116585-12-7

Basic information

• Product Name: Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-
• CAS NO: 116585-12-7
• Molecular Formula: C13H20O2Si
• Molecular Weight: 236.386
• Mol File: 116585-12-7.mol
• Article Data: 41

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-(116585-12-7)
• EPA Substance Registry System: Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-(116585-12-7)

Safety Data

• Hazardous Substances Data: 116585-12-7(Hazardous Substances Data)

Upstream product

• 90-02-8 salicylaldehyde 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 89-95-2 2-methyl-benzyl alcohol 
• 288-32-4 1H-imidazole 
• 41879-37-2 t-butyldimethylsilyl amine 
• 496043-47-1 2-[2'-tert-butyldimethylsilyloxyphenyl]-1,3-dithiane 

Downstream Products

• 181128-63-2 (Z)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-4-methyl-6-(tetrahydro-pyran-2-yloxy)-hex-4-en-2-yn-1-ol 
• 157639-26-4 1-[2-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-4-(tetrahydro-pyran-2-yloxy)-but-2-yn-1-ol 
• 1026879-48-0 [2-(tert-butyl-dimethyl-silanyloxy)-phenyl]-(3,4,5-trimethoxy-phenyl)-methanol 
• 1012338-19-0 {2-[2,2-dibromovinyl]phenoxy}(tert-butyl)dimethylsilane 
• 1170695-41-6 C₂₇H₃₈O₅Si 
• 329980-68-9 (E)-8-(2-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-6-oxo-7-octenoic acid methylester 
• 1393743-36-6 (E)-tert-butyldimethyl(2-(3-(5-methylfuran-2-yl)but-1-enyl)phenoxy)silane 
• 1393743-37-7 (E)-tert-butyldimethyl(2-(1-(5-methylfuran-2-yl)but-2-enyl)phenoxy)silane 

Relevant articles and documents

Small Molecule Inhibitors of the Bacterioferritin (BfrB)-Ferredoxin (Bfd) Complex Kill Biofilm-Embedded Pseudomonas aeruginosa Cells

Bacteria depend on a well-regulated iron homeostasis to survive adverse environments. A key component of the iron homeostasis machinery is the compartmentalization of Fe3+ in bacterioferritin and its subsequent mobilization as Fe2+ to satisfy metabolic requirements. In Pseudomonas aeruginosa Fe3+ is compartmentalized in bacterioferritin (BfrB), and its mobilization to the cytosol requires binding of a ferredoxin (Bfd) to reduce the stored Fe3+ and release the soluble Fe2+. Blocking the BfrB-Bfd complex in P. aeruginosa by deletion of the bfd gene triggers an irreversible accumulation of Fe3+ in BfrB, concomitant cytosolic iron deficiency and significant impairment of biofilm development. Herein we report that small molecules developed to bind BfrB at the Bfd binding site block the BfrB-Bfd complex, inhibit the mobilization of iron from BfrB in P. aeruginosa cells, elicit a bacteriostatic effect on planktonic cells, and are bactericidal to cells embedded in mature biofilms.

NFSI/KF mediated mild and chemoselective interconversion of aryl TBDMS ethers to their benzene sulfonate

A one pot protocol for the transformation of aryl TBDMS ethers to corresponding benzene sulfonate esters using NFSI (N-flurobenzenesulfonimide)/KF is described. In situ generation of benzenesulfonyl fluoride directs chemoselective cleavage of aryl silyl ethers over alkyl silyl ethers. Electron withdrawing substituent's on aryl ring provided better yield than donating groups. Protecting groups and sensitive functionalities are well tolerated in this methodology. Thus, commercially available inexpensive reagents, mild reaction conditions and step economy are the advantages of this method.

Enantioselective Catalytic [4+1]-Cyclization of ortho-Hydroxy-para-Quinone Methides with Allenoates

The first highly asymmetric catalytic synthesis of densely functionalized dihydrobenzofurans is reported, which starts from ortho-hydroxy-containing para-quinone methides. The reaction relies on an unprecedented formal [4+1]-annulation of these quinone methides with allenoates in the presence of a commercially available chiral phosphine catalyst. The chiral dihydrobenzofurans were obtained as single diastereomers in yields up to 90 % and with enantiomeric ratios up to 95:5.