78692-90-7

Basic information

• Product Name: (R)-2-methylcarbonyloxy-1-phenylethyl acetate
• Synonyms: (R)-2-methylcarbonyloxy-1-phenylethyl acetate
• CAS NO: 78692-90-7
• Molecular Weight: 222.241
• Mol File: 78692-90-7.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: (R)-2-methylcarbonyloxy-1-phenylethyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-methylcarbonyloxy-1-phenylethyl acetate(78692-90-7)
• EPA Substance Registry System: (R)-2-methylcarbonyloxy-1-phenylethyl acetate(78692-90-7)

Safety Data

• Hazardous Substances Data: 78692-90-7(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 93-56-1 phenylethane 1,2-diol 
• 108-24-7 acetic anhydride 
• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 100-42-5 styrene 
• 2754-27-0 trimethylsilyl acetate 
• 56021-54-6 iodine triacetate 
• 79-21-0 peracetic acid 
• 64-19-7 acetic acid 
• 1255651-84-3 dimethyl-2,2'-((2-(diacetoxy-λ³-iodanyl)-1,3-phenylene)bis(oxy))(2R,2'R)-dipropionate 
• 75-36-5 acetyl chloride 
• 244056-65-3 (2S,6S,7R,9S,14R)-14-Phenyl-2,9-bis(triisopropylsilyloxymethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane 
• 244056-57-3 (2R,6R,7S,9R,14S)-14-Phenyl-2,9-bis(triisopropylsilyloxymethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane 
• 244056-66-4 (2S,6S,7R,9S,14R)-2,9-Bis(hydroxymethyl)-14-phenyl-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane 

Downstream Products

• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 

Relevant articles and documents

Structurally Defined α-Tetralol-Based Chiral Hypervalent Iodine Reagents

A novel class of chiral hypervalent iodine reagents containing an α-tetralol scaffold is introduced. Iodine triacetate is employed in a key step as a highly selective and efficient iodinating reagent for a short and convenient synthesis of iodine(III) derivatives. Solid-state X-ray analyses offer valuable structural information, while reactivities and stereoselectivities are investigated in three model reactions.

Alternative Strategies with Iodine: Fast Access to Previously Inaccessible Iodine(III) Compounds

Non-iodinated arenes can be easily and selectively converted into (diacetoxyiodo)arenes in a single step under mild conditions by using iodine triacetates as reagents. The oxidative step is decoupled from the synthesis of hypervalent iodine(III) reagents, which can now be prepared conveniently in a one-pot synthesis for subsequent reactions without prior purification. The chemistry of iodine triacetates was also expanded to heteroatom ligand exchanges to form novel inorganic hypervalent iodine compounds.

Structurally Defined Molecular Hypervalent Iodine Catalysts for Intermolecular Enantioselective Reactions

Molecular structures of the most prominent chiral non-racemic hypervalent iodine(III) reagents to date have been elucidated for the first time. The formation of a chirally induced supramolecular scaffold based on a selective hydrogen-bonding arrangement provides an explanation for the consistently high asymmetric induction with these reagents. As an exploratory example, their scope as chiral catalysts was extended to the enantioselective dioxygenation of alkenes. A series of terminal styrenes are converted into the corresponding vicinal diacetoxylation products under mild conditions and provide the proof of principle for a truly intermolecular asymmetric alkene oxidation under iodine(I/III) catalysis.