60533-01-9

Basic information

• Product Name: 2,2-dimethyl-3-phenyl-pent-4-enoic acid
• Synonyms: 2,2-dimethyl-3-phenyl-pent-4-enoic acid
• CAS NO: 60533-01-9
• Molecular Weight: 204.269
• Mol File: 60533-01-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,2-dimethyl-3-phenyl-pent-4-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-3-phenyl-pent-4-enoic acid(60533-01-9)
• EPA Substance Registry System: 2,2-dimethyl-3-phenyl-pent-4-enoic acid(60533-01-9)

Safety Data

• Hazardous Substances Data: 60533-01-9(Hazardous Substances Data)

Upstream product

• 21040-45-9 Cinnamyl acetate 
• 31469-25-7 1,1-bis(trimethylsiloxy)-2-methylprop-1-ene 
• 31736-34-2 cinnamyl methacrylate 
• 1310050-89-5 C₁₃H₁₅BrO₂ 
• 103-59-3 cinnamyl isobutyrate 

Relevant articles and documents

Why do thioureas and squaramides slow down the Ireland–Claisen rearrangement?

A range of chiral hydrogen-bond-donating organocatalysts was tested in the Ireland–Claisen rearrangement of silyl ketene acetals. None of these organocatalysts was able to impart any enantioselectivity on the rearrangements. Furthermore, these organocatalysts slowed down the Ireland–Claisen rearrangement in comparison to an uncatalyzed reaction. The catalyst-free reaction proceeded well in green solvents or without any solvent. DFT calculations showed that the activation barriers are higher for reactions involving hydrogen-donating organocatalysts and kinetic experiments suggest that the catalysts bind stronger to the starting silyl ketene acetals than to transition structures thus leading to inefficient rearrangement reactions.

A new variant of Reformatsky-Claisen rearrangement mediated by indium chloride

A new variant of Reformatsky - Claisen rearrangement is described. The reaction of an allyl a-bromo ester in the presence of indium(I) chloride provides a general entry into the functionalized synthon. Georg Thieme Verlag Stuttgart.

A two-step, catalytic synthesis of δ-hydroxy-γ-lactones from allylic acetates and bis(trimethylsilyl)ketene acetals

Bis(trimethylsilyl) ketene acetals react successively with allylic acetates, in the presence of Pd(0) then with H2O2, in the presence of methyltrioxorhenium, to give δ-hydroxy-γ-lactones via γ-unsaturated carboxylic acids.