1,4,7-Trimethyl-1,4,7-triazacyclononane supplier

Name
1,4,7-Trimethyl-1,4,7-triazacyclononane
EINECS
CAS No. 96556-05-7
Article Data10
CAS DataBase
Density 0.888 g/cm³
Solubility
Melting Point
Formula C₉H₂₁N₃
Boiling Point 207.8 °C at 760 mmHg
Molecular Weight 171.286
Flash Point 68.3 °C
Transport Information UN 3267 8/PG 2
Appearance Dark brown transparent liquid
Safety 26-36/37/39-45
Risk Codes 34
Molecular Structure
Hazard Symbols C,Xi
Synonyms 1,4,7-TRIMETHYL-1,4,7-TRIAZACYCLONONANE
PSA 9.72000
LogP -0.39090

Synthetic route

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

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

Conditions

Conditions	Yield
Stage #1: N,N',N-tris(p-toluenesulfonyl)-1,4,7-triazacyclononane With hydrogenchloride; water at 140℃; for 6h; Stage #2: With sodium hydroxide; formaldehyd; formic acid In water at 0 - 90℃; Further stages.;	75%

: 74-83-9
methyl bromide

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

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 16h; Reflux;	75%

: 50-00-0
formaldehyd

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

: 96556-05-7
N,N',N''-trimethyl-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 6h; Stage #2: With sodium hydroxide In water Cooling with ice; Stage #3: formaldehyd With formic acid In water at 90℃;	25%

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

: 74-88-4
methyl iodide

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

Conditions

Conditions	Yield
With n-butyllithium 1.) Et2O, -78 deg C 2.) r. t., 0.5 h; Yield given. Multistep reaction;
With potassium carbonate In acetonitrile at 20℃; for 16h; Reflux;

: 50-00-0
formaldehyd

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

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

Conditions

Conditions	Yield
With formic acid at 101℃;	0.9 g
With formic acid; hydrogen bromide

: 50-00-0
formaldehyd

: 1,4,7-trimethylsulfonyl-1,4,7-triazacyclononane

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

Conditions

Conditions	Yield
Stage #1: 1,4,7-trimethylsulfonyl-1,4,7-triazacyclononane With sulfuric acid; sodium hydroxide In water at 180℃; for 10h; Stage #2: formaldehyd With formic acid In water at 90℃; for 14h;	39 g

: 50-00-0
formaldehyd

: 1,4,7-triphenylsulfonyl-1,4,7-triazacyclononane

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

Conditions

Conditions	Yield
Stage #1: 1,4,7-triphenylsulfonyl-1,4,7-triazacyclononane With sulfuric acid In water at 95 - 100℃; for 3h; Stage #2: With sodium hydroxide In water pH=5; Stage #3: formaldehyd With formic acid In water at 80 - 90℃; for 6h; Time;	120 g

: perrhenic acid anhydride

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: [ReO3(N,N',N''-trimethyl-1,4,7-triazacyclononane)]ReO4

Conditions

Conditions	Yield
In tetrahydrofuran N2-atmosphere; stirring equimolar amts. for 15 min (pptn.); decantation, washing (THF), drying (vac.); elem. anal.;	99%

: 402937-77-3
(HNMe2)2Cl2Ti(NPh)

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 906666-44-2
[Ti(NPh)(1,4,7-trimethyl triazacyclononane)Cl2]

Conditions

Conditions	Yield
In benzene (N2 or Ar); ligand added to a soln. of Ti complex, stirred for 16 h; filtered off, washed (hexanes), dried (vac.); elem. anal.;	99%

: chlorobis(cyclooctene)-iridium(I) dimer

: 1333-74-0
hydrogen

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 639482-84-1
[(1,4,7-trimethyl-1,4,7-triazacyclononane)Ir(H)2(cyclooctene)]Cl

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane N2; addn. of triamine to a soln. of Ir complex in THF/CH2Cl2 cooled to -78°C, degassing, cooling to -78°C, addn. of 1 atm of H2, stirring for 1 h, slow warming to room temp., stirring for 1 h; concg. under vac., pptn. by addn. of pentane, washing the ppt. with pentane, vac. drying; elem. anal.;	97%

...Expand

: C6H15N*H(1+)*C32H36B(1-)

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: C32H36B(1-)*C9H21N3*H(1+)

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 1h; Inert atmosphere;	97%

: sodium hexanitro cobaltate(III)

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: cobalt(III)(1,4,7-trimethyl-1,4,7-triazacyclononane)(NO2)3

