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Chemical Structure| 16066-09-4 Chemical Structure| 16066-09-4
Chemical Structure| 16066-09-4

1,1,1,3,5,7,7,7-Octamethyltetrasiloxane

CAS No.: 16066-09-4

4.5 *For Research Use Only !

Cat. No.: A216058 Purity: 98%

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Product Details of [ 16066-09-4 ]

CAS No. :16066-09-4
Formula : C8H26O3Si4
M.W : 282.63
SMILES Code : C[Si](C)(C)O[SiH](C)O[SiH](C)O[Si](C)(C)C
MDL No. :MFCD00053664
InChI Key :OHSYWAVRSCQMHG-UHFFFAOYSA-N
Pubchem ID :6327318

Safety of [ 16066-09-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H227-H315-H319
Precautionary Statements:P210-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P370+P378-P403+P235-P501

Application In Synthesis of [ 16066-09-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 16066-09-4 ]

[ 16066-09-4 ] Synthesis Path-Downstream   1~28

  • 3
  • [ 75-54-7 ]
  • [ 75-77-4 ]
  • [ 1873-88-7 ]
  • [ 16066-09-4 ]
  • [ 2370-88-9 ]
  • [ 17478-13-6 ]
  • [ 6166-86-5 ]
  • [ 17998-54-8 ]
  • 4
  • [ 75-54-7 ]
  • [ 75-77-4 ]
  • [ 1873-88-7 ]
  • [ 16066-09-4 ]
  • [ 2370-88-9 ]
  • [ 6166-86-5 ]
  • 6
  • [ 75-54-7 ]
  • [ 107-46-0 ]
  • [ 16066-09-4 ]
  • 7
  • [ 16066-09-4 ]
  • [ 100045-15-6 ]
YieldReaction ConditionsOperation in experiment
84% With trichloroisocyanuric acid; In tetrahydrofuran; at -20℃; for 0.25h;Inert atmosphere; Schlenk technique; General procedure: Chlorination where all Si-H bonds had to be chlorinated were performed in THF, TCCA was used in excess (1 eq. TCCA / 1 eq.siloxane). A flask was filled with educt and THF and cooled down to -20C (20 mlTHF/g educt). TCCA was added in small portions, under intense stirring. After TCCAa ddition was completed, stirring was continued for 15 minutes, afterwards, the cooling bath was removed and the solution was allowed to come to room temperature. Varying siloxane chain lengths, substituents or Si-H bond positions affected the method in whichcompounds were isolated and characterized. THF and unreacted TCCA had to be removed soon after the reactions were completed, otherwise product degeneration was observed after a few days.
  • 8
  • [ 16066-09-4 ]
  • [ 75507-25-4 ]
  • C30H66O15Si4 [ No CAS ]
  • 9
  • [ 75-54-7 ]
  • [ 110-54-3 ]
  • [ 107-46-0 ]
  • ice [ No CAS ]
  • [ 1873-88-7 ]
  • [ 16066-09-4 ]
  • [ 17478-13-6 ]
  • [ 17998-54-8 ]
  • 12
  • [ 16066-09-4 ]
  • [ 64-19-7 ]
  • C12H30O7Si4 [ No CAS ]
  • 13
  • Me3SiO(HMeSiO)50SiMe3 [ No CAS ]
  • [ 107-46-0 ]
  • [ 16066-09-4 ]
YieldReaction ConditionsOperation in experiment
With trimethylsilyl trifluoromethanesulfonate; for 24h; (MF XVII) is the reaction product of the hydrosilylation between the equilibrate M(DH)2M and a 30% molar excess of an allyl started polyether with the formula of CH2CHCH2-O-(CH2CH2O)3.5-H. A nitrogen blanketed glass reactor at atmospheric pressure, which was equipped with a temperature probe, an agitator, a condenser and a nitrogen inlet, was charged with 30.0 gms of polysiloxane hydride of the formula equilibrate M(DH)2M containing 153 cc/g of active hydrogen, 57.60 g of the polyether with an allyl content of 18.96 weight percent and 102 microliters of dibutylethanolamine as a buffer. The reaction mixture (heterogeneous) was heated to 72 C. and platinum catalyst was