2-Hydroxycyclopent-2-en-1-one

Base Information

• Chemical Name: 2-Hydroxycyclopent-2-en-1-one
• CAS No.: 10493-98-8
• Molecular Formula: C5H6 O2
• Molecular Weight: 98.1014
• Hs Code.: 2914400090
• European Community (EC) Number: 234-020-8
• UNII: DQ8L4K1DLJ
• DSSTox Substance ID: DTXSID80146839
• Nikkaji Number: J212.429G
• Wikidata: Q72483640
• Mol file: 10493-98-8.mol

Synonyms:2-Hydroxycyclopent-2-en-1-one;10493-98-8;2-hydroxycyclopent-2-enone;2-Cyclopenten-1-one, 2-hydroxy-;2-Hydroxy-2-cyclopentenone;EINECS 234-020-8;DQ8L4K1DLJ;2-Hydroxy-2-cyclopenten-1-one;MFCD16251523;2-Hydroxy-cyclopent-2-enone;hydroxycyclopentenone;UNII-DQ8L4K1DLJ;WOPKYMRPOKFYNI-UHFFFAOYSA-;DTXSID80146839;2-Hydroxy-2-cyclopenten-1-one #;EX-A3140;AKOS015856393;CS-W019237;2-Hydroxycyclopent-2-en-1-one, 95%;AS-59649;SY102330;A848283

Chemical Property of 2-Hydroxycyclopent-2-en-1-one

Chemical Property:

• Vapor Pressure: 0.00496mmHg at 25°C
• Melting Point: 52-53℃
• Boiling Point: 244.8°Cat760mmHg
• PKA: 8.90±0.20(Predicted)
• Flash Point: 100.5°C
• PSA: 37.30000
• Density: 1.334g/cm³
• LogP: 0.79120
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 98.036779430
• Heavy Atom Count: 7
• Complexity: 124

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxycyclopent-2-en-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C(=C1)O
• Uses: 2-Hydroxycyclopent-2-en-1-one is a useful compound for preparing natural flavors.

Technology Process of 2-Hydroxycyclopent-2-en-1-one

There total 11 articles about 2-Hydroxycyclopent-2-en-1-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

2-Bromocyclopentanone 1,2-ethanediyl acetal (82235-82-3) → 2-hydroxy-2-cyclopenten-1-one (10493-98-8)

Guidance literature:

With silica gel; iron(III) chloride; In water; at 65 ℃; for 2h;

DOI:10.1055/s-1987-27833

Reference yield: 70.0%

4,5-Dihydroxy-3,5-cyclopentadien-1,3-dicarbonsaeure-diethylester (103008-86-2) → 2-hydroxy-2-cyclopenten-1-one (10493-98-8)

Guidance literature:

With sulfuric acid; at 140 ℃;

Reference yield: 54.0%

2-bromocyclopentanone (1056246-36-6) → 2-hydroxy-2-cyclopenten-1-one (10493-98-8)

Guidance literature:

With iron(III) chloride; water; at 98 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1002/anie.201105778

upstream raw materials:

cyclopentanone

2-chlorocyclopentanone

2-Bromocyclopentanone 1,2-ethanediyl acetal

4,5-Dihydroxy-3,5-cyclopentadien-1,3-dicarbonsaeure-diethylester

Downstream raw materials:

2-(benzyloxy)cyclopent-2-enone

Refernces

• 1、 Sato,K. et al.. "". . p. 551 - 554. Retrieved 1973.
• 2、 -. "Imidazole derivative used as antiviral agent and use thereof in preparation of medicament". . . Retrieved 2016/10/07.
• 3、 Xu, Hanhui,Wolf, Christian. "Asymmetric synthesis of chiral 1,3-diaminopropanols: Bisoxazolidine- catalyzed C-C bond formation with α-keto amides". . p. 12249 - 12252. Retrieved 2012/02/01.