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Cas Database |
| Name |
Octaphenylcyclotetrasiloxane |
EINECS | 208-904-9 |
| CAS No. | 546-56-5 | Density | 1.22 g/cm3 |
| PSA | 36.92000 | LogP | 5.09280 |
| Solubility | insoluble in water | Melting Point |
196-198 °C(lit.) |
| Formula | C48H40O4Si4 | Boiling Point | 334 °C |
| Molecular Weight | 793.185 | Flash Point | 200 °C |
| Transport Information | N/A | Appearance | White solid |
| Safety | 22-24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
Cyclotetrasiloxane,octaphenyl- (6CI,7CI,8CI,9CI);1,1,3,3,5,5,7,7-Octaphenylcyclotetrasiloxane;NSC 293057;Octaphenylcyclotetrasiloxane;Octaphenyltetracyclosiloxane; |
Article Data | 45 |
Octaphenylcyclotetrasiloxane Synthetic route
| Conditions | Yield |
|---|---|
| With oxygen; sodium t-butanolate In tetrahydrofuran at 20℃; for 1h; | 100% |
| With C15H27Br2CoN3; potassium tert-butylate; water In 1,4-dioxane at 60℃; for 2h; Reagent/catalyst; | 96% |
| With water; 2,3-Dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene In acetonitrile at 20℃; for 2.5h; Time; Solvent; Concentration; Schlenk technique; Glovebox; | 92% |
| With [Rh(dimethylsulfoxide)3Cl3] at 40 - 50℃; |
- 546-56-5
octaphenylcyclotetrasiloxane
| Conditions | Yield |
|---|---|
| Stage #1: N-(2-bromo-2-(diphenyl(vinyl)silyl)ethyl)-N'-(trifluoromethylsulfonyl)acetamidine With N-Bromosuccinimide; 4-Chlorobenzenesulfonamide In acetonitrile at 20℃; for 15h; Stage #2: With potassium carbonate for 4h; | 99% |
| Conditions | Yield |
|---|---|
| With triethylamine In toluene | 92.1% |
| at 140 - 180℃; | |
| With acetyl chloride |
- 80-10-4
diphenylsilyl dichloride
A
- 546-56-5
octaphenylcyclotetrasiloxane
B
- 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane
| Conditions | Yield |
|---|---|
| With pyridine; sodium hydrogencarbonate In toluene at 20℃; for 3h; | A 30.3% B 67.2% |
| With tetrahydrofuran; lithium at 35 - 45℃; Product distribution; Mechanism; | |
| With tetrahydrofuran; lithium at 35 - 45℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
| Multi-step reaction with 2 steps 1: H2O / water 2: diethyl ether View Scheme | |
| Multi-step reaction with 3 steps 1: H2O / water 2: not given 3: diethyl ether View Scheme |
| Conditions | Yield |
|---|---|
| With triethylamine In toluene for 48h; Reflux; | 47.3% |
- 2553-19-7
diethoxydiphenylsilane
A
- 546-56-5
octaphenylcyclotetrasiloxane
B
- 797-77-3
1,1,1,5,5,5-hexamethyl-3,3-diphenyltrisiloxane
C
- 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane
| Conditions | Yield |
|---|---|
| With oxygen; tert-butylammonium hexafluorophosphate(V) In N,N-dimethyl-formamide at 45℃; Electrolysis; | A 5% B 5.2% C 23% |
- 6843-66-9
dimethoxy(diphenyl)silane
A
- 546-56-5
octaphenylcyclotetrasiloxane
B
- 797-77-3
1,1,1,5,5,5-hexamethyl-3,3-diphenyltrisiloxane
C
- 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane
| Conditions | Yield |
|---|---|
| With oxygen; tert-butylammonium hexafluorophosphate(V) In N,N-dimethyl-formamide at 45℃; Electrolysis; | A 2% B 5% C 18% |
| Conditions | Yield |
|---|---|
| beim Erhitzen; | |
| With piperidine | |
| With acetyl chloride | |
| Multi-step reaction with 2 steps 1: acetic acid; KOH-solution 2: acetyl chloride View Scheme | |
| With CH3COCl In further solvent(s) evapn. of a soln. of tetraphenyl-1,3-dioxydisiloxane in CH3COCl;; |
Octaphenylcyclotetrasiloxane Specification
The CAS register number of Octaphenylcyclotetrasiloxane is 546-56-5. It also can be called as Cyclotetrasiloxane,2,2,4,4,6,6,8,8-octaphenyl- and the IUPAC name about this chemical is 2,2,4,4,6,6,8,8-octakis-phenyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane. The molecular formula about this chemical is C48H40O4Si4 and the molecular weight is 793.18. It belongs to the following product categories which include Organics; Si (Classes of Silicon Compounds); Siloxanes; Si-O Compounds; Phenyl Silanes; Organometallic Reagents; Organosilicon and so on. This chemical can be used as pharmaceutical intermediates or it can be used in synthesis of other polymers.
Physical properties about Octaphenylcyclotetrasiloxane are: (1)#H bond acceptors: 4; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 8; (4)Polar Surface Area: 36.92Å2; (5)Index of Refraction: 1.66; (6)Molar Refractivity: 239.68 cm3; (7)Molar Volume: 648.7 cm3; (8)Polarizability: 95.01x10-24cm3; (9)Surface Tension: 48.5 dyne/cm; (10)Density: 1.22 g/cm3.
Preparation: this chemical can be prepared by dichloro-diphenyl-silane at temperature of 35 - 45 ℃. This reaction will also produce hexaphenyl-cyclotrisiloxane. It will need reagent BLi, tetrahydrofuran.
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Uses of Octaphenylcyclotetrasiloxane: it can be used to produce 1,1,3,3-Tetraphenyl-1,3-difluordisiloxan and difluoro-diphenyl-silane at temperature of 200 ℃. This reaction will need reagent sodium tetrafluoroborate with reaction time of 1.5 hours. The yield is about 35%.
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You can still convert the following datas into molecular structure:
(1)SMILES: O1[Si](O[Si](O[Si](O[Si]1(c2ccccc2)c3ccccc3)(c4ccccc4)c5ccccc5)(c6ccccc6)c7ccccc7)(c8ccccc8)c9ccccc9
(2)InChI: InChI=1/C48H40O4Si4/c1-9-25-41(26-10-1)53(42-27-11-2-12-28-42)49-54(43-29-13-3-14-30-43,44-31-15-4-16-32-44)51-56(47-37-21-7-22-38-47,48-39-23-8-24-40-48)52-55(50-53,45-33-17-5-18-34-45)46-35-19-6-20-36-46/h1-40H
(3)InChIKey: VSIKJPJINIDELZ-UHFFFAOYAJ
(4)Std. InChI: InChI=1S/C48H40O4Si4/c1-9-25-41(26-10-1)53(42-27-11-2-12-28-42)49-54(43-29-13-3-14-30-43,44-31-15-4-16-32-44)51-56(47-37-21-7-22-38-47,48-39-23-8-24-40-48)52-55(50-53,45-33-17-5-18-34-45)46-35-19-6-20-36-46/h1-40H
(5)Std. InChIKey: VSIKJPJINIDELZ-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LD50 | oral | > 4640mg/kg (4640mg/kg) | National Technical Information Service. Vol. OTS0572436, |
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