Trimethylsilyl 3-methyl-4-(trimethylsilyl)but-2-enoate

Base Information

• Chemical Name: Trimethylsilyl 3-methyl-4-(trimethylsilyl)but-2-enoate
• CAS No.: 109751-82-8
• Molecular Formula: C₁₁H₂₄O₂Si₂
• Molecular Weight: 244.481
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID40369946
• Mol file: 109751-82-8.mol

Synonyms:trimethylsilyl 3-methyl-4-(trimethylsilyl)but-2-enoate;trimethylsilyl 3-methyl-4-trimethylsilylbut-2-enoate;109751-82-8;DTXSID40369946

Chemical Property of Trimethylsilyl 3-methyl-4-(trimethylsilyl)but-2-enoate

Chemical Property:

• Refractive Index: 1.4525-1.4545
• Boiling Point: 110oC (12 mmHg)
• PSA: 26.30000
• LogP: 3.64900
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 244.13148307
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

98%min ^*data from raw suppliers

TRIMETHYLSILYL-3-TRIMETHYLSILYLMETHYLCROTONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Trimethylsilyl 3-methyl-4-(trimethylsilyl)but-2-enoate

There total 2 articles about Trimethylsilyl 3-methyl-4-(trimethylsilyl)but-2-enoate 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:

4-[(trimethylsilyl)methyl]but-3-enoic acid (62477-64-9) + lithium hexamethyldisilazane (4039-32-1) → (E)-4-trimethylsilyl 3-methyl 2-butenoate de trimethylsilyle (109751-82-8)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran;

DOI:10.1016/0022-328X(90)87195-J

Reference yield:

chloro-trimethyl-silane (75-77-4) + 3-Methylbutenoic acid (541-47-9) → (Z)-4-trimethylsilyl 3-methyl 2-butenoate de trimethylsilyle (130823-93-7) + (E)-4-trimethylsilyl 3-methyl 2-butenoate de trimethylsilyle (109751-82-8)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction. Title compound not separated from byproducts; 1.) THF, -70 deg C, 3 h, 2.) from -70 deg C to RT;

DOI:10.1016/0022-328X(90)87195-J

Reference yield:

(E)-4-trimethylsilyl 3-methyl 2-butenoate de trimethylsilyle (109751-82-8) + benzaldehyde (100-52-7) → 4-methyl-6-phenyl-5,6-dihydro-2H-pyran-2-one (29643-79-6) + 5-hydroxy-3-methyl-5-phenyl-pent-2-enoic acid (96518-20-6) + 2-(Hydroxy-phenyl-methyl)-3-methyl-but-3-enoic acid (69637-31-6)

Guidance literature:

With cesium fluoride; In tetrahydrofuran; at 65 ℃; for 6h; Yield given. Yields of byproduct given;

DOI:10.1016/0022-328X(90)87195-J

upstream raw materials:

chloro-trimethyl-silane

3-Methylbutenoic acid

4-[(trimethylsilyl)methyl]but-3-enoic acid

lithium hexamethyldisilazane

Downstream raw materials:

4-methyl-6-phenyl-5,6-dihydro-2H-pyran-2-one

5-hydroxy-3-methyl-5-phenyl-pent-2-enoic acid

2-(Hydroxy-phenyl-methyl)-3-methyl-but-3-enoic acid