- 115050-43-6
1,4-diamino-1,4-diazonia-bicyclo[2.2.2]octane; dibromide
- 280-57-9
1,4-diaza-bicyclo[2.2.2]octane
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In water at 18 - 20℃; under 1.5 - 1.8 Torr; | 74% |
| Conditions | Yield |
|---|---|
| With water; Na-type ZSM-5(2) at 340℃; | A 4.1% B 68.1% |
- 124-41-4
sodium methylate
- 126995-92-4
1-[2-(2,4,6-Tri-tert-butyl-phenylphosphanylidene)-ethyl]-4-aza-1-azonia-bicyclo[2.2.2]octane; bromide
A
- 280-57-9
1,4-diaza-bicyclo[2.2.2]octane
B
- 126995-93-5
C21H35OP
| Conditions | Yield |
|---|---|
| In methanol at 60℃; for 1h; | A n/a B 65% |
| In methanol at 60℃; for 1h; Yield given; |
- 107-15-3
ethylenediamine
- 111-40-0
1,5-diamino-3-azapentane
A
- 110-85-0
piperazine
B
- 280-57-9
1,4-diaza-bicyclo[2.2.2]octane
| Conditions | Yield |
|---|---|
| With ZSM-5 type zeolite In water at 370℃; pH=10; Temperature; pH-value; | A 63% B 17% |
| With ZSM-5 type zeolite In water at 330℃; pH=10; Temperature; pH-value; | A 44% B 56% |
| With ZSM-5 type zeolite with Na exchange rate of 62percent In water at 290℃; Reagent/catalyst; Temperature; | |
| With Na-ion exchanged ZSM-5 type zeolite In water at 290 - 600℃; Gas phase; | |
| With β-type iron silicate at 320℃; Reagent/catalyst; |
- 140-31-8
aminoethylpiperazine
- 107-15-3
ethylenediamine
A
- 110-85-0
piperazine
B
- 280-57-9
1,4-diaza-bicyclo[2.2.2]octane
| Conditions | Yield |
|---|---|
| With ZSM-5 type zeolite In water at 320℃; pH=9; Temperature; pH-value; | A 54% B 46% |
| Conditions | Yield |
|---|---|
| With ZSM-5 type zeolite In water at 350℃; | A 26% B 53% |
| With water; Na-type ZSM-5(2) at 350 - 370℃; | A 20.2% B 47.7% |
| Na-type ZSM-5(6) at 355 - 380℃; | A 18.9% B 39.9% |
| Conditions | Yield |
|---|---|
| With water; Na-type ZSM-5(2) at 360 - 370℃; | A 14.8% B 43.7% |
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Chemistry
Molecular structure of 1,4-Diazabicyclo(2.2.2)octane (CAS NO.280-57-9) is:
Product Name: 1,4-Diazabicyclo(2.2.2)octane
CAS Registry Number: 280-57-9
IUPAC Name: 1,4-diazabicyclo[2.2.2]octane
Molecular Weight: 112.17288 [g/mol]
Molecular Formula: C6H12N2
XLogP3-AA: -0.2
H-Bond Donor: 0
H-Bond Acceptor: 2
EINECS: 205-999-9
Melting Point: 156-159 °C(lit.)
Refractive index: n20/D 1.4634(lit.)
Storage temp.: 2-8°C
Water Solubility: 46 g/100 mL (26 ºC)
Sensitive: Hygroscopic
Surface Tension: 42.3 dyne/cm
Density: 1.08 g/cm3
Flash Point: 62.2 °C
Enthalpy of Vaporization: 41.03 kJ/mol
Boiling Point: 174 °C at 760 mmHg
Vapour Pressure: 1.23 mmHg at 25°C
Stability: Stable, but very hygroscopic. Incompatible with strong oxidizing agents, strong acids. Highly flammable.
Product Categories: pharmacetical;Polyamines;API intermediates;Biochemistry;Reagents for Oligosaccharide Synthesis
Uses
1,4-Diazabicyclo(2.2.2)octane (CAS NO.280-57-9) is used as a catalyst, particularly in making polyurethanes, and complexing ligand.Also it is a useful catalyst in the Baylis-Hillman reaction.And it can be used to adjust pH of the oxygen-sensitive resin to regulate the reaction rate in Flexplay time-limited DVDs. It has also been used as a catalyst for a metal-free Sonogashira coupling, with or without microwave enhancement.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | oral | 2250mg/kg (2250mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(5), Pg. 67, 1980. |
| rabbit | LD50 | oral | 1100mg/kg (1100mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(5), Pg. 67, 1980. |
| rat | LD50 | oral | 1700mg/kg (1700mg/kg) | Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 20, Pg. 393, 1974. |
Safety Profile
Moderately toxic by ingestion. A skin and eye irritant, allergen, and skin sensitizer. A powerful base. Forms an explosive complex with hydrogen peroxide. Mixtures with carbon auto-ignite at 230°C. Very exothermic reaction with cellulose nitrate. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.
Hazard Codes: 
Xn,
F
Risk Statements: 22-36/37/38-52/53-41-36/38-11
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R41:Risk of serious damage to the eyes.
R36/38:Irritating to eyes and skin.
R11:Highly flammable.
Safety Statements: 26-60-37/39-3-16-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S60:This material and its container must be disposed of as hazardous waste.
S37/39:Wear suitable gloves and eye/face protection.
S3:Keep in a cool place.
S16:Keep away from sources of ignition.
S36/37:Wear suitable protective clothing and gloves.
RIDADR: UN 1325 4.1/PG 2
WGK Germany: 1
RTECS: HM0354200
F: 3
HazardClass: 8
PackingGroup: III
HS Code: 29335920
Specification
1,4-Diazabicyclo(2.2.2)octane , its cas register number is 280-57-9. It also can be called 1,4-Diazabicyclo[2.2.2]octane ; Dabco ; Quinuclidine ; Triethylenediamine ; N,N'-endo-Ethylenepiperazine .It is a white crystalline powder.It smells like peanuts.
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