3-(Trimethylsilyl)prop-2-enoic acid

Base Information

• Chemical Name: 3-(Trimethylsilyl)prop-2-enoic acid
• CAS No.: 88946-47-8
• Molecular Formula: C6H12O2Si
• Molecular Weight: 144.246
• DSSTox Substance ID: DTXSID30709514
• Mol file: 88946-47-8.mol

Synonyms:3-trimethylsilylacrylic acid;88946-47-8;SCHEMBL449869;3-(trimethylsilyl) acrylic acid;DTXSID30709514;OVQUACJOKNYUQL-UHFFFAOYSA-N;3-(Trimethylsilyl)prop-2-enoic acid

Chemical Property of 3-(Trimethylsilyl)prop-2-enoic acid

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 144.060656156
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(Trimethylsilyl)prop-2-enoic acid

There total 2 articles about 3-(Trimethylsilyl)prop-2-enoic acid 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: 88.0%

3-(trimethylsilyl)prop-2-ynoic acid (5683-31-8) → 3-trimethylsilylpropionic acid (5683-30-7) + cis-3-(Trimethylsilyl)-2-propensaeure (88946-47-8)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In hexane; Ambient temperature;

Reference yield:

3-(trimethylsilyl)prop-2-ynoic acid (5683-31-8) → trans-3-(Trimethylsilyl)-2-propensaeure (58207-98-0) + 3-trimethylsilylpropionic acid (5683-30-7) + cis-3-(Trimethylsilyl)-2-propensaeure (88946-47-8)

Guidance literature:

With quinoline; hydrogen; 10% Pd-BaSO4; In methanol; for 7h; Yield given; Ambient temperature;

Reference yield: 71.0%

(2S,3S,5R)-2-methoxy-5-phenyltetrahydrofuran-3-ol + cis-3-(Trimethylsilyl)-2-propensaeure (88946-47-8) → (Z)-(2S,3S,5R)-2-methoxy-5-phenyltetrahydrofuran-3-yl 3-(trimethylsilyl)acrylate

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 23h; Inert atmosphere;

DOI:10.1016/j.tet.2016.01.003

upstream raw materials:

3-(trimethylsilyl)prop-2-ynoic acid

Downstream raw materials:

bicyclo[2.2.1]hepta-2,5-diene

2,5-dihydrotoluene

3-Methyl-6-(trimethylsilyl)-3-cyclohexen-1-carbonsaeure

4-Methyl-6-(trimethylsilyl)-3-cyclohexen-1-carbonsaeure