2,2,6,6-Tetramethyl-4-propylidene-3,5-dioxa-2,6-disilaheptane

Base Information

• Chemical Name: 2,2,6,6-Tetramethyl-4-propylidene-3,5-dioxa-2,6-disilaheptane
• CAS No.: 85287-67-8
• Molecular Formula: C10H24 O2 Si2
• Molecular Weight: 232.47
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60369948
• Nikkaji Number: J887.316J
• Mol file: 85287-67-8.mol

Synonyms:85287-67-8;2,2,6,6-tetramethyl-4-propylidene-3,5-dioxa-2,6-disilaheptane;1,1-BIS(TRIMETHYLSILYLOXY)-1-BUTENE;1,1-bis-(Trimethylsilyloxy)-1-butene;DTXSID60369948;1,1-Bis(trimethylsiloxy)-1-butene

Chemical Property of 2,2,6,6-Tetramethyl-4-propylidene-3,5-dioxa-2,6-disilaheptane

Chemical Property:

• Boiling Point: 70 °C (11 mmHg)
• Flash Point: 25 °C
• PSA: 18.46000
• LogP: 3.94080
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 232.13148307
• Heavy Atom Count: 14
• Complexity: 181

Purity/Quality:

98%Min ^*data from raw suppliers

1,1-BIS(TRIMETHYLSILYLOXY)-1-BUTENE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-10
• Safety Statements: 37/39-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=C(O[Si](C)(C)C)O[Si](C)(C)C

Technology Process of 2,2,6,6-Tetramethyl-4-propylidene-3,5-dioxa-2,6-disilaheptane

There total 4 articles about 2,2,6,6-Tetramethyl-4-propylidene-3,5-dioxa-2,6-disilaheptane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

chloro-trimethyl-silane (75-77-4) + butyric acid (107-92-6) → 2,2,6,6-tetramethyl-4-propylidene-3,5-dioxa-2,6-disilaheptane (85287-67-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jacs.1c00249

Reference yield: 70.0%

chloro-trimethyl-silane (75-77-4) + trimethylsilyl butyrate (16844-99-8) → 2,2,6,6-tetramethyl-4-propylidene-3,5-dioxa-2,6-disilaheptane (85287-67-8)

Guidance literature:

trimethylsilyl butyrate; With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h;

DOI:10.1016/j.tet.2007.01.026

Reference yield:

trimethylsilyl butyrate (16844-99-8) + trimethylsilyl trifluoromethanesulfonate (27607-77-8) → 2,2,6,6-tetramethyl-4-propylidene-3,5-dioxa-2,6-disilaheptane (85287-67-8) + 2-(Trimethylsilyl)-butansaeure-trimethylsilylester (86294-73-7)

Guidance literature:

With triethylamine; In diethyl ether; for 2h; Yield given. Yields of byproduct given; Ambient temperature;

upstream raw materials:

trimethylsilyl butyrate

trimethylsilyl trifluoromethanesulfonate

chloro-trimethyl-silane

butyric acid

Downstream raw materials:

2-Phenylbutyric acid

2-ethyl-pent-4-enoic acid

2-(naphthalen-2-yl)butanoic acid

trans-2-ethyl-5-phenyl-pent-4-enoic acid

Refernces

• 1、 He, Zhi-Tao,Hartwig, John F.. "Palladium-Catalyzed α-Arylation of Carboxylic Acids and Secondary Amides via a Traceless Protecting Strategy". supporting information. p. 11749 - 11753. Retrieved 2019/08/26.
• 2、 Ullah, Ehsan,Rotzoll, Sven,Schmidt, Andreas,Michalik, Dirk,Langer, Peter. "Synthesis of 7,8-benzo-9-aza-4-oxabicyclo[3.3.1]nonan-3-ones by sequential 'condensation-iodolactonization' reactions of 1,1-bis(trimethylsilyloxy)ketene acetals with isoquinolines". . p. 8997 - 8999. Retrieved 2007/10/03.