1,4,8,11-Tetraazacyclotetradecane supplier

Name
1,4,8,11-Tetraazacyclotetradecane
EINECS 206-039-1
CAS No. 295-37-4
Article Data30
CAS DataBase
Density 0.862 g/cm³
Solubility Soluble in water.
Melting Point 184-186 °C(lit.)
Formula C₁₀H₂₄N₄
Boiling Point 321.1 °C at 760 mmHg
Molecular Weight 200.327
Flash Point 153 °C
Transport Information
Appearance white fluffy needle-like crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Cyclam;JM1498;NSC 180811;
PSA 48.12000
LogP 0.45380

Synthetic route

: 71089-74-2
1,4,8,11-tetrakis(p-toluenesulphonyl)-1,4,8,11-tetraazacyclotetradecane

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
Stage #1: 1,4,8,11-tetrakis(p-toluenesulphonyl)-1,4,8,11-tetraazacyclotetradecane With sulfuric acid at 100℃; for 48h; Stage #2: With sodium hydroxide In water	85%
With sulfuric acid	81%
With sulfuric acid at 100 - 105℃; Heating; 50-70 h;	68%
With sulfuric acid at 100℃; for 39h;	63%
With sulfuric acid at 110℃; for 50h;	35%

: 10b-phenyl-decahydro-3a,5a,8a,10a-tetraaza-pyrene

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
With hydrogenchloride In water at 70℃; for 2h;	72%

: 596820-95-0
10b-phenyl-decahydro-3a,5a,8a,10a-tetraaza-pyrene

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
With hydrogenchloride In water at 70℃; for 2h;	70%

: 2,4,9,11-tetraoxo-1,4,8,12-tetraazacyclotetradecane

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 56h; Heating;	22%
With lithium aluminium tetrahydride In tetrahydrofuran for 72h; Heating;

: cyclo(Gly-β-Ala-Gly-β-Ala)

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 20h; Heating;	18%

: 64-17-5
ethanol

: 107-15-3
ethylenediamine

: 109-64-8
1,3-dibromo-propane

A: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

B: 4741-99-5
3,7-diazanonane-1,9-diamine

C: 62708-55-8
N,N'-bis-[3-(2-amino-ethylamino)-propyl]-ethylenediamine

D: 3,7,10,14,17,21-hexaaza-tricosanediyldiamine

...Expand

: 4741-99-5
3,7-diazanonane-1,9-diamine

: 109-64-8
1,3-dibromo-propane

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
With ethanol beim Erhitzen anschliessend mit aethanol. KOH;

: 131543-46-9
Glyoxal

: 10563-26-5
N,N'-bis(3-aminopropyl)-1,2-diamine

A: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

B: 78303-77-2
2,2'-bi-(1,4,8,11-tetra-azacyclotetradecane)

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 96455-17-3
tetra(trifluoromethylsulfonyl)-1,4,8,11-tetraazocyclodecane

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
With ammonia; sodium In tetrahydrofuran at -33℃; for 2h; Yield given;

: 131543-46-9
Glyoxal

: 10563-26-5
N,N'-bis(3-aminopropyl)-1,2-diamine

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
With sodium hydroxide; sodium cyanide; nickel; nickel dichloride Yield given. Multistep reaction;

: 64-17-5
ethanol

: 4741-99-5
3,7-diazanonane-1,9-diamine

: 109-64-8
1,3-dibromo-propane

A: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

B: 3,7,10,14,17,21-hexaaza-tricosanediyldiamine

C polyamines: polyamines

...Expand

: C16H28N4

A: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

B: 765-87-7
cyclohexane-1,2-dione

Conditions

Conditions	Yield
With hydrogenchloride In water at 60℃; for 6h;

: 917838-66-5, 917905-60-3
15-phenyl-1,5,8,12-tetraaza-15λ5-phosphabicyclo[10.2.1]pentadecane-15-thione

A: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

B: 1571-33-1
phenylphosphonate

Conditions

Conditions	Yield
With hydrogenchloride at 70℃;

: 10563-26-5
N,N'-bis(3-aminopropyl)-1,2-diamine

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 91 percent / sodium hydroxide / H2O / 1.) 1 hr., 5 deg C, 2.) r.t., 3 hrs. 2: 85 percent / tetrabutylammonium iodide, sodium hydroxide (50 percent) / toluene; H2O / 9 h / Heating 3: 63 percent / sulfuric acid, (conc.) / 39 h / 100 °C View Scheme

