933-06-2

Basic information

• Product Name: 1-Cyclopenten-1-ol, acetate
• CAS NO: 933-06-2
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Mol File: 933-06-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Cyclopenten-1-ol, acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopenten-1-ol, acetate(933-06-2)
• EPA Substance Registry System: 1-Cyclopenten-1-ol, acetate(933-06-2)

Safety Data

• Hazardous Substances Data: 933-06-2(Hazardous Substances Data)

Usage

Type of compound

Acetate ester derivative

Parent compound

1-Cyclopenten-1-ol

Physical state

Colorless liquid

Odor

Fruity

Uses

Flavoring agent for food products and beverages; fragrance ingredient in perfumes and personal care products

Synthesis

Esterification of 1-cyclopenten-1-ol with acetic acid

Stability

Relatively stable

Toxicity

Non-toxic when used in regulated concentrations

Upstream product

• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 75-36-5 acetyl chloride 

Downstream Products

• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 1120-72-5 2-Methylcyclopentanone 
• 5449-08-1 (+/-)-cis-2-mercapto-cyclopentanol 
• 930-30-3 cyclopent-2-enone 
• 30079-93-7 2-allylcyclopentanone 
• 96-41-3 Cyclopentanol 
• 4065-92-3 cyclopentane-1,2-diol 
• 120-92-3 cyclopentanone 
• 142-29-0 cyclopentene 
• 933-05-1 cyclopentyl acetate 
• 110-94-1 1,5-pentanedioic acid 
• 701974-81-4 2-(hydroxy-phenyl-amino)-cyclopentanone 
• 91258-11-6 Sn(C₆H₅)3CHCO(CH₂)3 
• 104869-89-8 2-(4-nitrophenyl)cyclopentanone 

Relevant articles and documents

Titanium silicates as efficient catalyst for alkylation and acylation of silyl enol ethers under liquid-phase conditions

The activity of titanium- and tin-silicate samples such as TS-1, TS-2, Ti-β and Sn-MFI has been investigated for acylation and alkylation of silyl enol ethers under mild liquid-phase conditions. Silyl enol ethers successfully react with acetyl chloride and tert-butyl chloride under dry conditions in the presence of above catalysts to produce the corresponding acylated and alkylated products, respectively. In the case of acetylation reaction, two different nucleophiles with carbon-center (C-atom) and oxygen-center (O-atom) in silyloxy group of silyl enol ether reacts with acetyl chloride to give 1,3-diketone and ketene-ester, respectively. The selectivity for alkylation is always ca. 100% and no side products are formed. Among the various solvents investigated, anhydrous THF was found to be the suitable solvent for alkylation; whereas dichloromethane exhibited high selectivity for diketones for acylation. The formation of nucleophiles from silyl enol ethers appears to be the key step for successful acetylation and tert-butylation by nucleophilic reaction mechanism. Sn-MFI showed less activity than that observed over the titanosilicates. The observed catalytic activity is explained on the basis of "oxophilic Lewis acidity" of titanium silicate molecular sieves in the absence of H 2O under dry reaction conditions.

Acylation of Ketone Silyl Enol Ethers with Acid Chlorides. Synthesis of 1,3-Diketones

Trimethylsilyl enol ethers of ketones are acylated by a variety of acid chlorides in the presence of zinc chloride or antimony trichloride.The major product of this reaction is the 1,3-diketone resulting from C-acylation.Some O-acylation is observed in most cases.Yields of 1,3-diketones varied but were usually good to excellent.