Conditions

Conditions	Yield
In methanol; water addn. of organic compound in methanol to a soln. of Co-complex in water, stirring at 60°C for 1 h; cooling to 2°C, filtn.;	96%

: 16753-20-1
bis(dimethylamido)titanium(IV) dichloride

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 100-46-9
benzylamine

: 906666-45-3
Ti(NCH2Ph)(1,4,7-trimethyltriazacyclononane)Cl2

Conditions

Conditions	Yield
In benzene (N2 or Ar); C6H5CH2NH2 added to a soln. of Ti compd., stirred for 16 h, (C2H4N(CH3))3 added, stirred for 16 h; concd., filtered off, washed (hexanes), dried (vac.); elem. anal.;	96%

...Expand

: iron(III) chloride hexahydrate

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 110827-37-7
[(1,4,7-trimethyl-1,4,7-triazacyclononane)trichloroiron(III)]

Conditions

Conditions	Yield
In ethanol (anaerobic conditions); soln. of ligand was added dropwise to soln. of FeCl3; formed ppt. was filtered off, washed with EtOH and Et2O and dried;	95%

: zinc(II) nitrate hexahydrate

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: (trimethyltriazacyclononane)triaquozinc(II) nitrate hemihydrate

Conditions

Conditions	Yield
In ethanol addn. of triamine soln. to soln. of Zn(NO3)2, gently heating and stirring (20 min), stirring (room temp., 3 h); solvent removal (vac.), washing (Et2O), drying; elem. anal.;	95%

: 7787-60-2
bismuth(III) chloride

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 161584-56-1
BiCl3*C9H21N3

Conditions

Conditions	Yield
In acetonitrile (argon); addn. of the ligand in MeCN to BiCl3 in MeCN at -78°C, warming to room temp., stirring (50°C, 6 h); removal of solvent, washing (hexane; Et2O), recrystn. (MeCN/CH2Cl2); elem. anal.;	93.1%

: Na[tetrakis{3,5-bis(trifluoromethyl)phenyl}borate]·2thf

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 1609468-45-2
bis(1,4,7-trimethyl-1,4,7-triazacyclononane)sodium tetrakis{3,5-bis(trifluoromethyl)phenyl}borate

Conditions

Conditions	Yield
In dichloromethane for 4h; Inert atmosphere;	93%

: 14220-21-4
rhenium(I) pentacarbonyl bromide

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 115762-96-4
{(N,N',N''-trimethyl-1,4,7-triazacyclononane)-tricarbonylrhenium(I)}bromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide under Ar; 1 mmol of the Re compound in DMF added to 2 mmol of the ligand in DMF; reaction mixt. refluxed for 1 h; addn. of Et2O to the cold soln.; pptd. crystals filtered, washed with Et2O and dried in air; elem. anal.;	92%

: 17084-13-8
potassium hexafluorophosphate

: 19513-05-4
manganese(III) triacetate dihydrate

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: {(N,N',N''-trimethyl-1,4,7-triazacyclononane)Mn(III)(μ-O)(μ-MeCO2)2Mn(III)(N,N',N''-trimethyl-1,4,7-triazacyclononane)}(PF6)2

Conditions

Conditions	Yield
With p-TsOHH2O; NaHCO3; NaOAc In acetonitrile addn. of p-TsOHH2O to the ligand in MeCN, after dissoln. addn. of NaHCO3, NaOAc, KPF6 and the Mn salt at room temp. with stirring, heating to 333 K for 40 min; filtration, evapn. (vac., 303 K), stirring with water, collection (frit), washing (H2O), drying (vac.); elem. anal.;	92%

...Expand

: 7718-98-1
vanadium(III) chloride

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 112087-96-4
trichloro(1,4,7-trimethyl-1,4,7-triazacyclononane)vanadium(III)

Conditions

Conditions	Yield
In acetonitrile heating of a soln. of VCl3 in dry acetonitrile to reflux for 10 min; precipitation on cooling of the soln.; addn. of a CH3CN soln. of the organic compound to the mixture; heating to reflux for 30 min; precipitation;;	92%

: 7705-07-9
titanium(III) chloride

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: {N(CH3)CH2CH2N(CH3)CH2CH2N(CH3)CH2CH2}*Ti(3+)*3Cl(1-)={N(CH3)CH2CH2N(CH3)CH2CH2N(CH3)CH2CH2}TiCl3

Conditions

Conditions	Yield
In acetonitrile Under Ar, dissolving of TiCl3 under reflux, dropwise addn. of triazacyclononane, stirring (30 min, 20°C).; Filtn.;	92%