introduced as 88 microliters of a 3.3% solution of chloroplatinic acid in ethanol, corresponding to 10 ppm of platinum. The reaction was exothermic and the reactor temperature rose to 99 C. within 40 minutes. The reaction was complete (i.e., the equilibrate SiH was consumed) after 2 hours. The copolymer was allowed to cool in the reactor for 30 minutes and then removed. The equilibrate M(DH)2M was obtained by adding 108.4 g of MM and 91.6 g of MD50HM (or L31) with 163 microliters of trimethylsilyl trifluoromethanesulfonate. The glass flask was put on a rolling shaker for 24 hours to equilibrate and the next day 272 microliters of dibutylethanolamine was added for neutralization. The mixture was shaken on the rollers of the rolling shaker for 1 hour. There were some droplets on the walls of the glass so 3 spatulas of NaHCO3 were added to further neutralize the mixture and then the mixture was filtered on a folded filter paper.
  • 14
  • [ 16066-09-4 ]
  • [ 108909-17-7 ]
  • 15
  • [ 75-54-7 ]
  • [ 107-46-0 ]
  • [ 1873-88-7 ]
  • [ 16066-09-4 ]
  • [ 17478-13-6 ]
  • [ 17998-54-8 ]
  • 16
  • [ 59246-46-7 ]
  • [ 16066-09-4 ]
  • [ 84330-62-1 ]
  • 17
  • [ 16066-09-4 ]
  • [ 5895-30-7 ]
  • [ 1293367-39-1 ]
YieldReaction ConditionsOperation in experiment
93.1% A 500 ml round bottomed glass flask equipped with a 100 ml. addition funnel was prepared. Pd/C (0.16 g), water (1.9 g, 0.106 mol) and THF (175 ml) were added to the flask. 3H, 5H-octamethyltetrasiloxane (10.0 g, 0.035 mol) and THF (75 ml) were added to the addition funnel. The solution was added slowly drop- wise into the flask and after complete addition the reaction was stirred at room temperature for 6 hours. The solution was filtered through acid washed Celite to remove Pd/C. A 3 L round bottomed glass flask with a 250 ml addition funnel was prepared. The previously synthesized asymmetric linear siloxane (b) (56.4 g, 0.178 mol), triethylamine (27.8 g, 0.275 mol) and diethyl ether (700 ml) were added to the flask under positive N2 pressure. The filtrate from the Celite filtration was added into the addition funnel and dropped slowly into the flask at 0 C. As soon as the addition was complete the ice-bath was removed and the suspension was stirred overnight at room temperature. Water (1 L) was added to the solution to quench excess amounts of asymmetric linear siloxane before the aqueous and organic layers were separated. The organic portion was washed three times with water and dried over magnesium sulfate. The magnesium sulfate was removed by gravity filtration before the solution was reduced in vacuo. Distillation using a Kugelrohr apparatus at 170 C and at 2 Torr was carried out to remove byproducts as well as impurities. 28.9 g of a colorless liquid was obtained (93.1% yield). lH NMR (CDC13): δ = 4.68 (m, 2H), 0.17 (d, J = 2.80 Hz, 12H) 0.08 (d, J = 0.40 Hz, 18H), 0.07 (d, J = 1.20Hz, 12H), 0.06 (s, 12H), 0.05 (s, 12H), 0.03 (s, 6H). 13C NMR (CDC13): δ = 1.67, 1.04, 0.96, 0.85, 0.69, -2.27. 29Si{'H} NMR (CDC13): δ = 7.70, -7.00, 19.95, -21.82, -22.08, -66.98. 29Si NMR (CDC13): 6 = 7.70, -7.00 (JSiH = 203.68Hz), -19.94, -21.82, -22.08, -66.98. MALDI-MASS: m/z = 897.235 (C24H74OnSi12Na+1).
  • 18
  • [ 766-98-3 ]
  • [ 16066-09-4 ]
  • 3-(4-fluorophenyl)-2,5-dimethyl-2,5-bis((trimethylsilyl)oxy)-2,5-dihydro-1,2,5-oxadisilole [ No CAS ]