: 74676-47-4
N,N',N'',N'''-tetratosyl-1,10-diamino-4,7-diazadecane

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / tetrabutylammonium iodide, sodium hydroxide (50 percent) / toluene; H2O / 9 h / Heating 2: 63 percent / sulfuric acid, (conc.) / 39 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: 83 percent / 5percent NaOH / tetrabutylammonium iodide / H2O; toluene / Heating; 8-10 h 2: 68 percent / conc. H2SO4 / 100 - 105 °C / Heating; 50-70 h View Scheme

: 4741-99-5
3,7-diazanonane-1,9-diamine

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / 0 °C 2: 75 percent / cesium carbonate / acetonitrile / 18 h / 20 °C 3: hydrochloric acid / H2O / 6 h / 60 °C View Scheme
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / 0 °C 2: 60 percent / cesium carbonate / acetonitrile / 48 h / 40 °C 3: hydrochloric acid / H2O / 6 h / 60 °C View Scheme
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / 0 °C 2: 91 percent / cesium carbonate / acetonitrile / 72 h / 40 °C 3: hydrochloric acid / H2O / 6 h / 60 °C View Scheme

: C13H24N4

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / cesium carbonate / acetonitrile / 18 h / 20 °C 2: hydrochloric acid / H2O / 6 h / 60 °C View Scheme
Multi-step reaction with 2 steps 1: 60 percent / cesium carbonate / acetonitrile / 48 h / 40 °C 2: hydrochloric acid / H2O / 6 h / 60 °C View Scheme
Multi-step reaction with 2 steps 1: 91 percent / cesium carbonate / acetonitrile / 72 h / 40 °C 2: hydrochloric acid / H2O / 6 h / 60 °C View Scheme

: 596820-91-6
9a-phenyl-octahydro-1,3a,6a,9-tetraaza-phenalene

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 50 percent / K2CO3 / acetonitrile / 72 h / 20 °C 2: 70 percent / HCl / H2O / 2 h / 70 °C View Scheme
Multi-step reaction with 2 steps 1: K2CO3 / acetonitrile / 48 h 2: 70 percent / HCl / H2O / 2 h / 70 °C View Scheme

: 4741-99-5
3,7-diazanonane-1,9-diamine

A: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

B polyamines: polyamines

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 74.6 percent / aq. NaOH / diethyl ether / 1 h / Ambient temperature 2: 78.3 percent / K2CO3 / dimethylformamide / 8 h / 110 °C 3: 35 percent / 96percent aq. H2SO4 / 50 h / 110 °C View Scheme

: 111514-29-5
1,4,8,11-Tetrakis(toluene-p-sulphonyl)-1,4,8,11-tetraazaundecane

A: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

B polyamines: polyamines

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 78.3 percent / K2CO3 / dimethylformamide / 8 h / 110 °C 2: 35 percent / 96percent aq. H2SO4 / 50 h / 110 °C View Scheme

: 111514-29-5
1,4,8,11-Tetrakis(toluene-p-sulphonyl)-1,4,8,11-tetraazaundecane

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 65 percent / dimethylformamide 2: 81 percent / conc. H2SO4 View Scheme

: 144534-68-9
C,C,C-Trifluoro-N-(3-trifluoromethanesulfonylamino-propyl)-N-{2-[trifluoromethanesulfonyl-(3-trifluoromethanesulfonylamino-propyl)-amino]-ethyl}-methanesulfonamide

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / K2CO3 / dimethylformamide / 4 h / 110 °C 2: sodium, liquid ammonia / tetrahydrofuran / 2 h / -33 °C View Scheme

: ReO(C10H22N4)(OH2)(1+)

A: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

B: perrhenate

Conditions

Conditions	Yield
With hydrogen cation In water pH > 8.5;

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 50-00-0
formaldehyd

: 75920-10-4
1,4,8,11-tetraazatricyclo[9.3.1.14,8]hexadecane

Conditions

Conditions	Yield
In water at 20℃; for 4h;	100%
In water at 0 - 20℃; for 2h; Product distribution / selectivity;	97%
In water at 20℃; for 2h;	97%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 131543-46-9
Glyoxal