: 7705-07-9
titanium(III) chloride

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 143144-83-6
TiCl3(C6H12N3(CH3)3)

Conditions

Conditions	Yield
In acetonitrile Ar-purged soln. of TiCl3 in CH3CN refluxed for 30 min, cooled to room temp., dropwise addn. of ligand in CH3CN, stirred at 20°C for 30 min under Ar, blue pptn.; filtered, washed with dry Et2O, air dried; elem. anal.;	92%

: 172481-11-7
trans,mer-[Ti(t-butylimide)Cl2(pyridine)3]

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 207612-37-1
[Ti(Cl)2(tert-butylimido)(1,4,7-trimethyltriazacyclononane)]

Conditions

Conditions	Yield
In dichloromethane 2 h at room temp.;	92%

: iron(III) chloride

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 110827-37-7
[(1,4,7-trimethyl-1,4,7-triazacyclononane)trichloroiron(III)]

Conditions

Conditions	Yield
In diethyl ether for 0.25h;	92%

: 10025-91-9
antimony(III) chloride

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 185409-27-2
SbCl3*C9H21N3

Conditions

Conditions	Yield
In acetonitrile (argon); addn. of the ligand in MeCN to SbCl3 in MeCN at -78°C, warming to room temp., stirring (50°C, 6 h); removal of solvent, washing (hexane; Et2O), recrystn. (MeCN/CH2Cl2); elem. anal.;	91.3%

: manganese(II) sulfate

: 7722-84-1
dihydrogen peroxide

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: [Mn2(μ-O)3(Me3-TACN)2]SO4*4H2O

Conditions

Conditions	Yield
Stage #1: manganese(II) sulfate; N,N',N''-trimethyl-1,4,7-triazacyclononane In water at 20℃; for 0.5h; Inert atmosphere; Cooling with ice; Stage #2: dihydrogen peroxide With sodium hydroxide In water at 20℃; Inert atmosphere; Cooling with ice; Stage #3: With sulfuric acid In water for 0.5h; pH=5; Inert atmosphere;	91%

...Expand

: 7787-60-2
bismuth(III) chloride

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 161584-56-1
BiCl3(C6H12N3(CH3)3)

Conditions

Conditions	Yield
In acetonitrile stirring (50°C, 12 h); solvent removal, washing (hexane, Et2O), recrystallization (acetonitrile, CH2Cl2); elem. anal.;	90.3%

: rhodium(III) chloride trihydrate

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 140175-14-0
trichloro(N,N',N''-trimethyl-1,4,7-trazacyclononane)rhodium(III)

Conditions

Conditions	Yield
In ethanol N2 or Ar-atmosphere; refluxing (2 h); filtering, washing (EtOH, ether), drying;	90%
In ethanol addn. of RhCl3 soln. to cyclononane soln.; heating, 70°C, 10h; pptn.; filtration; elem. anal.;	66%

: sodium hexaflorophosphate

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: mercury dichloride

: 135624-47-4
{Hg(1,4,7-trimethyl-1,4,7-triazacyclononane)Cl}PF6

Conditions

Conditions	Yield
In water ppt. dissolved again at 40°C, then addn. of NaPF6; ppt. filtered, washed with ethanol and diethyl ether, air-dried, elem. anal.;	90%

...Expand

: 10025-82-8
indium(III) chloride

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 101652-42-0
[InCl3(1,4,7-trimethyl-1,4,7-triazacyclononane)]

Conditions

Conditions	Yield
In ethanol; chloroform ethanolic soln. of C6H12N3(CH3)3 added to a chloroformic soln.of InCl3;refluxed for 2 h; filtered; washed (ethanol, ether); dried (air); elem.anal.;	90%

: thallium(III) chloride tetrahydrate

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 101165-05-3
fac-(N,N',N''-trimethyl-1,4,7-triazacyclononane)thallium(III) chloride

Conditions

Conditions	Yield
In chloroform susp. refluxed for 3 h; filtered; washed (ethanol, ether); dried (air); elem. anal.;	90%

: 15616-56-5, 14911-55-8, 14878-30-9
diiodotetracarbonyliron(II)

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 286389-51-3
[(N,N',N''-trimethyl-1,4,7-triazacyclononane)FeI(CO)2]I

Conditions

Conditions	Yield
In dichloromethane byproducts: CO; (N2); ligand added to Fe complex soln. in CH2Cl2, reacted for 30 min; pptd. (Et2O), filtered, dried (N2); elem. anal.;	90%

