Reaction #4031108
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-76fe673156eb43e3a84750fde0a5abe6No renderable structure data available
C=CCCCCCCCCCCC=CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | tetradeca-1,13-diene |
|---|---|
| IUPAC Name | — |
| CAS Number | 21964-49-8 |
| Database ID | 30875 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
tetradeca-1,13-diene (CAS 21964-49-8) 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 30875
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-76fe673156eb43e3a84750fde0a5abe6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 25 g of 1,13-tetradecadiene (Aldrich), 44.4 g of triethoxysilane (Shin-Etsu Silicone) and 0.1 mL of 3% xylene solution of a platinum complex of bis((vinyl dimethyl)disiloxane) was stirred at room temperature in a nitrogen atmosphere for 3 days. The resultant reaction mixture was purified by distillation, to obtain 1,14-bis(triethoxysilyl)tetradecane. Its structure was confirmed by NMR. The resultant reaction mixture was purified by distillation
Source ID: ord-6b9d9ed70234478894a9c99f754256deConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of 6.8 g (0.05 mole) trichlorosilane and 19.6 g (0.1 mole) 1,13-tetradecadiene was irradiated in a closed quartz tube at 45° C. for 72 hours with two Hanau 70 watt high pressure mercury immersion lamps, emitting a broad spectrum of ultraviolet light. The resulting crude product was then fractionated to yield 5 g (25%) of 13-tetradecenyl trichlorosilane as the monoadduct.
Source ID: ord-8e527906fad14278b2fcf42dbc64f754Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of 6.8 g (0.05 mole) trichlorosilane and 19.6 g (0.1 mole) 1,13-tetradecadiene was irradiated in a closed quartz tube at 45° C. for 72 hours with two Hanau 70 watt high pressure mercury immersion lamps, emitting a broad spectrum of ultraviolet light. The resulting crude product was then fractional to yield 5 g (25%) of 13-tetradecenyl trichlorosilane as the monoadduct.
Source ID: ord-3a6cf9b7522441e8805a403570fb613aConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-76fe673156eb43e3a84750fde0a5abe6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of 6.8 g (0.05 mole) trichlorosilane and 19.6 g (0.1 mole) 1,13-tetradecadiene was irradiated in a closed quartz tube at 45° C. for 72 hours with two Hanau 70 watt high pressure mercury immersion lamps, emitting a broad spectrum of ultraviolet light. The resulting crude product was then fractionated to yield 5 g (25%) of 13-tetradecenyl trichlorosilane as the monoadduct.
Source ID: ord-8e527906fad14278b2fcf42dbc64f754Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of 6.8 g (0.05 mole) trichlorosilane and 19.6 g (0.1 mole) 1,13-tetradecadiene was irradiated in a closed quartz tube at 45° C. for 72 hours with two Hanau 70 watt high pressure mercury immersion lamps, emitting a broad spectrum of ultraviolet light. The resulting crude product was then fractional to yield 5 g (25%) of 13-tetradecenyl trichlorosilane as the monoadduct.
Source ID: ord-3a6cf9b7522441e8805a403570fb613aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of 6.8 g (0.05 mole) trichlorosilane and 19.6 g (0.1 mole) 1,13-tetradecadiene was irradiated in a closed quartz tube at 45° C. for 72 hours with two Hanau 70 watt high pressure mercury immersion lamps, emitting a broad spectrum of ultraviolet light. The resulting crude product was then fractionated to yield 5 g (25%) of 13-tetradecenyl trichlorosilane as the monoadduct.
Source ID: ord-134c120b8f07434480ae7caff1407bc2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A magnetically stirred solution of an equimolar mixture of 93 grams (0.5 moles) of diphenyl phosphine and 97 g (0.5 moles) of 1,13-tetradecadiene in a closed cylindrical quartz tube was irradiated from about 3 cm distance with two 75 Watt Hanau tube immersion lamps with a wide spectrum of ultraviolet radiation, in a 15° C. water bath for 28 hours. A subsequent nmr analysis indicated a partial disappearance of the double bond due to the diphenyl phosphine addition. The resulting reaction mixture was fractionally distilled to recover the unreacted tetradecadiene and diphenyl phosphine and to obtain 70 g (35%) of 13-tetradecenyl diphenyl phosphine monoadduct as a clear colorless liquid distillate of bp. 185°-190° C. at 0.05 mm. The terminal olefinic unsaturation was clearly indicated by the nmr pattern of the vinylic portions of the distillate product. Anal. Calcd. for C26H37P; C, 82.06; H, 9.80; P, 8.14. Found: C, 82.02, H, 9.60; P, 8.32. was irradiated from about 3 cm distance with two 75 Watt Hanau tube immersion lamps with a wide spectrum of ultraviolet radiation, in a 15° C. water bath for 28 hours The resulting reaction mixture was fractionally distilled to recover the unreacted tetradecadiene and diphenyl phosphine
Source ID: ord-f7439d894afa487f9b97df0a32e7d264Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of 6.8 g (0.05 mole) trichlorosilane and 19.6 g (0.1 mole) 1,13-tetradecadiene was irradiated in a closed quartz tube at 45° C for 72 hours with two Hanau 70 watt high pressure mercury immersion lamps, emitting a broad spectrum of ultraviolet light. The resulting crude product was then fractionated to yield 5 g (25%) of 13-tetradecenyl trichlorosilane as the monoadduct.
Source ID: ord-4c70f132890747ac9e52d88b2645c444Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of 6.8 g (0.05 mole) trichlorosilane and 19.6 g (0.1 mole) 1,13-tetradecadiene was irradiated in a closed quartz tube at 45° C for 72 hours with two Hanau 70 watt high pressure mercury immersion lamps, emitting a broad spectrum of ultraviolet light. The resulting crude product was then fractionated to yield 5 g (25%) of 13-tetradecenyl trichlorosilane as the monoadduct.
Source ID: ord-e92f029909bd45b9b9a4b419466fb2b7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The synthesis method is described in detail by, e.g., H. W. Oviatt et al., Chem. Mater., 1993, 5, 943, and 1,14-bis(triethoxysilyl)tetradecane was synthesized following the above method. A mixture of 25 g of 1,13-tetradecadiene (Aldrich), 44.4 g of triethoxysilane (Shin-etsu Silicones) and 0.1 mL of a 3% xylene solution of platinum complex of bis((vinyl dimethyldisiloxane) (Shin-etsu Silicones) was prepared and stirred at room temperature in a nitrogen atmosphere for 3 days. The reaction effluent was purified by distillation, to obtain 1,14-bis(triethoxysilyl)tetradecane. Its structure was confirmed by NMR analysis. The synthesis method , 1993, 5, 943, and 1,14-bis(triethoxysilyl)tetradecane was synthesized was prepared The reaction effluent was purified by distillation
Source ID: ord-9449d995b31c4cc98ccd3d4b87e0e4bePubChem References
These sources are listed in the compound's public database record.
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