: cis-perhydrotetraazapyrene

Conditions

Conditions	Yield
In acetonitrile at 50 - 65℃; for 3h; Inert atmosphere;	100%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 292638-85-8
acrylic acid methyl ester

: 152588-96-0
N,N,N,N-tetrakis[2-(methoxycarbonyl)eth-1-yl]-1,4,8,11-tetraazacyclotetradecane

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃; for 120h; Michael addition;	99%
In methanol at 20℃; for 48h; Inert atmosphere;	92.7%
In methanol for 2h; Heating;
In methanol at 20℃; for 144h; Michael addition;

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 101519-13-5
dipotassium tris(1,2-benzenediolato-O,O′)silicate

: C18H12O6Si(2-)*C10H24N4*2H(1+)*H2O

Conditions

Conditions	Yield
Stage #1: 1,4,8,11-Tetraazacyclotetradecane With hydrogenchloride In water Cooling with ice; Stage #2: dipotassium tris(1,2-benzenediolato-O,O′)silicate In water at 5℃; for 1h; pH=8.715; pH-value; Temperature;	98.8%

: 75-21-8
oxirane

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 89066-00-2
N,N',N''N'''-tetrakis(2-hydroxyethyl)-1,4,8,11-tetra-azacyclotetradecane

Conditions

Conditions	Yield
In ethanol at 5℃;	98%
In water; acetic acid at 0℃;	62%
In water at 0℃; for 2h;

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 74-88-4
methyl iodide

: 41203-22-9
1,4,8,11-tetramethyl-1,4,8,11-tetra-azacyclotetradecane

Conditions

Conditions	Yield
With potassium hydroxide; C14H30N2O4 In toluene for 4h; Ambient temperature; Irradiation;	98%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 103-71-9
phenyl isocyanate

: N,N',N'',N'''-tetraphenyl-1,4,8,11-tetraazacyclotetradecane-1,4,8,11-tetracarboxamide

Conditions

Conditions	Yield
In toluene for 192h;	98%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 105-36-2
ethyl bromoacetate

: 468743-82-0
(1,4,8,11-tetraazacyclotetradec-1-yl)acetic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In chloroform at 20℃; for 48h;	98%
With potassium carbonate In chloroform at 20℃; for 48h;

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: C10H20(2)H4N4

Conditions

Conditions	Yield
With water-d2 In deuteromethanol for 20h;	98%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 50-00-0
formaldehyd

: 139300-46-2
acide 1,4,8,11-tetraazacyclotetradecane-1,4,8,11-tetra(methylenehydroxymethylphosphinique)

Conditions

Conditions	Yield
With hydrogenchloride; hypophosphorous acid In water Heating;	97%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 50-00-0
formaldehyd

: 1,5,9,13-tetraazatricyclo<11.3.1.15,9>octadecane

Conditions

Conditions	Yield
In water; acetonitrile for 8h;	97%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 131543-46-9
Glyoxal

: 72738-47-7
decahydro-1H,6H-3a,5a,8a,10a-tetraazapyrene

Conditions

Conditions	Yield
In methanol at 0℃; for 0.5h;	97%
In methanol at 0℃; for 0.5h;	97%
In water; acetonitrile at 55℃;
In acetonitrile at 20 - 50℃; for 3.5h;	2.46 g

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 57483-09-7
(3-iodopropyl)triethoxysilane

: 1,4,8,11-tetrakis[3-(triethoxysilyl)propyl]-1,4,8,11-tetraazacyclotetradecane

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 12h; Alkylation; Heating;	97%
With potassium carbonate In acetonitrile; pentane

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: C11H24BrNO4Si

: 1,4,8,11-tetrakis[(3-triethoxysilylpropylcarbamoyl)methyl]-1,4,8,11-tetrazacyclotetradecane

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 12h; Heating;	97%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 75920-10-4
1,4,8,11-tetraazatricyclo[9.3.1.14,8]hexadecane

Conditions

Conditions	Yield
With formaldehyd In water at 20℃;	97%
Multi-step reaction with 2 steps 1: 77 percent / Bu3SnNEt2 / 7 h / Heating 2: 95 percent / 30percent aq. NaOH / 8 h / Heating View Scheme
In formaldehyd; chloroform; water

