73448-25-6

Basic information

• Product Name: 4-tert-butoxycyclopent-2-enol
• Synonyms: 4-tert-butoxycyclopent-2-enol
• CAS NO: 73448-25-6
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22214
• Mol File: 73448-25-6.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-tert-butoxycyclopent-2-enol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-butoxycyclopent-2-enol(73448-25-6)
• EPA Substance Registry System: 4-tert-butoxycyclopent-2-enol(73448-25-6)

Safety Data

• Hazardous Substances Data: 73448-25-6(Hazardous Substances Data)

Upstream product

• 75-91-2 tert.-butylhydroperoxide 
• 542-92-7 cyclopenta-1,3-diene 
• 91966-26-6 cis- and trans-4-tert-butoxy-2-cyclopenten-1-yl acetate 
• 73448-15-4 4-tert-butoxycyclopent-2-en-1-one 
• 98-00-0 (2-furyl)methyl alcohol 
• 59995-47-0 4-Hydroxycyclopent-2-enone 

Downstream Products

• 930-30-3 cyclopent-2-enone 
• 75-65-0 tert-butyl alcohol 
• 25594-22-3 cis-3-t-butoxy-5-hydroxycyclopentene 
• 26054-46-6 cis-(±)-2-oxabicyclo[3.3.0]oct-6-en-3-one 

Relevant articles and documents

Nitrile oxide cycloaddition to 4-hydroxy-2-cyclopentenone: Solvent effect and selectivity

The facial selectivity in the nitrile oxide cycloaddition reactions of 4-hydroxy-2-cyclopentenone and its bulky t-butyloxy derivative is reported. A quantitative evaluation of the solvent effect on the hydrogen bonding directing ability is given, showing

The preparation of optically active 2-cyclopenten-1,4-diol derivatives from furfuryl alcohol

The preparation and enzymatic resolution of several cis-mono-4-O-protected-2-cyclopenten-1,4-diols are described. The process starts with inexpensive furfuryl alcohol and lends itself to the preparation of multigram quantities of various protected, optically active 2-cyclopenten-1,4-diol derivatives. Stereoselective reduction of 4-O-protected-2-cyclopentenone to the cis-mono-O-protected-2-cyclopenten-1,4-diol using LiAlH4/LiI or Red-Al/NaI is described. Subsequent pancreatin-promoted, stereoselective acylation was conducted on these cis-(+/-)-mono-O-protected-cyclopenten-1,4-diols to afford the corresponding alcohols and acetates in moderate to excellent enantioselectivities.

Photochemical Cycloadditions. III. Addition of 4-Substituted 2-Cyclopentenones to Allene; Configuration Determination by Lanthanide-Induced Shift Studies

Photoaddition of 4-substituted 2-cyclopentenones to 1,2-propadiene gave mixtures of the head-to-head and head-to-tail cycloadducts in a ratio of ca. 90:10.The stereoisomeric composition was sensitive to solvent changes, as was the chemical yield of the cycloadducts.Under otherwise identical conditions the highest yields were obtained in non-polar solvents.The configurations of the cycloadducts were determined by LIS and 13C NMR studies.