Reaction #4165000
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-97ac8a6792214ef292d3ad8e38c72211No renderable structure data available
C[SiH](C)O[SiH](C)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1,1,3,3-Tetramethyl-disiloxane |
|---|---|
| IUPAC Name | — |
| CAS Number | 3277-26-7 |
| Database ID | 6327482 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1,1,3,3-Tetramethyl-disiloxane (CAS 3277-26-7) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 6327482
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-97ac8a6792214ef292d3ad8e38c72211Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6dd75e4ba5694458b72ffb7baf251280Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-84c2dc26a35049a091e4ac54ef98c6c4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 380 mg Of styrene and 240 mg of 1,1,3,3-tetramethyldisiloxane were placed in a glass tube to which 20 μL (21.6 mg) of acetic anhydride and 2 μL (2.3 mg) of triisopropylsilyl trifluoromethanesulfonate (i-Pr3SiOSO2CF3) were added by microsyringe. 5 μL (platinum weight: 0.0017 mg) Of a toluene solution (platinum content: 0.04 wt %) of zero-valent platinum complexed with divinylsiloxane were added to this. The tube was put in a 60° C. oil bath and heated for 8 hours. After cooling, the tube contents were analyzed by gas chromatography, which revealed that the styrene conversion rate was 55%, 1-phenethyl-1,1,3,3-tetramethyldisiloxane had been produced at a yield of 58% (based on 1,1,3,3-tetramethyldisiloxane) and 1,3-bis(phenethyl)-1,1,3,3-tetramethyldisiloxane at a yield of 21%, and the ratio of alpha addition to beta addition of phenethyl groups was 1:49. were added by microsyringe were added to this was put in a 60° C. heated for 8 hours After cooling
Source ID: ord-f6c28f084f244659b617837f722b3dabConditions: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following the technique described in Example 1, N-allylcyclohexylamine (0.173 mole), 1,1,3,3-tetramethyldisiloxane (0.0783 mole), and 0.05 g hexachloroplatinic acid are stirred at 70° C for eight hours at 110° C. under nitrogen. The product, in nearly quantitative yield, is purified by vacuum distillation at <1 torr at a temperature of 207°-210° C. The product, in nearly quantitative yield, is purified by vacuum distillation at <1 torr at a temperature of 207°-210° C.
Source ID: ord-c0289677df37416ba173f315dea44ca7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: N-allylaniline (0.200 mole) and 1,1,3,3-tetramethyldisiloxane (0.100 mole) are introduced along with 0.05 g hexachloroplatinic acid into a 100 ml cylindrical glass reactor equipped with reflux condenser, nitrogen inlet, and stir bar. The contents of the reaction are heated and maintained while stirring, at approximately 70° C., for a period of ten hours. The IR spectrum of the resulting viscous oil shows no peaks corresponding to Si-H, indicating completion of the reaction. The crude product is mixed with carbon black and stirred overnight at room temperature. The product is filtered through silica gel and the filter cake washed with toluene. Volatile fractions are removed by stripping under vacuum at 150° C. to give a slightly colored oil. The oil is further purified by vacuum distillation at <1 torr at 223°-230° C. The yield of 1,3-bis(N-phenyl-3-aminopropyl)-1,1,3,3-tetramethyldisiloxane is virtually quantitative. equipped with reflux condenser, nitrogen inlet The contents of the reaction are heated maintained while stirring, at approximately 70° C., for a period of ten hours completion of the reaction stirred overnight at room temperature The product is filtered through silica gel the filter cake washed with toluene Volatile fractions are removed by stripping under vacuum at 150° C. to give a slightly colored oil The oil is further purified by vacuum distillation at <1 torr at 223°-230° C
Source ID: ord-b3c1c43cea734e349539c588f022c8afConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Dissolve 2-propyl-3-t-butyl-5-isopropylbenzoquinone (10mmol), 1,1,3,3-tetramethyldisiloxane (1.79mL, 10mmol) and iodine (0.05g) in methylene chloride (30mL). Stir at reflux for 30 minutes and extract with 1N sodium hydroxide (30mL). Acidify the aqueous phase with concentrated hydrochloric acid and extract into ethyl acetate (4×10mL), dry (NazSO4) and evaporate the solvent in vacuo to give 2-propyl-3-t-butyl-4-hydroxy-5-isopropylphenol. at reflux for 30 minutes extract with 1N sodium hydroxide (30mL) extract into ethyl acetate (4×10mL) dry (NazSO4) evaporate the solvent in vacuo
Source ID: ord-b46a9b0399e14315810fcbac9dd0be5bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-97ac8a6792214ef292d3ad8e38c72211Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6dd75e4ba5694458b72ffb7baf251280Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6dd75e4ba5694458b72ffb7baf251280Conditions: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following the technique described in Example 1, N-allylcyclohexylamine (0.173 mole), 1,1,3,3-tetramethyldisiloxane (0.0783 mole), and 0.05 g hexachloroplatinic acid are stirred at 70° C. for eight hours at 110° C. under nitrogen. The product, in nearly quantitative yield, is purified by vacuum distillation at <1 torr at a temperature of 207°-210° C. The product, in nearly quantitative yield, is purified by vacuum distillation at <1 torr at a temperature of 207°-210° C.
Source ID: ord-f948b1cae20447918176f84d0a478fbcConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: N-allylaniline (0.200 mole) and 1,1,3,3-tetramethyldisiloxane (0.100 mole) are introduced along with 0.05 g hexachloroplatinic acid into a 100 ml cylindrical glass reactor equipped with reflux condenser, nitrogen inlet, and stir bar. The contents of the reaction are heated and maintained while stirring, at approximately 70° C., for a period of ten hours. The IR spectrum of the resulting viscous oil shows no peaks corresponding to Si-H, indicating completion of the reaction. The crude product is mixed with carbon black and stirred overnight at room temperature. The product is filtered through silica gel and the filter cake washed with toluene. Volatile fractions are removed by stripping under vacuum at 150° C. to give a slightly colored oil. The oil is further purified by vacuum distillation at <1 torr at 223°-230° C. The yield of 1,3-bis(N-phenyl-3-aminopropyl)-1,1,3,3-tetramethyldisiloxane is virtually quantitative. equipped with reflux condenser, nitrogen inlet The contents of the reaction are heated maintained while stirring, at approximately 70° C., for a period of ten hours completion of the reaction stirred overnight at room temperature The product is filtered through silica gel the filter cake washed with toluene Volatile fractions are removed by stripping under vacuum at 150° C. to give a slightly colored oil The oil is further purified by vacuum distillation at <1 torr at 223°-230° C
Source ID: ord-b2aa3dc085f748fd8a852f1b8ad2b9b9PubChem References
These sources are listed in the compound's public database record.
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