1,4,7-Triazacyclononane supplier

Name
1,4,7-Triazacyclononane
EINECS 637-157-5
CAS No. 4730-54-5
Article Data28
CAS DataBase
Density 0.874 g/cm³
Solubility Soluble in water
Melting Point 42-45 °C(lit.)
Formula C₆H₁₅N₃
Boiling Point 254.094 °C at 760 mmHg
Molecular Weight 129.205
Flash Point 87.162 °C
Transport Information UN 3259 8/PG 2
Appearance
Safety 26-36/37/39-45
Risk Codes 34
Molecular Structure
Hazard Symbols C
Synonyms NSC 681101;Octahydro-1H-1,4,7-triazonine;
PSA 36.09000
LogP -0.24480

Synthetic route

: 125262-43-3
N,N',N''-tribenzyl-1,4,7-triazacyclononane

: 4730-54-5
1,4,7-triazacyclononane

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen; acetic acid In methanol at 50℃; under 760.051 Torr; for 3h;	100%
With methanol; palladium 10% on activated carbon at 50℃; for 3h;	100%
With palladium 10% on activated carbon; hydrogen; acetic acid	95%
With palladium 10% on activated carbon; hydrogen; acetic acid at 20℃; for 72h;	95%

: 58966-93-1
1,4,7-triazacyclononane trihydrochloride

: 4730-54-5
1,4,7-triazacyclononane

Conditions

Conditions	Yield
With sodium hydroxide In water; toluene Heating;	91%
With sodium hydroxide In water pH=12;	89%
With sodium hydroxide In water pH=13;	79.4%

: 52667-89-7
N,N',N-tris(p-toluenesulfonyl)-1,4,7-triazacyclononane

: 4730-54-5
1,4,7-triazacyclononane

Conditions

Conditions	Yield
Stage #1: N,N',N-tris(p-toluenesulfonyl)-1,4,7-triazacyclononane With sulfuric acid In water at 140℃; for 20h; Stage #2: With sodium hydroxide In water; toluene for 2h; Heating;	86%
With sulfuric acid at 100 - 105℃; Heating; 30-48 h;	73%
With sulfuric acid at 120℃; for 120h;	65%

: 340970-58-3
N,N',N''-tris(β-trimethylsilylethanesulfonyl)-1,4,7-triazacyclononane

: 4730-54-5
1,4,7-triazacyclononane

Conditions

Conditions	Yield
With cesium fluoride In N,N-dimethyl-formamide at 95℃; for 24h;	68%

: 35980-59-7
1,4,7-Triazacyclononane trihydrobromide

: 4730-54-5
1,4,7-triazacyclononane

Conditions

Conditions	Yield
With potassium hydroxide In methanol

: 1,4,7-triazacyclononane tritosylate

: 4730-54-5
1,4,7-triazacyclononane

Conditions

Conditions	Yield
With sulfuric acid at 120℃; for 30h; Yield given;

: 1610596-42-3
octahydroimidazol[1,2-a]pyrazine

: 4730-54-5
1,4,7-triazacyclononane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / acetonitrile / 24 h / 10 - 20 °C 1.2: 12 h / -10 °C 2.1: acetic acid; hydrogen; palladium 10% on activated carbon View Scheme
Multi-step reaction with 3 steps 1: potassium carbonate / acetonitrile / 24 h / 10 °C 2: sodium tetrahydroborate / ethanol / 12 h / -10 °C 3: palladium 10% on activated carbon; hydrogen; acetic acid / 72 h / 20 °C View Scheme

: C27H32N3(1+)*Br(1-)

: 4730-54-5
1,4,7-triazacyclononane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / ethanol / 12 h / -10 °C 2: palladium 10% on activated carbon; hydrogen; acetic acid / 72 h / 20 °C View Scheme

: 110330-98-8
N,N′-(ethane-1,2-diyl)bis(N-benzyl-2-chloroacetamide)

: 4730-54-5
1,4,7-triazacyclononane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: lithium bromide; sodium carbonate / acetonitrile / 20 h / Inert atmosphere; Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 20 h / Inert atmosphere; Reflux 3: palladium 10% on activated carbon; acetic acid; hydrogen / methanol / 3 h / 50 °C / 760.05 Torr View Scheme
Multi-step reaction with 3 steps 1: lithium bromide / acetonitrile / 20 h / Inert atmosphere; Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 20 h / Reflux 3: palladium 10% on activated carbon; methanol / 3 h / 50 °C View Scheme