  • 3-(4-fluorophenyl)-2,5-dimethyl-2,5-bis((trimethylsilyl)oxy)-2,5-dihydro-1,2,5-oxadisilole [ No CAS ]
  • 19
  • [ 628-71-7 ]
  • [ 16066-09-4 ]
  • 2,5-dimethyl-3-pentyl-2,5-bis((trimethylsilyl)oxy)-2,5-dihydro-1,2,5-oxadisilole [ No CAS ]
  • 2,5-dimethyl-3-pentyl-2,5-bis((trimethylsilyl)oxy)-2,5-dihydro-1,2,5-oxadisilole [ No CAS ]
  • 20
  • [ 16066-09-4 ]
  • [ 6746-94-7 ]
  • 3-cyclopropyl-2,5-dimethyl-2,5-bis((trimethylsilyl)oxy)-2,5-dihydro-1,2,5-oxadisilole [ No CAS ]
  • 3-cyclopropyl-2,5-dimethyl-2,5-bis((trimethylsilyl)oxy)-2,5-dihydro-1,2,5-oxadisilole [ No CAS ]
  • 21
  • [ 4341-76-8 ]
  • [ 16066-09-4 ]
  • ethyl 2,4,5-trimethyl-2,5-bis((trimethylsilyl)oxy)-2,5-dihydro-1,2,5-oxadisilole-3-carboxylate [ No CAS ]
  • ethyl 2,4,5-trimethyl-2,5-bis((trimethylsilyl)oxy)-2,5-dihydro-1,2,5-oxadisilole-3-carboxylate [ No CAS ]
  • 22
  • [ 16066-09-4 ]
  • [ 766-97-2 ]
  • 2,5-dimethyl-3-(p-tolyl)-2,5-bis((trimethylsilyl)oxy)-2,5-dihydro-1,2,5-oxadisilole [ No CAS ]
  • 2,5-dimethyl-3-(p-tolyl)-2,5-bis((trimethylsilyl)oxy)-2,5-dihydro-1,2,5-oxadisilole [ No CAS ]
  • 23
  • [ 16066-09-4 ]
  • [ 947-42-2 ]
  • [ 188240-37-1 ]
YieldReaction ConditionsOperation in experiment
96% In a dry 100 L round bottom flask fitted with a magnetic stirrer, condenser, thermocouple probe with temperature control, heating mantle and nitrogen over-gas was placed 10.8 g (0.05 mole) DPSD and 20 g xylenes. The mixture was heated to 40 C. and stirred to dissolve the DPSD. Using a syringe, 0.1 ml of a 5% tris(pentafluorophenyl)boron in xylenes was added to yield a boron complex concentration of 100 ppm in the suspension. From an addition funnel was added 14.1 g (0.05 mole) <strong>[16066-09-4]1,1,1,3,5,7,7,7-octamethyltetrasiloxane</strong> (MD′D′M) at a rate that maintained a slow steady evolution of hydrogen gas. The addition continued for about 1 hour at 40-60 C. After complete addition of the MD′D′M, the reaction mixture was stirred at 60 C. for 1 hour. An FTIR analysis of the reaction mixture displayed no SiH (2150 cm-1). After a GC analysis indicated a large quantity of Diphenyl-DT2M2 and only a trace of octamethylcyclotetrasiloxane (D4), 0.1 g of magnesium oxide was added to neutralize the catalyst and the reaction mixture was stirred for 30 minutes. The mixture was filtered into a 100 ml round bottom flask, and the solvent was removed on a rotary evaporator at 90 C. and <5 mmHg to yield a residue of 21.6 g of residue that was 96% Diphenyl-DT2M2 (2 isomers) by GC analysis. A GPC analysis showed a trace of polymer.
  • 24
  • [ 16066-09-4 ]
  • C34H32N2O3 [ No CAS ]
  • C76H90N4O9Si4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; In 5,5-dimethyl-1,3-cyclohexadiene; toluene; at 70℃;Inert atmosphere; Examples 3 and 4 Synthesis of Dye 2 and Dye 3 b. procedure for the preparation of anthraquinone dimer with siloxanebridgeMAA (2.20 equiv.) was dissolved in anhydrous toluene under N2. Siloxane (1.00 equiv.) (including 1,1,1,3,5 ,7,7,7-Octamethyltetrasiloxane and 1,1,3,3,5,5-Hexamethyltrisiloxane) was injected through a septum, followed bythe addition of Karstedt’s catalyst (platinum divinyltetramethy-siloxane complex in xylene, 3wt). The resulting mixture was stirred at 70C overnight. The solution was evaporated under reduced pressure. The crude product was purified by chromatography on silica.
