694-47-3

Basic information

• Product Name: (1R,3S)-CYCLOPENT-4-ENE-1,3-DIOL
• Synonyms: (1R,3S)-CYCLOPENT-4-ENE-1,3-DIOL
• CAS NO: 694-47-3
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.11582
• Mol File: 694-47-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 100-105 °C(Press: 0.5 Torr)
• Appearance: /
• Density: 1.1559 g/cm3
• PKA: 14.01±0.40(Predicted)
• CAS DataBase Reference: (1R,3S)-CYCLOPENT-4-ENE-1,3-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3S)-CYCLOPENT-4-ENE-1,3-DIOL(694-47-3)
• EPA Substance Registry System: (1R,3S)-CYCLOPENT-4-ENE-1,3-DIOL(694-47-3)

Safety Data

• Hazardous Substances Data: 694-47-3(Hazardous Substances Data)

Usage

General Description

(1R,3S)-Cyclopent-4-ene-1,3-diol is a chemical compound with the molecular formula C5H8O2. It is a cycloalkene diol, which means it is a cyclic compound containing a double bond and two alcohol functional groups. (1R,3S)-CYCLOPENT-4-ENE-1,3-DIOL is chiral, meaning it has two non-superimposable mirror image forms, and the (1R,3S) designation indicates the specific arrangement of atoms in the molecule. (1R,3S)-Cyclopent-4-ene-1,3-diol may have applications in organic synthesis, as well as in the pharmaceutical or biotechnology industries, where its unique structure and properties could make it useful for a variety of purposes.

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 59995-47-0 4-Hydroxycyclopent-2-enone 
• 98-00-0 (2-furyl)methyl alcohol 
• 7129-41-1 6-oxabicyclo[3.1.0]hex-2-ene 

Downstream Products

• 94258-98-7 (+/-)-trans-1.3-bis-(4-nitro-benzoyloxy)-cyclopentane 
• 94375-08-3 (+/-)-trans-3.5-bis-(3.5-dinitro-benzoyloxy)-cyclopentene-⁽¹⁾ 

Relevant articles and documents

Chemoselective formation of cyclo-aliphatic and cyclo-olefinic 1,3-diolsviapressure hydrogenation of potentially biobased platform molecules using Kn?lker-type catalysts

The hydrogenative conversions of the biobased platform molecules 4-hydroxycyclopent-2-enone and cyclopentane-1,3-dione to their corresponding 1,3-diols are established using a pre-activated Kn?lker-type iron catalyst. The catalyst exhibits a high selectivity for ketone reduction, and does not induce dehydration. Moreover, by using different substituents of the ligand, thecis-transratio of the products can be affected substantially. A decent compatibility of this catalytic system with various structurally related substrates is demonstrated.

A regioselective synthesis of 4-methyl-1-pyrindan-5-one

The enamine 7 reacts with crotonic aldehyde in the presence of p-toluenesulphonic acid via the intermediate 8 to yield regioselectively the unknown title compound 9. In alkaline medium, 9 is also formed from 7 and acetylacetaldehyde dimethyl acetal as well as small amounts of 11 and 12; under acidic conditions, however, mixtures of the regioisomers 9/9a are obtained in poor yield. 9a can be separated by fractional crystallisation of the hydrochlorides. Corresponding to 7 the homologous enamine 13 and acetylacetaldehyde acetal by alkaline catalysis gives the 4-methyltetrahydroquinolinone 1, respectively. Improved experimental details for an efficient preparation of the starting compounds 3 and 4 are given.