| Identification | More | [Name]
Triethylenediamine | [CAS]
280-57-9 | [Synonyms]
1,4-DIAZABICYCLO[2.2.2]OCTANE
2,2'-Diazabicyclo[2.2.2]octane
AURORA 15187
DABCO
DABCO(TM)
DABCO(TM) 33-LV
LUPRAGEN(R) N 201
LUPRAGEN(R) N 202
LUPRAGEN(R) N 203
TED
TRIETHYLENEDIAMINE
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
bicyclo(2.2.2)-1,4-diazaoctane
Bicyclo[2.2.2]-1,4-diazaoctane
Bicyclo[2.2.2]octane, 1,4-diaza- | [EINECS(EC#)]
205-999-9 | [Molecular Formula]
C6H12N2 | [MDL Number]
MFCD00006689 | [Molecular Weight]
112.17 | [MOL File]
280-57-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
156-159 °C(lit.)
| [Boiling point ]
174 °C
| [density ]
1.02 g/mL
| [vapor pressure ]
2.9 mm Hg ( 50 °C)
| [refractive index ]
n20/D 1.4634(lit.)
| [Fp ]
198 °F
| [storage temp. ]
2-8°C
| [solubility ]
400g/l | [form ]
Hygroscopic Crystals | [pka]
3.0, 8.7(at 25℃) | [color ]
White to pale yellow | [Stability:]
Stable, but very hygroscopic. Incompatible with strong oxidizing agents, strong acids. Highly flammable. | [Water Solubility ]
46 g/100 mL (26 ºC) | [Sensitive ]
Hygroscopic | [Merck ]
14,9669 | [BRN ]
103618 | [LogP]
-0.49 at 20℃ | [CAS DataBase Reference]
280-57-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Triethylenediamine(280-57-9) | [EPA Substance Registry System]
280-57-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,F | [Risk Statements ]
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 eyes.
R36/38:Irritating to eyes and skin .
R11:Highly Flammable. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S60:This material and/or 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-No smoking .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 1325 4.1/PG 2
| [WGK Germany ]
1
| [RTECS ]
HM0354200
| [F ]
3 | [Autoignition Temperature]
350 °C | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29335920 | [Hazardous Substances Data]
280-57-9(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 700 mg/kg |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Ethylenediamine-->CHLOROETHANE-->Diethylenetriamine-->PIPERAZINE HEXAHYDRATE-->Triethylenetetramine-->Polyethylene-polyamines-->1,4,7,10,13-Pentaazatridecane-->1-(2-Hydroxyethyl)piperazine-->Sodium Methoxide | [Preparation Products]
(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL-->5-BROMOPYRIMIDINE-2-CARBOXYLIC ACID-->Tribenuron methyl-->1.1'-Binaphthyl-2.2'-diphemyl phosphine-->(R)-(+)-TolBINAP-->Dehydroacetic acid-->(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl-->(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl-->ETHYL 2-(BROMOMETHYL)ACRYLATE-->2-Chloro-3-fluoropyridine-4-carboxylic acid-->3-Fluoropyridine-2-carboxylic acid-->5-Bromopyrimidine-2-carbonitrile-->Piperazine-->(1,4-diazabicyclo[2.2.2]octan-1-ium-1-ylsulfonyl)(tert-butoxycarbonyl)amide-->1-(chloromethyl)-4-aza-1-azonia bicyclo[2.2.2]octane chloride |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
An anti-fade reagent shown to scavenge free-radicals due to flurochrome excitation. | [Definition]
ChEBI: Triethylenediamine is an organic heterobicylic compound that is piperazine with an ethane-1,2-diyl group forming a bridge between N1 and N4. It is typically used as a catalyst in polymerization reactions. It has a role as a catalyst, a reagent and an antioxidant. It is a bridged compound, a tertiary amino compound, a saturated organic heterobicyclic parent and a diamine. | [Preparation]
Triethylenediamine can be produced from ethylenediamine or ethanolamine, diethanolamine, or diethylenetriamine with a variety of different catalysts. | [Reactions]
Triethylenediamine reacts virtually quantitatively with bromine to give a 1/1 adduct. With alkyl halides it forms quaternary salts, even in nonpolar solvents. Apart from its highly nucleophilic nature, triethylenediamine exhibits catalytic activity in base-catalyzed reactions. | [General Description]
Dabco?33-LV (Db) is a gelling catalyst and a bidentate ligand that forms a self-assembled monolayer (SAM) on a variety of substrates. It functionalizes the surface and immobilizes the surface atoms. | [Hazard]
Skin irritant. | [Flammability and Explosibility]
Flammable | [Purification Methods]
DABCO crystallises from 95% EtOH, pet ether or MeOH/diethyl ether (1:1). Dry it under vacuum over CaCl2 and BaO. It can be sublimed in vacuo, and readily at room temperature. It has also been purified by removal of water during azeotropic distillation of a *benzene solution. It is then recrystallised twice from anhydrous diethyl ether under argon, and stored under argon [Blackstock et al. J Org Chem 52 1451 1987]. [Beilstein 23/3 V 487.] |
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