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Cas Database |
| Name |
2,3,5,6,8,9-Hexahydro-1,4,7,10-benzotetraoxacyclododecine |
EINECS | N/A |
| CAS No. | 14174-08-4 | Density | 1.084 g/cm3 |
| PSA | 36.92000 | LogP | 1.49100 |
| Solubility | N/A | Melting Point |
42-45 °C(lit.) |
| Formula | C12H16O4 | Boiling Point | 341.8 °C at 760 mmHg |
| Molecular Weight | 224.257 | Flash Point | 136.4 °C |
| Transport Information | N/A | Appearance | white transparent needles |
| Safety | 22-24/25-36-26 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi, Xn
|
| Synonyms |
Benzo-12-crown-4 ether;Benzo-12-crown-4; |
Article Data | 16 |
2,3,5,6,8,9-Hexahydro-1,4,7,10-benzotetraoxacyclododecine Synthetic route
- 77963-44-1
o-hydroxyphenyl 3,6-dioxa-8-bromooctyl ether
- 14174-08-4
benzo-12-crown-4
| Conditions | Yield |
|---|---|
| With tetramethyl ammoniumhydroxide In water; dimethyl sulfoxide at 25℃; | 94% |
| With tetramethyl ammoniumhydroxide In water; dimethyl sulfoxide at 25℃; Rate constant; | 94.0 % Spectr. |
- 120-80-9
benzene-1,2-diol
- 19249-03-7
triethylene glycol di-(p-toluenesulfonate)
- 14174-08-4
benzo-12-crown-4
| Conditions | Yield |
|---|---|
| Stage #1: benzene-1,2-diol With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 50 - 60℃; for 0.5h; Stage #2: triethylene glycol di-(p-toluenesulfonate) In water; toluene for 6h; Reflux; | 52% |
| Stage #1: benzene-1,2-diol With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Large scale; Stage #2: triethylene glycol di-(p-toluenesulfonate) In N,N-dimethyl-formamide at 85 - 90℃; Large scale; | 28% |
| With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 16h; Heating; | 18% |
| With lithium hydroxide; sodium hydroxide 1.) THF; Yield given. Multistep reaction; |
- 120-80-9
benzene-1,2-diol
- 112-26-5
1,2-bis(2-chloroethoxy)ethane
A
- 14174-08-4
benzo-12-crown-4
B
- 14174-09-5
dibenzo-24-crown ether
| Conditions | Yield |
|---|---|
| With lithium hydroxide In water; butan-1-ol for 28h; modified Pedersen procedure; Heating; | A 26% B 27% |
| With lithium hydroxide In water; butan-1-ol at 100℃; for 30h; | A 10% B 7.8% |
| With sodium hydroxide In water; tert-butyl alcohol for 30h; Heating; Title compound not separated from byproducts; |
| Conditions | Yield |
|---|---|
| With lithium hydroxide monohydrate In water; butan-1-ol at 95℃; Inert atmosphere; | 14.4% |
| With sodium hydroxide; lithium perchlorate 1.) DMSO, 60 deg C, 15 min, 2.) 110 deg C, 22 h; Yield given. Multistep reaction; | |
| With sodium hydroxide; lithium perchlorate 1) room temperature, 15 min; 2) 110 deg C, 24 h, DMSO; Yield given. Multistep reaction; | |
| Stage #1: benzene-1,2-diol With lithium bromide monohydrate; lithium hydroxide monohydrate In water; butan-1-ol at 20 - 110℃; for 0.1h; Inert atmosphere; Stage #2: 1,2-bis(2-chloroethoxy)ethane In water; butan-1-ol at 110℃; for 5h; Inert atmosphere; |
- 10234-40-9
2,2'-(1,2-phenylenedioxy)diethanol
- 6315-52-2
1,2-bis-tosyloxyethane
- 14174-08-4
benzo-12-crown-4
| Conditions | Yield |
|---|---|
| With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 16h; Heating; | 13% |
- 99700-26-2
