26620-22-4

Basic information

• Product Name: (1R,2R)-cyclopentane-1,2-diyl diacetate
• CAS NO: 26620-22-4
• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.2051
• Mol File: 26620-22-4.mol

Chemical Properties

• Boiling Point: 228.5°C at 760 mmHg
• Flash Point: 105.1°C
• Density: 1.11g/cm³
• Vapor Pressure: 0.0734mmHg at 25°C
• Refractive Index: 1.455
• CAS DataBase Reference: (1R,2R)-cyclopentane-1,2-diyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-cyclopentane-1,2-diyl diacetate(26620-22-4)
• EPA Substance Registry System: (1R,2R)-cyclopentane-1,2-diyl diacetate(26620-22-4)

Safety Data

• Hazardous Substances Data: 26620-22-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(1R,2R)-cyclopentane-1,2-diyl diacetate is used as a reagent in organic synthesis for introducing the cyclopentane-1,2-diyl diacetate motif into various molecules. Its ability to be incorporated into different chemical structures makes it a valuable component in creating new organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (1R,2R)-cyclopentane-1,2-diyl diacetate is utilized as a building block for the development of new drugs. Its unique structure can be employed to create pharmaceutical compounds with specific therapeutic properties.
Used in Fragrance Industry:
(1R,2R)-cyclopentane-1,2-diyl diacetate is also used in the fragrance industry, where its fruity odor can be incorporated into perfumes and other scented products to create unique and appealing fragrances.
Used in Production of Other Organic Compounds:
Beyond its direct applications, (1R,2R)-cyclopentane-1,2-diyl diacetate serves as a precursor in the production of other organic compounds. Its versatility in chemical reactions allows it to be a key component in synthesizing a wide range of organic molecules for various industries.

Upstream product

• 5057-99-8 trans-cyclopentane-1,2-diol 
• 108-24-7 acetic anhydride 

Downstream Products

• 1365970-45-1 (S)-2-(((((1R,2R)-2-(allyloxy)cyclopentyloxy)carbonyl)amino)-3,3-dimethylbutyric acid) 
• 930-46-1 (1R,2R)-cyclopentane-1,2-diol 
• 864658-69-5 (R)-1-[(1R,2S)-2-((R)-2-Benzyloxy-dodec-4-ynyloxy)-cyclopentyloxy]-5-trimethylsilanyl-pent-4-yn-2-ol 
• 864658-68-4 (R)-2-[(1R,2S)-2-((R)-2-Benzyloxy-dodec-4-ynyloxy)-cyclopentyloxymethyl]-oxirane 
• 864658-76-4 [(R)-1-((1S,2R)-2-Methoxymethoxy-cyclopentyloxymethyl)-undec-3-ynyloxymethyl]-benzene 
• 864658-67-3 (1R,2S)-2-((R)-2-Benzyloxy-dodec-4-ynyloxy)-cyclopentanol 
• 864658-75-3 (1S,2R)-2-Methoxymethoxy-cyclopentanol 
• 241147-40-0 (1R,2R)-2-Methoxymethoxy-cyclopentanol 
• 20520-67-6 (1R,2R)-2-hydroxycyclopentyl acetate 
• 133442-59-8 (R,R)-1,2-diacetoxycyclopentane 
• 105663-23-8 (S,S)-1,2-diacetoxycyclopentane 
• 542-92-7 cyclopenta-1,3-diene 
• 63261-45-0 (S,S)-cyclopentane-1,2-diol 
• 20520-67-6 (S,S)-2-acetoxycyclopentan-1-ol 

Relevant articles and documents

Synthesis of non-THF analogs of acetogenin toward simplified mimics

Acetogenin analogs in which the bis-adjacent THF ring was replaced with an enantioselectively synthesized 1,2-cyclopentanediol bis-ether skeleton were synthesized to obtain simplified mimics, and their inhibitory effect on mitochondrial NADH-ubiquinone oxidoreductase (complex I) was examined. The results clearly demonstrate that the 1,2-cyclopentanediol bis-ether motif can substitute for the bis-THF ring while maintaining very potent inhibitory activity at the nanomolar level.

A one-step procedure for the monoacylation of symmetrical 1,2-diols

A series of lanthanide (III) salts have been shown to catalyze the monoacylation of symmetrical 1,2-diols by carboxylic acid anhydrides with surprisingly high selectivity.

Direct one step mono-functionalisation of symmetrical 1,2-diols

The mono-functionalisation of meso- and C2-symmetric diols has been achieved via the use of a new lanthanide(III) chloride catalysed acylation reaction. (C) 2000 Elsevier Science Ltd.