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 577970-68-4
1,4,8,11-tetrakis(4-nitrobenzyl)-1,4,8,11-tetraazacyclotetradecane

Conditions

Conditions	Yield
With potassium carbonate In chloroform for 4h; Heating;	96%
With sodium hydroxide In water; acetonitrile for 6h;	71%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 69887-12-3
(1-adamantyl)methyl isocyanate

: N-(adamantan-1-ylmethyl)-1,4,8,11-tetraazacyclotetradecan-1-carboxamide

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 12h;	96%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 75-09-2
dichloromethane

: 75920-10-4
1,4,8,11-tetraazatricyclo[9.3.1.14,8]hexadecane

Conditions

Conditions	Yield
With sodium hydroxide	95%
With sodium hydroxide for 36h; Heating;	88%
With sodium hydroxide In water for 36h; Reflux;
With sodium hydroxide In water

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 2,6-dimethyl-4-p-tolyl-4H-1,7-dithia-3,4a,5,8-tetraaza-3a-azonia-s-indacene; bromide

: 1,4,8,11-Tetrakis{[(5-methyl-1,3,4-thiadiazol-2-yl)imino]-[2H-2-(4-methyl-phenyl)-5-methyl-1,3,4-thiadiazol-3-yl]methyl}-1,4,8,11-tetraazacyclotetradecane

Conditions

Conditions	Yield
With triethylamine at 20℃; for 24h;	95%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 57483-09-7
(3-iodopropyl)triethoxysilane

: 232280-47-6
1-[(3-triethoxysilyl)propyl]-1,4,8-11-tetraazacyclotetradecane

Conditions

Conditions	Yield
With sodium carbonate In acetonitrile for 48h; Heating;	95%
Stage #1: 1,4,8,11-Tetraazacyclotetradecane With sodium carbonate In acetonitrile Heating / reflux; Stage #2: (3-iodopropyl)triethoxysilane In acetonitrile for 48h; Heating / reflux;	50.8%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 383-63-1
ethyl trifluoroacetate,

: 406939-92-2
1,1′,1″-(1,4,8,11-tetraazacyclotetradecane-1,4,8-triyl)tris-(2,2,2-trifluoroethan-1-one)

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 5.08333h;	95%
With triethylamine In methanol at 25℃; for 5h; Inert atmosphere;	93%
With triethylamine In methanol at 20℃; Inert atmosphere;	93%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 1074-12-0
phenylglyoxal hydrate

: 596820-95-0
10b-phenyl-decahydro-3a,5a,8a,10a-tetraaza-pyrene

Conditions

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

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 25529-35-5
pentafluorophenyl N-benzyloxycarbonyl-γ-tert-butyl-L-glutamate

: 4-benzyloxycarbonylamino-5-oxo-5-[4,8,11-tris-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyryl)-1,4,8,11tetraaza-cyclotetradec-1-yl]-pentanoic acid tert-butyl ester

Conditions

Conditions	Yield
With triethylamine In diethyl ether for 96h; Heating;	95%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: zinc perchlorate

: [Zn(1,4,8,11-tetraazacyclotetradecane)](ClO4)2*H2O

Conditions

Conditions	Yield
In ethanol azamacrocycle in ethanol was heated and stirred at 65°C, Zn-salt in ethanol was slowly added at 65°C dropwise, stirred at 65°C for 2 h; cooled, filtered, washed with cold ethanol (3x), ppt. was dried under vac. over two days at ambient temp.; elem. anal.;	95%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 108-86-1
bromobenzene

: 1,4,8,11-tetraphenyl-1,4,8,11-tetraazacyclotetradecane

Conditions

Conditions	Yield
Stage #1: 1,4,8,11-Tetraazacyclotetradecane With zinc diacetate In 5,5-dimethyl-1,3-cyclohexadiene at 110℃; for 0.166667h; Inert atmosphere; Stage #2: bromobenzene With copper(I) oxide; potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene at 110℃; for 26h; Inert atmosphere;	95%
Stage #1: 1,4,8,11-Tetraazacyclotetradecane With zinc diacetate In 5,5-dimethyl-1,3-cyclohexadiene at 119℃; for 0.166667h; Inert atmosphere; Stage #2: bromobenzene With copper(I) oxide; potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene at 25 - 119℃; for 26h; Inert atmosphere;	95%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 107-13-1
acrylonitrile