: 1,4,7-tribenzyl-1,4,7-triazacyclononane-2,6-dione

: 4730-54-5
1,4,7-triazacyclononane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 20 h / Inert atmosphere; Reflux 2: palladium 10% on activated carbon; acetic acid; hydrogen / methanol / 3 h / 50 °C / 760.05 Torr View Scheme
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 20 h / Reflux 2: palladium 10% on activated carbon; methanol / 3 h / 50 °C View Scheme

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 4730-54-5
1,4,7-triazacyclononane

: 67705-38-8
tacnoa

Conditions

Conditions	Yield
In toluene for 2h; Reflux;	100%
In chloroform; toluene at 20℃; for 12h;	99%
for 16h; Heating;	92%

: 82378-47-0
(R)-2-isopropyloxirane

: 4730-54-5
1,4,7-triazacyclononane

: 151750-90-2
N,N'N''-Tris<(2R)-2-hydroxy-3-methylbutyl>-1,4,7-triazacyclononane

Conditions

Conditions	Yield
In ethanol for 240h; Ambient temperature;	100%

: 4730-54-5
1,4,7-triazacyclononane

: 16088-62-3
(S)-Propylene oxide

: 106610-88-2
(2S,2'S,2”S)-1,1',1”-(1,4,7-triazonane-1,4,7-triyl)tris(propan-2-ol)

Conditions

Conditions	Yield
In ethanol at 20℃;	100%
In ethanol for 48h;	100%
at 20℃; for 24h; Inert atmosphere; Schlenk technique;	97%

: 6959-47-3
2-chloromethylpyridine hydrochloride

: 4730-54-5
1,4,7-triazacyclononane

: 102851-50-3
1,4,7-tris(pyridin-2-ylmethyl)-1,4,7-triazacyclononane

Conditions

Conditions	Yield
With sodium hydroxide; hexadecylamine hydrochloride In water at 20℃; for 24h; Condensation;	100%
With sodium carbonate In acetonitrile at 20℃; for 120h;	83%
With triethylamine; sodium iodide In ethanol for 12h; Heating;	55%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; for 2h; Inert atmosphere;

: 3234-28-4
1,2-epoxytetradecane

: 4730-54-5
1,4,7-triazacyclononane

: 1-(2-hydroxytetradecyl)-1,4,7-triazacyclononane

Conditions

Conditions	Yield
In ethanol for 168h;	100%
In ethanol Yield given;

: H4(ruthenium)4(carbonyl)12

: 4730-54-5
1,4,7-triazacyclononane

: H(CH2)6(NH)3(1+)*H3Ru4(1-)*12CO=[H(CH2)6(NH)3][H3Ru4(CO)12]

Conditions

Conditions	Yield
In hexane N2-atmosphere; addn. of slight excess of nonane derivative to Ru-complexsoln. at reflux, stirring (70°C, 2 h); cooling to room temp., filtration, extn. into hexane, drying (vac.); elem. anal.;	99.1%

: 350-46-9
4-Fluoronitrobenzene

: 4730-54-5
1,4,7-triazacyclononane

: 848662-84-0
1,4-bis(4-nitrophenyl)[1,4,7]triazonane

Conditions

Conditions	Yield
With potassium carbonate In water for 24h; Heating / reflux;	99%

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: 4730-54-5
1,4,7-triazacyclononane

: 174138-01-3
1,4-di-tert-butyl 1,4,7-triazonane-1,4-dicarboxylate

Conditions

Conditions	Yield
With triethylamine In chloroform at 20℃; for 8h;	98%
With triethylamine In chloroform at 0 - 20℃; Cooling with ice;	95%
With triethylamine In chloroform at 20℃; for 7h; Cooling with ice;	92%

: perrhenic acid anhydride

: 4730-54-5
1,4,7-triazacyclononane

: {(1,4,7-triazacyclononane)ReO3}ReO4

Conditions

Conditions	Yield
In tetrahydrofuran N2-atmosphere; stirring equimolar amts. for 15 min (pptn.); decantation, washing (THF), drying (vac.); elem. anal.;	98%

: rhenium(VII) oxide

: 4730-54-5
1,4,7-triazacyclononane

: {(1,4,7-triazacyclononane)ReO3}ReO4

Conditions

Conditions	Yield
In tetrahydrofuran ppt. washed with THF, dried in vac.;	98%

: 118824-31-0
(3-bromopropyl)(phenyl)selane

: 4730-54-5
1,4,7-triazacyclononane

: 1-[3-(phenylseleno)propyl]-1,4,7-triazacyclononanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	97.5%

