3-Cyclopenten-1-one

Base Information

• Chemical Name: 3-Cyclopenten-1-one
• CAS No.: 14320-37-7
• Molecular Formula: C5H6O
• Molecular Weight: 82.102
• Hs Code.: 2914299000
• European Community (EC) Number: 238-264-6
• DSSTox Substance ID: DTXSID90162343
• Nikkaji Number: J150.744C
• Wikidata: Q72460391
• Mol file: 14320-37-7.mol

Synonyms:3-Cyclopenten-1-one;14320-37-7;Cyclopent-3-en-1-one;cyclopent-3-enone;3-cyclopentenone;3-cyclopentene-1-one;EINECS 238-264-6;DTXSID90162343;3-Cyclopenten-1-one, AldrichCPR;BBL103344;MFCD00798187;STL557154;AKOS006344948;CS-0066980;FT-0692138;EN300-98718

Chemical Property of 3-Cyclopenten-1-one

Chemical Property:

• Vapor Pressure: 10.5mmHg at 25°C
• Melting Point: 65.3-65.6 °C(Solv: ligroine (8032-32-4))
• Refractive Index: 1.492
• Boiling Point: 128.75 °C at 760 mmHg
• Flash Point: 30.778 °C
• PSA: 17.07000
• Density: 1.046 g/cm³
• LogP: 0.90550
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 82.041864811
• Heavy Atom Count: 6
• Complexity: 82.1

Purity/Quality:

99% ^*data from raw suppliers

3-Cyclopenten-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=CCC1=O

Technology Process of 3-Cyclopenten-1-one

There total 18 articles about 3-Cyclopenten-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: 95.0%

6-oxabicyclo[3.1.0]hex-2-ene (7129-41-1) → 3-Cyclopentenon (14320-37-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 0 - 5 ℃; for 4h;

DOI:10.1002/(SICI)1522-2675(19990310)82:3<418::AID-HLCA418>3.0.CO;2-D

Reference yield: 60.0%

4-methylsulfinyl-4-methylthio-1-cyclopentene (57260-93-2) → cyclopent-2-enone (930-30-3) + 3-Cyclopentenon (14320-37-7)

Guidance literature:

With sulfuric acid; In water; acetone; for 5h; Ambient temperature;

DOI:10.1246/bcsj.57.1637

Reference yield: 53.0%

→ 3-Cyclopentenon (14320-37-7)

Guidance literature:

upstream raw materials:

5-exo-hydroxytricyclo[5.2.1.0(2,6)]deca-3,8-diene

6-oxabicyclo[3.1.0]hex-2-ene

4-methylsulfinyl-4-methylthio-1-cyclopentene

6-oxabicyclo<3.1.0>hex-2-ene

Downstream raw materials:

cyclopent-3-enol

3-cyclopentene-1-on-tosylhydrazone

2-cyclopentene-1-on-tosylhydrazone

1-p-(7-Cycloheptatrienyl)phenyl-3-cyclopenten-1-ol

Refernces

• 1、 Hess,Brown. "". . p. 4138. Retrieved 1967.
• 2、 Whalen,Ross. "". . p. 3678. Retrieved 1974.
• 3、 Khan, Pasha M.,Bisht, Kirpal S.. "Unusual regioselectivity in Pd(0)-catalyzed coupling of allylic monoacetates and nitroalkanes: one-pot isomerization-alkylation". supporting information; experimental part. p. 1407 - 1410. Retrieved 2010/04/25.
• 4、 Louie,Bielawski,Grubbs. "Tandem catalysis: The sequential mediation of olefin metathesis, hydrogenation, and hydrogen transfer with single-component Ru complexes". . p. 11312 - 11313. Retrieved 2007/10/03.