: 76261-54-6
NN,N,,N,,,-tetra(2-cyanoethyl)-1,4,8,11-tetra-azacyclo-tetradecane

Conditions

Conditions	Yield
for 4h; Heating;	94%
1.) room temperature, 1 h, 2.) reflux, 4 h;	67%
Michael Addition; Inert atmosphere; Schlenk technique; Reflux;

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 700-16-3
Pentafluoropyridine

: 1,4,8,11-Tetrakis(tetrafluoro-4-pyridyl)-1,4,8,11-tetraazacyclotetradecane

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 90 - 100℃; for 13h; Arylation;	94%
With triethylamine In N,N-dimethyl-formamide at 90 - 100℃; for 13h; Amination;	94%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 7646-79-9
cobalt(II) chloride

: 14284-57-2, 15220-74-3, 184474-81-5, 20792-52-3, 90529-42-3, 90580-83-9
trans-dichloro(1,4,8,11-tetraazacyclotetradecane)cobalt(III) chloride

Conditions

Conditions	Yield
With H2O2 In hydrogenchloride; water addn. of ligand to soln. of CoCl2 with stirring, addn. of aq. HCl and aq. H2O2 in small portions, thermostating in a water-bath (80-90°C) for 40-45 min.; filtn., crystn. after neutralisation at room temp., elem. anal.;	94%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 101607-17-4
2-chloro-N-(4,6-dihydropyren-1-yl)acetamide

: N-pyren-1-yl-2-(1,4,8,11-tetraazacyclotetradec-1-yl)acetamide

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile for 24h; Inert atmosphere; Reflux;	94%

: 295-37-4
1,4,8,11-Tetraazacyclotetradecane

: 1611-56-9
1-Bromo-11-hydroxyundecane

: 11-(1,4,8,11-Tetraaza-cyclotetradec-1-yl)-undecan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 55 - 60℃; for 6.5h;	93%

1,4,8,11-Tetraazacyclotetradecane Specification

The 1,4,8,11-Tetraazacyclotetradecane, with the CAS registry number 295-37-4, is also known as BRN 0111811. It belongs to the product categories of Azacrown Ethers; Crown Ethers; Functional Materials; Macrocycles for Host-Guest Chemistry; Ring Systems. Its EINECS registry number is 206-039-1. This chemical's molecular formula is C₁₀H₂₄N₄ and molecular weight is 200.32436. Its IUPAC name is called 1,4,8,11-tetrazacyclotetradecane. This chemical's classification code is Drug / Therapeutic Agent. What's more, this chemical is white fluffy needle-like crystalline powder.

Physical properties of 1,4,8,11-Tetraazacyclotetradecane: (1)ACD/LogP: -0.97; (2)ACD/LogD (pH 5.5): -5.07; (3)ACD/LogD (pH 7.4): -5.07; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 4; (10)Index of Refraction: 1.425; (11)Molar Refractivity: 59.5 cm³; (12)Molar Volume: 232.4 cm³; (13)Surface Tension: 27.3 dyne/cm; (14)Density: 0.861 g/cm³; (15)Flash Point: 153 °C; (16)Enthalpy of Vaporization: 56.28 kJ/mol; (17)Boiling Point: 321.1 °C at 760 mmHg; (18)Vapour Pressure: 0.000305 mmHg at 25°C.

Uses of 1,4,8,11-Tetraazacyclotetradecane: it can be used to produce 3-(1,4,8,11-tetraazacyclotetradec-1-yl)propionic acid tetrahydrochloride by heating. This reaction will need reagent LiOH and solvent ethanol, H₂O with reaction time of 8 hours. The yield is about 59%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1CNCCNCCCNCCNC1
(2)InChI: InChI=1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2
(3)InChIKey: MDAXKAUIABOHTD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	371mg/kg (371mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SKIN AND APPENDAGES (SKIN): PRIMARY IRRITATION: AFTER TOPICAL EXPOSURE	Chemosphere. Vol. 17, Pg. 839, 1988.

Product Name

1,4,8,11-Tetraazacyclotetradecane

Synthetic route

1,4,8,11-Tetraazacyclotetradecane Specification

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