1-(2-Cyclopentenyl)-2-propanone

Base Information

• Chemical Name: 1-(2-Cyclopentenyl)-2-propanone
• CAS No.: 105-24-8
• Molecular Formula: C8H12O
• Molecular Weight: 124.183
• Hs Code.: 2914299000
• European Community (EC) Number: 203-280-4
• NSC Number: 76085
• DSSTox Substance ID: DTXSID901295570
• Nikkaji Number: J182.194F
• Mol file: 105-24-8.mol

Synonyms:105-24-8;2-Cyclopentenyl-1-acetone;1-(2-CYCLOPENTENYL)-2-PROPANONE;1-cyclopent-2-en-1-ylpropan-2-one;1-(2-Cyclopentenyl)acetone;1-(cyclopent-2-en-1-yl)propan-2-one;EINECS 203-280-4;1-(2-Cyclopenten-1-yl)-2-propanone;NSC76085;(2-Cyclopentenyl)-2-propanone;SCHEMBL10167942;DTXSID901295570;1-(cyclopent-2-enyl)propan-2-one;(2-Cyclopenten-1-yl)-2-propanone;MFCD00039454;NSC 76085;NSC-76085;AKOS006345011;2-cyclopentenyl-1-acetone, AldrichCPR;2-Propanone, 1-(2-cyclopenten-1-yl)-;CS-0236252;FT-0612131;EN300-1699057

Chemical Property of 1-(2-Cyclopentenyl)-2-propanone

Chemical Property:

• Vapor Pressure: 1mmHg at 25°C
• Refractive Index: 1.462
• Boiling Point: 178.2 °C at 760 mmHg
• Flash Point: 54 °C
• PSA: 17.07000
• Density: 0.932 g/cm³
• LogP: 1.93170
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 124.088815002
• Heavy Atom Count: 9
• Complexity: 136

Purity/Quality:

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

2-Cyclopenten-1-ylAcetone ^*data from reagent suppliers

Safty Information:

• Statements: 11-36
• Safety Statements: 9-16-33-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1CCC=C1

Technology Process of 1-(2-Cyclopentenyl)-2-propanone

There total 8 articles about 1-(2-Cyclopentenyl)-2-propanone 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: 71.0%

(cyclopent-2-eneyl)acetic acid (13668-61-6) + methyllithium (917-54-4) → 2-cyclopentene-1-acetone (105-24-8)

Guidance literature:

In tetrahydrofuran; at 0 ℃;

DOI:10.1039/p19960001373

Reference yield: 69.0%

3-oxo-butyric acid cyclopent-2-enyl ester → 2-cyclopentene-1-acetone (105-24-8)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 25 ℃; for 15h;

DOI:10.1021/ol048149t

Reference yield:

cyclopent-2-enol (3212-60-0,6426-28-4,62894-08-0,109431-72-3) + ethyl acetoacetate (141-97-9) → 2-cyclopentene-1-acetone (105-24-8)

Guidance literature:

With aluminum isopropoxide; at 180 ℃; for 4h;

upstream raw materials:

ethyl 2-(2-cyclopenten-1-yl)-3-oxobutanoate

(cyclopent-2-eneyl)acetic acid

methyllithium

2-cyclopenten-1-yl chloride

Downstream raw materials:

(1-cyclopent-2-enyl)-2-methylpropan-2-ol

Refernces

• 1、 Wiberg,K.B.,Chen,W.. "". . p. 3235 - 3239. Retrieved 1972.
• 2、 Chattopadhyay, Kalicharan,Jana, Ranjan,Day, Victor W.,Douglas, Justin T.,Tunge, Jon A.. "Mechanistic origin of the stereodivergence in decarboxylative allylation". supporting information; experimental part. p. 3042 - 3045. Retrieved 2010/08/20.
• 3、 Binot, Gre?gori,Quiclet-Sire, Be?atrice,Saleh, Twana,Zard, Samir Z.. "A convergent construction of quaternary centres and polycyclic structures". . p. 382 - 386. Retrieved 2007/10/03.