  • 25
  • [ 16066-09-4 ]
  • [ 69731-45-9 ]
  • C32H56N6O13Si4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; In 5,5-dimethyl-1,3-cyclohexadiene; at 80 - 140℃; for 6h;Inert atmosphere; In a 1000 ml three-necked flask equipped with a reflux condenser and a magnetic stirrer in a nitrogen stream, 235.21 g (836.25 mmol) of 1-allyl-3,5-diglycidyl isocyanurate(MADGIC, Shikoku Chemicals Corporation) and 125.00 g (442.27 mmol) of <strong>[16066-09-4]1,1,1,3,5,7,7,7-octamethyltetrasiloxane</strong> (Tokyo Chemical Industry Co., Ltd.)] And the mixture was stirred at 80 C. until uniformly molten.Subsequently, a 2% Karstedt platinum catalyst solution (xylene solution) was added to this molten mixture in an amount [μL] in Table 1 and heated to 140 C. while stirring, and the temperature of the molten mixture reached 140 C. Then,The temperature was maintained for 6 hours to react 1-allyl-3,5-diglycidyl isocyanurate with <strong>[16066-09-4]1,1,1,3,5,7,7,7-octamethyltetrasiloxane</strong>.
  • 26
  • [ 16066-09-4 ]
  • 5-chlorooctamethyltetrasiloxane [ No CAS ]
YieldReaction ConditionsOperation in experiment
8% With trichloroisocyanuric acid; In tetrahydrofuran; at -80 - 20℃;Inert atmosphere; Schlenk technique; General procedure: TCCA was used in the following equivalents: 1/3 eq. TCCA/1 eq. siloxane. A three-neck flask was filled with THF (100 ml THF/g educt) and cooled down to 80 C under intense stirring. TCCA was added in small portions until everything was dissolved. A second flask was filled with the educt/THF mixture (50 ml/g educt) and also cooled down to 80 C. The receiving flask was kept under constant stirring. At this point, the THF/TCCA solution was transferred slowly (drop wise) into the educt/THF flask with a syringe while maintaining the temperature at 80 C. The reaction vessel was kept under stirring until room temperature was reached.
  • 27
  • [ 16066-09-4 ]
  • C12H24O7 [ No CAS ]
  • C32H74O17Si4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; potassium acetate; In ethanol; isopropyl alcohol; at 80℃; for 5h; General procedure: Into a flask, 250.0 g of 1,1,1,3,5,5,5-heptamethyltrisiloxane, 344.0 g of the following polyglycerin compound [A] (degree of unsaturation: 3.41 meq/g), and 891.0 g of 2-propanol were introduced. To this, 0.06 g of Karstedt catalyst (platinum concentration: 3%) and 0.12 g of 10% potassium acetate solution in ethanol were added, and the reaction was carried out at 80 C. for 5 hours. After the reaction, the solvent was removed under reduced pressure to give the following polyglycerin-modified silicone (hereinafter referred to as Compound 1). Into a flask, 20.0 g of 12 <strong>[16066-09-4]1,1,1,3,5,7,7,7-octamethyltetrasiloxane</strong>, 49.7 g of the polyglycerin compound [A] described above, and 104.6 g of 5 2-propanol were introduced. To this, 0.007 g of Karstedt catalyst (platinum concentration: 3%) and 0.014 g of 10% 6 potassium acetate solution in 7 ethanol were added to give the following 8 polyglycerin-modified silicone (hereinafter referred to as Compound 4) as in Synthesis Example 1.
  • 28
  • [ 16066-09-4 ]
  • 1,3-bis(3-methacryloxypropyl)-1,3-bis(trimethylsiloxy)-1,3-dimethyldisiloxane [ No CAS ]
 

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