: 4730-54-5
1,4,7-triazacyclononane

p-methylbenzyl halide: p-methylbenzyl halide

: 1,4,7-tris(4-methylbenzyl)-1,4,7-triazacyclononane

Conditions

Conditions	Yield
With potassium hydroxide In toluene Heating;	97%

: 50-00-0
formaldehyd

: 762-04-9
phosphonic acid diethyl ester

: 4730-54-5
1,4,7-triazacyclononane

: 137145-65-4
hexaethyl ((1,4,7-triazonane-1,4,7-triyl)tris(methylene))tris(phosphonate)

Conditions

Conditions	Yield
In benzene Heating;	96.8%
With toluene-4-sulfonic acid In toluene for 6h; Reflux;	79%

...Expand

: 1809-19-4
dibutyl hydrogen phosphite

: 50-00-0
formaldehyd

: 4730-54-5
1,4,7-triazacyclononane

: 137145-67-6
N,N',N''-tris(dibutylphosphorylmethyl)-1,4,7-triazacyclononane

Conditions

Conditions	Yield
In benzene Heating;	96%

...Expand

: 4730-54-5
1,4,7-triazacyclononane

: 334001-82-0
6-bromo-5'-bromomethyl-2,2'-bipyridine

: 335594-42-8
1,4,7-tris[(6-bromo-2,2'-bipyridine-5'-yl)methyl]-1,4,7-triazacyclononane

Conditions

Conditions	Yield
With sodium carbonate In acetonitrile at 80℃; for 38h;	96%

: 50-00-0
formaldehyd

: 1809-21-8
di-n-propyl phosphonate

: 4730-54-5
1,4,7-triazacyclononane

: 137145-66-5
[4,7-Bis-(dipropoxy-phosphorylmethyl)-[1,4,7]triazonan-1-ylmethyl]-phosphonic acid dipropyl ester

Conditions

Conditions	Yield
In benzene Heating;	95%

...Expand

: 107-13-1
acrylonitrile

: 4730-54-5
1,4,7-triazacyclononane

: 112995-08-1
1,4,7-tris(2-cyanoethyl)-1,4,7-triazacyclononane

Conditions

Conditions	Yield
Heating;	95%

: 74651-77-7
2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile

: 4730-54-5
1,4,7-triazacyclononane

: 174138-01-3
1,4-di-tert-butyl 1,4,7-triazonane-1,4-dicarboxylate

Conditions

Conditions	Yield
In chloroform for 72h;	95%

: 58723-65-2
fac-[CoCl3(1,4,7-triazacyclononane)]

: 4730-54-5
1,4,7-triazacyclononane

: [Co(1,4,7-triazacyclononane)2](ClO4)3

Conditions

Conditions	Yield
In isopropyl alcohol refluxing, 85°C, 0.5h; cooled for 2-4 h; filtered; washed with ethanol and ether; dried;	95%

: 50-00-0
formaldehyd

: 4730-54-5
1,4,7-triazacyclononane

: 133474-55-2
1,4,7-triazabicyclo[5.2.1]decane

Conditions

Conditions	Yield
In ethanol at 20℃; for 4h; Molecular sieve;	95%

: methyl 5-(2 formyl-1H-imidazol-1-yl)pentanoate

: 76-05-1
trifluoroacetic acid

: 4730-54-5
1,4,7-triazacyclononane

: trimethyl-5,5′,5″-(((1,4,7-triazonane-1,4,7-triyl)tris(methylene))tris(1H-imidazole-2,1-diyl))tripentanoate

Conditions

Conditions	Yield
Stage #1: methyl 5-(2 formyl-1H-imidazol-1-yl)pentanoate; 1,4,7-triazacyclononane In tetrahydrofuran for 24h; Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran for 5h; Stage #3: trifluoroacetic acid In water; acetonitrile pH=2 - 3;	95%

...Expand

: 5061-21-2
α-bromo-γ-butyrolactone

: 4730-54-5
1,4,7-triazacyclononane

: C18H27N3O6

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃;	94%

: 383-63-1
ethyl trifluoroacetate,

: 4730-54-5
1,4,7-triazacyclononane

: 1,4-bis (trifluoroacetyl)-1,4,7-triazacyclononane

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃;	94%
With triethylamine In methanol; dichloromethane	94%

: 59091-96-2, 89395-66-4, 90698-13-8, 194497-67-1, 482618-33-7, 41290-68-0, 72904-47-3, 61779-29-1, 64376-67-6, 75766-08-4
dichlorotetrakis(dimethylsulfoxide)ruthenium

