Trimethylsilyl 4-(trimethylsilyl)but-2-enoate

Base Information

• Chemical Name: Trimethylsilyl 4-(trimethylsilyl)but-2-enoate
• CAS No.: 109751-81-7
• Molecular Formula: C₁₀H₂₂O₂Si₂
• Molecular Weight: 230.454
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID30369950
• Mol file: 109751-81-7.mol

Synonyms:trimethylsilyl 4-(trimethylsilyl)but-2-enoate;trimethylsilyl 4-trimethylsilylbut-2-enoate;109751-81-7;DTXSID30369950

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

Chemical Property:

• Refractive Index: 1.444-1.446
• Boiling Point: 100 °C (10 mmHg)
• PSA: 26.30000
• LogP: 3.25890
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 230.11583301
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

98%min ^*data from raw suppliers

TRIMETHYLSILYL-4-TRIMETHYLSILYLCROTONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 2 articles about Trimethylsilyl 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: 87.0%

chloro-trimethyl-silane (75-77-4) + but-3-enoic acid (625-38-7) → 4-trimethylsilyl-2-butenoate trimethylsilyl ester (109751-81-7)

Guidance literature:

With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; at -70 ℃; for 2h;

DOI:10.1016/0022-328X(88)80497-2

Reference yield: 68.0%

chloro-trimethyl-silane (75-77-4) + (E)-but-2-enoic acid (107-93-7) → 4-trimethylsilyl-2-butenoate trimethylsilyl ester (109751-81-7)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 4h; Product distribution; effect of other reagents;

DOI:10.1016/0022-328X(88)80497-2

Reference yield:

4-trimethylsilyl-2-butenoate trimethylsilyl ester (109751-81-7) → (E)-2-(Hydroxy-phenyl-methyl)-4-trimethylsilanyl-but-3-enoic acid (138175-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) lithium hexamethyldisilazide (LHMDS) / 1) THF, -78 deg C, 1 h, 2) -78 deg C, to RT

2: 82 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / -60 °C

With boron trifluoride diethyl etherate; lithium hexamethyldisilazane; In dichloromethane;

upstream raw materials:

chloro-trimethyl-silane

but-3-enoic acid

(E)-but-2-enoic acid

Downstream raw materials:

(+/-)-1-hydroxy-1-phenyl-penten-(3t)-oic acid-⁽⁵⁾

2-[hydroxy(phenyl)methyl]but-3-enoic acid

(E)-2-(Hydroxy-phenyl-methyl)-4-trimethylsilanyl-but-3-enoic acid

Refernces