2,2'-<1,2-Phenylenbis(oxy)-2,1-ethandiyloxy>bisethanol
- 14174-08-4
benzo-12-crown-4
| Conditions | Yield |
|---|---|
| With sodium hydroxide; tetra-(n-butyl)ammonium iodide; p-toluenesulfonyl chloride In toluene at 70 - 75℃; for 13h; | 7% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 16h; Heating; | 5% |
- 87494-76-6
2-{2-[2-(2-Bromo-ethoxy)-ethoxy]-ethoxy}-phenol anion
- 14174-08-4
benzo-12-crown-4
| Conditions | Yield |
|---|---|
| sodium cation In water; dimethyl sulfoxide for 25h; |
| Conditions | Yield |
|---|---|
| In acetonitrile at 24.9℃; Equilibrium constant; |
| Conditions | Yield |
|---|---|
| In acetonitrile at 24.9℃; Equilibrium constant; |
2,3,5,6,8,9-Hexahydro-1,4,7,10-benzotetraoxacyclododecine Specification
This chemical is called 2,3,5,6,8,9-Hexahydro-1,4,7,10-benzotetraoxacyclododecine, and its CAS registry number is 14174-08-4. With the molecular formula of C12H16O4, its product categories are Crown Ethers; Functional Materials; Macrocycles for Host-Guest Chemistry; Chelation/Complexation Compounds; Crown Ethers; Synthetic Reagents. In addition, this chemical should be sealed in the cool and dry place.
Other characteristics of the 2,3,5,6,8,9-Hexahydro-1,4,7,10-benzotetraoxacyclododecine can be summarised as followings: (1)ACD/LogP: 0.78; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.78; (4)ACD/LogD (pH 7.4): 0.78; (5)ACD/BCF (pH 5.5): 2.32; (6)ACD/BCF (pH 7.4): 2.32; (7)ACD/KOC (pH 5.5): 63.48; (8)ACD/KOC (pH 7.4): 63.48; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 36.92 Å2; (13)Index of Refraction: 1.479; (14)Molar Refractivity: 58.68 cm3; (15)Molar Volume: 206.8 cm3; (16)Polarizability: 23.26×10-24cm3; (17)Surface Tension: 37.5 dyne/cm; (18)Density: 1.084 g/cm3; (19)Flash Point: 136.4 °C; (20) Enthalpy of Vaporization: 56.23 kJ/mol; (21)Boiling Point: 341.8 °C at 760 mmHg; (22)Vapour Pressure: 0.000155 mmHg at 25°C.
Production method of this chemical: The 2,3,5,6,8,9-Hexahydro-1,4,7,10-benzotetraoxacyclododecine could be obtained by the reactant of o-hydroxyphenyl 3,6-dioxa-8-bromooctyl ether. This reaction needs the reagent of Me4NOH, and the solvent of dimethylsulfoxide and H2O. The yield is 94 %. In addition, this reaction should be taken at the temperature of 25 °C.
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Uses of this chemical: The dodecahydro-5,8,11,14-tetraoxa-benzocyclododecene could be obtained by the reactant of 2,3,5,6,8,9-Hexahydro-1,4,7,10-benzotetraoxacyclododecine. This reaction needs the reagent of H2, and the solvent of H2O, propan-2-ol. The yield is 60 %.
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When you are using this chemical, please be cautious about it as the following: This chemical is harmful / irritating to eyes, respiratory system and skin. Don't breathe dust. You should wear suitable protective clothing to avoid contacting with skin and eyes. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1.SMILES: O1c2c(OCCOCCOCC1)cccc2
2.InChI: InChI=1/C12H16O4/c1-2-4-12-11(3-1)15-9-7-13-5-6-14-8-10-16-12/h1-4H,5-10H2
3.InChIKey: OAJNZFCPJVBYHB-UHFFFAOYAZ
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