: 4730-54-5
1,4,7-triazacyclononane

: 93557-58-5
ruthenium 1,4,7-triazacyclononane trichloride

Conditions

Conditions	Yield
With concd. HCl; air In toluene addn. of triaza compd. to soln. of Ru complex in dry toluene, heated to reflux for 1 h, cooling to 0°C, (Ru(dmso)2Cl(tacn))Cl filtered off, dissolved in concd. HCl, heating to reflux in presence of air for 10 min, pptn.; microcrystals ppt. filtered off, washed (EtOH, Et2O), and air-dried;	94%

: 2756-87-8
methyl hydrogen fumarate

: 4730-54-5
1,4,7-triazacyclononane

: 4-methoxy-4-oxo-3-(1,4,7-triazonan-1-yl)butanoic acid

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h;	94%

: 1-(allyloxy)-6-(chloromethyl)-2(1H)-pyridinone

: 4730-54-5
1,4,7-triazacyclononane

: N,N',N"-tris(1-allyloxy-6(1H)-pyridinone-2-methyl)-1,4,7-triazacyclononane

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Reflux;	93%

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: 4730-54-5
1,4,7-triazacyclononane

: N,N'-diBoc-1,4,7-triazacyclononane

Conditions

Conditions	Yield
In chloroform	92%

: iron(II) chloride tetrahydrate

: 4730-54-5
1,4,7-triazacyclononane

: 111958-64-6
bis(1,4,7-triazacyclononane)iron(II) perchlorate

Conditions

Conditions	Yield
With NH4(CH3COO); NaClO4 In ethanol; water Ar atmosphere, addn. of ligand in EtOH to aq. soln. of ammonium acetate and FeCl2 (10 min, room temp.), addn. of NaClO4 (4°C), pptn.; pptn. filtered off, washed (cold ethanol, ether), dried (Ar atmosphere); elem. anal.;	92%

: 139238-77-0, 15526-57-5
(99)TcCl(CO)3{P(C6H5)3}2

: 4730-54-5
1,4,7-triazacyclononane

: 139131-25-2
(C6H15N3)(99)Tc(CO)2{P(C6H5)3}(1+)*Cl(1-)={(C6H15N3)(99)Tc(CO)2{P(C6H5)3}}Cl

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: CO; Addn. of 1,4,7-triazacyclononane to a stirred soln. of Tc-complex under N2, heating (70°C), evolution of CO is observed.; Filtn. after 2 h, washing (cold THF), drying in vac., recrystn. (CH2Cl2/-n-hexane), elem. anal.;	92%

1,4,7-Triazacyclononane Specification

The 1,4,7-Triazacyclononane with the CAS number 4730-54-5 is also called 1H-1,4,7-Triazonine,octahydro-. Both the systematic name and IUPAC name are 1,4,7-triazonane. Its molecular formula is C₆H₁₅N₃. This chemical should be stored at 2-8°C.

The properties of the 1,4,7-Triazacyclononane are: (1)# of Rule of 5 Violations: 0; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 3; (7)#H bond donors: 3; (8)#Freely Rotating Bonds: 0; (9)Polar Surface Area: 36.09 Å²; (10)Index of Refraction: 1.424; (11)Molar Refractivity: 37.715 cm³; (12)Molar Volume: 147.768 cm³; (13)Polarizability: 14.951×10^-24cm³; (14)Surface Tension: 27.603 dyne/cm; (15)Enthalpy of Vaporization: 49.151 kJ/mol; (16)Vapour Pressure: 0.018 mmHg at 25°C.

Uses: This chemical can react with bromomethyl-benzene to prepare 1,4,7-tribenzyl-1,4,7-triazacyclononane. This reaction needs reagent NEt₃, NaI and solvent ethanol at heating condition. The yield is 75%.

While using this chemical, you should be very cautious. This chemical can cause burns. Therefore, you should take the following instructions. Firstly, you should wear suitable protective clothing, gloves and eye/face protection. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Finally in case of accident or if you feel unwell, you should seek medical advice immediately (show the label whenever possible).

You can still convert the following datas into molecular structure:
(1)SMILES: C1CNCCNCCN1
(2)InChI: InChI=1/C6H15N3/c1-2-8-5-6-9-4-3-7-1/h7-9H,1-6H2
(3)InChIKey: ITWBWJFEJCHKSN-UHFFFAOYAS

Product Name

1,4,7-Triazacyclononane

Synthetic route

1,4,7-Triazacyclononane Specification

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