665004-92-2

Basic information

• Product Name: 2-Butenoic acid, 2-methyl-4-phenyl-3-(trimethylsilyl)-, (2Z)-
• CAS NO: 665004-92-2
• Molecular Formula: C14H20O2Si
• Molecular Weight: 248.397
• Mol File: 665004-92-2.mol

Chemical Properties

• CAS DataBase Reference: 2-Butenoic acid, 2-methyl-4-phenyl-3-(trimethylsilyl)-, (2Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butenoic acid, 2-methyl-4-phenyl-3-(trimethylsilyl)-, (2Z)-(665004-92-2)
• EPA Substance Registry System: 2-Butenoic acid, 2-methyl-4-phenyl-3-(trimethylsilyl)-, (2Z)-(665004-92-2)

Safety Data

• Hazardous Substances Data: 665004-92-2(Hazardous Substances Data)

Upstream product

• 31593-52-9 2-benzyl-1,3-dithiane 
• 119340-78-2 2-benzyl-2-trimethylsilyl-1,3-dithiane 
• 100-39-0 benzyl bromide 
• 34757-17-0 ethyl 2,2-dibromopropanoate 
• 56583-94-9 (phenylacetyl)trimethylsilane 

Downstream Products

• 1372129-45-7 C₁₇H₁₅NO₄ 
• 1372129-57-1 C₁₇H₁₅NO₄ 
• 443288-09-3 (Z)-2-methyl-3-trimethylsilyl-4-phenyl-2-buten-1-ol 
• 52497-56-0 (E)-2-methyl-4-phenyl-but-2-en-1-ol 
• 665005-01-6 3-benzyl-2,2,4-trimethyl-1,2-oxasilol-5(2H)-one 
• 443287-93-2 (Z)-methyl 2-methyl-3-trimethylsilyl-4-phenyl-2-butenoate 

Relevant articles and documents

Palladium-catalyzed fluoride-free cross-coupling of intramolecularly activated alkenylsilanes and alkenylgermanes: Synthesis of tamoxifen as a synthetic application

We have demonstrated that intramolecular hypercoordination of a carboxylic acid is a powerful activation strategy for the palladium-catalyzed cross-coupling reaction of trialkyl(vinyl)silanes and trialkyl(vinyl)germanes under fluoride-free conditions. Z-β-Trialkylsilyl- and Z-β- trialkylgermylacrylic acids, synthesized stereoselectively by olefination with ynolates, are highly stable and useful reagents for cross-coupling with a variety of aryl iodides to provide tetrasubstituted olefins possessing different carbon substituents in a stereocontrolled and diversity-oriented manner. An application to a stereoselective synthesis of (Z)-tamoxifen is also reported. Copyright

The first general method for Z-selective olefination of acylsilanes via ynolate anions providing multisubstituted alkenes

We have developed the first general method for a stereoselective olefination of acylsilanes via ynolate anions to produce (Z)-ss-silyl-α,β-unsaturated ester, which leads to tri- and tetrasubstituted alkenes. Copyright