Octaphenylcyclotetrasiloxane supplier

Name
Octaphenylcyclotetrasiloxane
EINECS 208-904-9
CAS No. 546-56-5
Article Data45
CAS DataBase
Density 1.22 g/cm³
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
Appearance White solid
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Cyclotetrasiloxane,octaphenyl- (6CI,7CI,8CI,9CI);1,1,3,3,5,5,7,7-Octaphenylcyclotetrasiloxane;NSC 293057;Octaphenylcyclotetrasiloxane;Octaphenyltetracyclosiloxane;
PSA 36.92000
LogP 5.09280

Synthetic route

: 775-12-2
diphenylsilane

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

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℃;

: N-(2-bromo-2-(diphenyl(vinyl)silyl)ethyl)-N'-(trifluoromethylsulfonyl)acetamidine

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

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%

: 947-42-2
diphenylsilanediol

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

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

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

: 80-10-4
diphenylsilyl dichloride

: 618-36-0
rac-methylbenzylamine

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

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

Conditions	Yield
With oxygen; tert-butylammonium hexafluorophosphate(V) In N,N-dimethyl-formamide at 45℃; Electrolysis;	A 5% B 5.2% C 23%

...Expand

: 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

Conditions	Yield
With oxygen; tert-butylammonium hexafluorophosphate(V) In N,N-dimethyl-formamide at 45℃; Electrolysis;	A 2% B 5% C 18%

...Expand

: 110-89-4
piperidine

: 60-29-7
diethyl ether

: 1104-93-4
1,1,3,3-tetraphenyldisiloxane-1,3-diol

A: 546-56-5
octaphenylcyclotetrasiloxane

B: 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane

...Expand

: 110-89-4
piperidine

: 60-29-7
diethyl ether

: 1110-85-6
Hexaphenyltrisiloxan-1,5-diol

: 546-56-5
octaphenylcyclotetrasiloxane

...Expand

: 1104-93-4
1,1,3,3-tetraphenyldisiloxane-1,3-diol

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

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;;

: 1104-93-4
1,1,3,3-tetraphenyldisiloxane-1,3-diol

A: 546-56-5
octaphenylcyclotetrasiloxane

B: 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane

Conditions

Conditions	Yield
beim Erhitzen;
With hydrogenchloride In ethanol (C6H5)2(HO)SiOSi(OH)(C6H5)2 and alc. HCl at elevated temp.;;
With acetyl chloride In not given

: 1110-85-6
Hexaphenyltrisiloxan-1,5-diol

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

Conditions	Yield
With piperidine
Multi-step reaction with 3 steps 1: KOH / ethanol 3: CH3COCl / further solvent(s) View Scheme
Multi-step reaction with 3 steps 1: KOH / ethanol 2: not given 3: CH3COCl / further solvent(s) View Scheme
Multi-step reaction with 3 steps 1: KOH / ethanol 2: not given 3: neat (no solvent) View Scheme
With piperidine In diethyl ether

: 1065-95-8
octaphenylcyclotetrasilane

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

Conditions	Yield
With piperidine at 90℃;

: 18840-65-8
1,1,3,3,5,5,7,7-octaphenyl-1,3,5,7-tetrasiloxane-1,7-diol

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

Conditions	Yield
beim Erhitzen;
With sodium hydroxide; ethanol
With hydrogenchloride; ethanol
In neat (no solvent) decompn. at about 135°C;;
With NaOH In ethanol heating of octaphenyl-1,7-dioxy-tetrasiloxane in alc. in presence of traces of NaOH;;

: 1104-93-4
1,1,3,3-tetraphenyldisiloxane-1,3-diol

: 75-36-5
acetyl chloride

: 546-56-5
octaphenylcyclotetrasiloxane

: 947-42-2
diphenylsilanediol

: 75-36-5
acetyl chloride

A: 546-56-5
octaphenylcyclotetrasiloxane

B: 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane

...Expand

: 80-10-4
diphenylsilyl dichloride

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

Conditions	Yield
With potassium hydroxide
Multi-step reaction with 2 steps 1: concentrated aqueous ammonia 2: acetyl chloride View Scheme
Multi-step reaction with 2 steps 1: tert-pentyl alcohol; toluene; water 2: ethanol; aq. NaOH solution View Scheme

: 1450-18-6
1,1,1-trimethyl-2,2,2-triphenyldisilane

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

Conditions	Yield
With furan; cyclododecane; dimethyl sulfoxide Irradiation;

: C16H20O2Si

A: 546-56-5
octaphenylcyclotetrasiloxane

B: 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane

C: tert-Butoxy-phenoxy-phenyl-silane

D: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
In nonane at 160℃; Rate constant; Kinetics; Thermodynamic data; ΔE(excit.);

...Expand

: 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 3h; Heating;	70 % Chromat.
With potassium hydroxide In ethanol; toluene Ambient temperature;

: 4072-00-8
Diphenyldibromsilan

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; water In hexane Yield given;

