2-Allylcyclopentanone

Base Information

• Chemical Name: 2-Allylcyclopentanone
• CAS No.: 30079-93-7
• Molecular Formula: C8H12O
• Molecular Weight: 124.183
• DSSTox Substance ID: DTXSID70448278
• Nikkaji Number: J337.776H
• Mol file: 30079-93-7.mol

Synonyms:2-allylcyclopentanone;30079-93-7;2-(prop-2-en-1-yl)cyclopentan-1-one;2-prop-2-enylcyclopentan-1-one;allylcyclopentanone;2-allyl-cyclopentan-1-one;SCHEMBL2051321;2-(propene-3-yl)cyclopentanone;DTXSID70448278;RJBLLIUKFYNXNM-UHFFFAOYSA-N;AKOS010639848;CS-0215079;EN300-219780;A1-10889;F8882-8106

Chemical Property of 2-Allylcyclopentanone

Chemical Property:

• PSA: 17.07000
• LogP: 1.93170
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 124.088815002
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

2-Allylcyclopentanone 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1CCCC1=O

Technology Process of 2-Allylcyclopentanone

There total 55 articles about 2-Allylcyclopentanone 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: 96.0%

allyl propyl ether (1471-03-0) + cyclopentanone (120-92-3) → 2-allylcyclopentanone (30079-93-7)

Guidance literature:

With pyrrolidine; 1,1'-bis-(diphenylphosphino)ferrocene; bis(η3-allyl-μ-chloropalladium(II)); In methanol; at 20 ℃; for 2.5h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol5000988

Reference yield: 95.0%

1-allyl-pyrrolidine (24420-11-9) + cyclopentanone (120-92-3) → 2-allylcyclopentanone (30079-93-7)

Guidance literature:

With pyrrolidine; 1,1'-bis-(diphenylphosphino)ferrocene; bis(η3-allyl-μ-chloropalladium(II)); In methanol; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ja209373k

Reference yield: 88.0%

methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) + allyl bromide (106-95-6) → 2-allylcyclopentanone (30079-93-7)

Guidance literature:

methyl 2-oxocyclopentane-1-carboxylate; allyl bromide; With potassium carbonate; In acetone; for 5h; Reflux;

With hydrogenchloride; In methanol; water; for 40h; Reflux;

upstream raw materials:

formic acid

1-allyl-1-cyclopentene

2-allyl-adipic acid

cyclopentane diallyl ketal

Downstream raw materials:

N-(2-allylcyclopentyl)cyclohexylamine

2-phenylselenyl-5-(propene-3-yl)cyclopentanone

benzyl 3-allyl-4-oxocyclopentylcarbamate

(Z)-1-(prop-1-en-1-yl)spiro[2.4]heptan-4-one

Refernces

• 1、 -. "ODORANT COMPOUND". Page/Page column 15; 17. . Retrieved 2021/10/22.
• 2、 Van Zandt, Michael C.,Jagdmann, G. Erik,Whitehouse, Darren L.,Ji, Minkoo,Savoy, Jennifer,Potapova, Olga,Cousido-Siah, Alexandra,Mitschler, Andre,Howard, Eduardo I.,Pyle, Anna Marie,Podjarny, Alberto D.. "Discovery of N-Substituted 3-Amino-4-(3-boronopropyl)pyrrolidine-3-carboxylic Acids as Highly Potent Third-Generation Inhibitors of Human Arginase i and II". . p. 8164 - 8177. Retrieved 2019/10/02.