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| CAS No.: | 294-90-6 |
|---|---|
| Name: | Cyclen |
| Molecular Structure: | |
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| Formula: | C8H20N4 |
| Molecular Weight: | 172.274 |
| Synonyms: | 1,4,7,10-Tetrazacyclododecane;NSC 629374;Tetraaza-12-crown-4; |
| EINECS: | 202-928-3 |
| Density: | 0.874 g/cm3 |
| Melting Point: | 108-113 °C |
| Boiling Point: | 283.8 °C at 760 mmHg |
| Flash Point: | 129.5 °C |
| Solubility: | almost transparency |
| Appearance: | off- white to slightly yellow crystalline powder |
| Hazard Symbols: |
 Xi
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| Risk Codes: | 36/38-36/37/38 |
| Safety: | 26-36 |
| PSA: | 48.12000 |
| LogP: | -0.32640 |
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tert-butyl 1,4,7,10-tetraazacyclododecane carboxylate
- 294-90-6
1,4,7,10-tetraazacyclododecan
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid In dichloromethane for 0.333333h; | 100% |
- 74199-09-0, 79236-92-3
cyclen-glyoxal
- 294-90-6
1,4,7,10-tetraazacyclododecan
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium hydroxide; bromine In water; toluene | 99.23% |
| With hydrogenchloride; sodium hydroxide; bromine In water; toluene | 99.23% |
| With hydrogenchloride; bromine In water pH=6; | 55% |
- 10045-25-7
1,4,7,10-tetraazacyclododecane tetrahydrochloride
- 294-90-6
1,4,7,10-tetraazacyclododecan
| Conditions | Yield |
|---|---|
| With hydrogenchloride | 95% |
| With potassium hydroxide In water at 0 - 10℃; | 91.3% |
| With potassium hydroxide | |
| With sodium hydroxide In toluene at 40℃; for 1h; Reflux; | 13.77 g |
| With sodium hydroxide In water; toluene | 12 g |
| Conditions | Yield |
|---|---|
| With 5%-palladium/activated carbon; hydrogen; potassium carbonate In 2-methyltetrahydrofuran at 15℃; for 4h; Reagent/catalyst; Temperature; Solvent; | 94.9% |
- 294-90-6
1,4,7,10-tetraazacyclododecan
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water at 100℃; Temperature; | 93.2% |
| With caustic In water for 0.5h; Heating; | 88% |
| With potassium hydroxide In water for 0.5h; Heating; | 71% |
| Conditions | Yield |
|---|---|
| With tetrabutylammomium bromide In ethanol at 80℃; for 8h; | 88.4% |
- 52667-88-6
cyclen tetratosylate
- 294-90-6
1,4,7,10-tetraazacyclododecan
| Conditions | Yield |
|---|---|
| With sulfuric acid at 165℃; | 88% |
| Stage #1: cyclen tetratosylate With sulfuric acid at 100℃; for 0.05h; Microwave irradiation; Stage #2: With hydrogenchloride In water Stage #3: With sodium hydroxide In water | 87% |
| With sulfuric acid at 100 - 105℃; Heating; 30-48 h; | 85% |
- 294-90-6
1,4,7,10-tetraazacyclododecan
| Conditions | Yield |
|---|---|
| With hydrazine hydrate In methanol at 20℃; for 20.5h; Solvent; Temperature; Reflux; | 87.21% |
| Conditions | Yield |
|---|---|
| With tetrabutylammomium bromide In ethanol at 80℃; for 8h; | 86% |
| Conditions | Yield |
|---|---|
| With tetra-(n-butyl)ammonium iodide In ethanol at 80℃; for 8h; Reagent/catalyst; Solvent; Temperature; | 85% |
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Specification
The Cyclen with cas registry number of 294-90-6 is also called 1,4,7,10-Tetraazacyclododecane which is also its systematic name and IUPAC name. Its EINECS registry number is 202-928-3. This chemical, with appearance of almost white to slightly yellow crystalline powder, belongs to the classes of Crown Ethers; Functional Materials; Macrocycles for Host-Guest Chemistry; Ring Systems.
Physical properties about this chemical are: (1)ACD/LogP: -2.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -6.44; (4)ACD/LogD (pH 7.4): -6.43; (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: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 12.96 Å2; (13)Index of Refraction: 1.424; (14)Molar Refractivity: 50.28 cm3; (15)Molar Volume: 197 cm3; (16)Surface Tension: 27.6 dyne/cm; (17)Density: 0.874 g/cm3; (18)Flash Point: 129.5 °C ; (19)Enthalpy of Vaporization: 52.28 kJ/mol ; (20)Boiling Point: 283.8 °C at 760 mmHg ; (21)Vapour Pressure: 0.00309 mmHg at 25°C.
Uses of Cyclen: it can react with formaldehyde to give 1,4,7,10-tetramethyl-1,4,7,10-tetraazacyclododecane at pressure 760.0002 using reagent formic acid, solvent water, and other conditions like heating. The reaction time is about 30 hours. The yield is 55%.
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When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. Wear suitable protective clothing when you are using it. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. This chemical should be stored in refrigerator.
You can still convert the following datas into molecular structure:
(1)SMILES: N1CCNCCNCCNCC1;
(2)InChI: InChI=1/C8H20N4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h9-12H,1-8H2;
(3)InChIKey: QBPPRVHXOZRESW-UHFFFAOYAQ
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intravenous | 435mg/kg (435mg/kg) | European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 19, Pg. 425, 1984. | |
| rat | LD50 | intravenous | 388mg/kg (388mg/kg) | Naturwissenschaften. Vol. 70, Pg. 201, 1983. |