: 80-10-4
diphenylsilyl dichloride

aqueous KOH-solution: aqueous KOH-solution

A: 546-56-5
octaphenylcyclotetrasiloxane

B: 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane

...Expand

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 18840-65-8
1,1,3,3,5,5,7,7-octaphenyl-1,3,5,7-tetrasiloxane-1,7-diol

A: 546-56-5
octaphenylcyclotetrasiloxane

B: 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane

...Expand

: 64-17-5
ethanol

: 18840-65-8
1,1,3,3,5,5,7,7-octaphenyl-1,3,5,7-tetrasiloxane-1,7-diol

sodium hydroxide: sodium hydroxide

A: 546-56-5
octaphenylcyclotetrasiloxane

B: 512-63-0
1,1,3,3,5,5-hexaphenylcyclotrisiloxane

...Expand

: 80-10-4
diphenylsilyl dichloride

3-dimethylamino-phenyl lithium: 3-dimethylamino-phenyl lithium

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 93 percent / water / toluene; 2-methyl-butan-2-ol / 0.17 h / 10 - 12 °C 2: 88 percent Chromat. / 50percent aq. NaOH / ethanol / 0.5 h View Scheme

: phenylmagnesium bromide

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether; silicon tetrachloride 2: KOH-solution View Scheme
Multi-step reaction with 3 steps 1: diethyl ether; silicon tetrachloride 2: concentrated aqueous ammonia 3: acetyl chloride View Scheme
Multi-step reaction with 3 steps 1: diethyl ether; silicon tetrachloride 2: diluted KOH-solution 3: acetyl chloride View Scheme

: 1104-93-4
1,1,3,3-tetraphenyldisiloxane-1,3-diol

A: 546-56-5
octaphenylcyclotetrasiloxane

B: 1110-85-6
Hexaphenyltrisiloxan-1,5-diol

Conditions

Conditions	Yield
In neat (no solvent) on heating above 200°C;;

: 80-10-4
diphenylsilyl dichloride

A: 546-56-5
octaphenylcyclotetrasiloxane

B: 1110-85-6
Hexaphenyltrisiloxan-1,5-diol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2O / water 2: neat (no solvent) View Scheme
Multi-step reaction with 3 steps 1: H2O / water 2: not given 3: neat (no solvent) View Scheme

: 7756-87-8
1,3-dichloro-1,1,3,3-tetraphenyldisiloxane

: 546-56-5
octaphenylcyclotetrasiloxane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene; tert-Amyl alcohol 2: CH3COCl / further solvent(s) View Scheme

: 546-56-5
octaphenylcyclotetrasiloxane

A: 312-40-3
difluorodiphenylsilane

B: 26599-04-2
1,3-difluoro-1,1,3,3,-tetraphenyldisiloxane

Conditions

Conditions	Yield
With sodium tetrafluoroborate at 200℃; for 1.5h;	A n/a B 35%

: 546-56-5
octaphenylcyclotetrasiloxane

: 99685-96-8, 161105-99-3, 161106-00-9, 111138-12-6, 133318-63-5, 134053-11-5, 134931-35-4, 134931-36-5, 139703-76-7, 145633-27-8, 175414-73-0, 175414-74-1, 175414-75-2, 175519-12-7, 175519-13-8, 175519-14-9, 175519-15-0, 136376-46-0, 144906-37-6, 144906-38-7, 151767-00-9, 152882-97-8, 152882-98-9, 152882-99-0, 153062-34-1, 154171-74-1, 154171-75-2, 154333-99-0, 154334-00-6, 154397-63-4, 154460-59-0, 199456-56-9, 108739-25-9, 120329-57-9, 120329-58-0
fullerene-C60

: TIMEOUT: 5s

Conditions

Conditions	Yield
In isopropyl alcohol; toluene for 672h; complex formation;	19%

: 64-17-5
ethanol

: 67-66-3
chloroform

: 546-56-5
octaphenylcyclotetrasiloxane

: 141-52-6
sodium ethanolate

: 18840-65-8
1,1,3,3,5,5,7,7-octaphenyl-1,3,5,7-tetrasiloxane-1,7-diol

...Expand

: 546-56-5
octaphenylcyclotetrasiloxane

: 18840-65-8
1,1,3,3,5,5,7,7-octaphenyl-1,3,5,7-tetrasiloxane-1,7-diol

Conditions

Conditions	Yield
With chloroform; sodium ethanolate
With C2H5ONa In ethanol; chloroform treatment of ((C6H5)2SiO)4 in CHCl3 with C2H5ONa in ethanol for a short time; acidifying with dild. CH3COOH;;

: 546-56-5
octaphenylcyclotetrasiloxane

: 108-93-0
cyclohexanol

: 18755-09-4
bis-cyclohexyloxy-diphenyl-silane

Conditions

Conditions	Yield
With sodium hydroxide

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 C₄₈H₄₀O₄Si₄and 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.

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%.

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,

Product Name

Octaphenylcyclotetrasiloxane

Synthetic route

Octaphenylcyclotetrasiloxane Specification

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