: 143-66-8
sodium tetraphenyl borate

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: cobalt(II) bromide

: 190205-14-2
[(1,4,7-trimethyl-1,4,7-triazacyclononane)2Co2(μ-Br)3]BPh4

Conditions

Conditions	Yield
In chloroform; acetone Ar-atmosphere; addn. of NaBPh4 (in Me2CO) to mixt. of CoBr2 and ligand (in CHCl3), stirring and refluxing for 2.5 h; partial evapn. (crystn.); elem. anal.;	90%

...Expand

: 143-66-8
sodium tetraphenyl borate

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: nickel dibromide

: 190205-19-7
[(1,4,7-trimethyl-1,4,7-triazacyclononane)2Ni2(μ-Br)3]BPh4

Conditions

Conditions	Yield
In ethanol Ar-atmosphere; refluxing NiBr2 with ligand for 1.5 h, pptn. on NaBPh4 addn.; elem. anal.;	90%

...Expand

: bis[dimethyl(μ-dimethylsulfide)platinum(II)]

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: cis-bis(dimethyl sulfide)dimethylplatinum(II)

: 651718-98-8
[PtMe2(N,N'-1,4,7-trimethyl-1,4,7-triazacyclononane)]

Conditions

Conditions	Yield
In [(2)H6]acetone 2 equiv of azacycle, acetone-d6, 20 h (N2); not sepd., detected by NMR spectra;	A 10% B 90%

...Expand

: nickel(II) perchlorate hexahydrate

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: 75-05-8
acetonitrile

: [Ni(1,4,7-trimethyl-1,4,7-triazacyclononane)(BH4)(CH3CN)](BPh4)

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine for 12h; Reflux;	90%

...Expand

: cobalt(II) chloride hexahydrate

: 96556-05-7
N,N',N''-trimethyl-1,4,7-triazacyclononane

: lithium chloride

: [CoCl3(1,4,7-trimethyl-1,4,7-triazacyclononane)]·3H2O

Conditions

Conditions	Yield
Stage #1: cobalt(II) chloride hexahydrate; N,N',N''-trimethyl-1,4,7-triazacyclononane In methanol for 0.166667h; Stage #2: lithium chloride In methanol at 20℃; for 2h;	90%

...Expand

1,4,7-Trimethyl-1,4,7-triazacyclononane Specification

The systematic name of 1,4,7-Trimethyl-1,4,7-triazacyclononane is 1,4,7-trimethyl-1,4,7-triazonane. With the CAS registry number 96556-05-7, it is also named as Octahydro-1,4,7-trimethyl-1h-1,4,7-triazonine. The product's categories are Crown Ethers; Functional Materials; Macrocycles for Host-Guest Chemistry; Chelation / Complexation Compounds; Crown Ethers; Synthetic Reagents. It is dark brown transparent liquid which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.91; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.05; (4)ACD/LogD (pH 7.4): -2.23; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 9.72 Å²; (13)Index of Refraction: 1.456; (14)Molar Refractivity: 52.49 cm³; (15)Molar Volume: 192.8 cm³; (16)Polarizability: 20.81×10^-24 cm³; (17)Surface Tension: 27 dyne/cm; (18)Density: 0.888 g/cm³; (19)Flash Point: 68.3 °C; (20)Enthalpy of Vaporization: 44.4 kJ/mol; (21)Boiling Point: 207.8 °C at 760 mmHg; (22)Vapour Pressure: 0.221 mmHg at 25°C.

Uses of 1,4,7-Trimethyl-1,4,7-triazacyclononane: It can react with chloro-trimethyl-silane to get 1,4-dimethyl-7-trimethylsilanylmethyl-[1,4,7]triazonane. This reaction needs reagent s-BuLi and solvent pentane at ambient temperature. The reaction time is 2 hours. The yield is 85%.

When you are using this chemical, please be cautious about it as the following:
It can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES:N1(CCN(CCN(CC1)C)C)C
2. InChI:InChI=1/C9H21N3/c1-10-4-6-11(2)8-9-12(3)7-5-10/h4-9H2,1-3H3
3. InChIKey:WLDGDTPNAKWAIR-UHFFFAOYAY
4. Std. InChI:InChI=1S/C9H21N3/c1-10-4-6-11(2)8-9-12(3)7-5-10/h4-9H2,1-3H3
5. Std. InChIKey:WLDGDTPNAKWAIR-UHFFFAOYSA-N

Product Name

1,4,7-Trimethyl-1,4,7-triazacyclononane

Synthetic route

1,4,7-Trimethyl-1,4,7-triazacyclononane Specification

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