Ethyl 2-oxocyclopentylacetate

Base Information

• Chemical Name: Ethyl 2-oxocyclopentylacetate
• CAS No.: 20826-94-2
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• Hs Code.: 29183000
• European Community (EC) Number: 834-558-9
• DSSTox Substance ID: DTXSID50369078
• Nikkaji Number: J563.455E
• Mol file: 20826-94-2.mol

Synonyms:20826-94-2;Ethyl 2-oxocyclopentylacetate;ethyl 2-(2-oxocyclopentyl)acetate;Cyclopentaneacetic acid, 2-oxo-, ethyl ester;Ethyl 2-Oxocyclopentaneacetate;MFCD00044715;2-Oxocyclopentaneacetic acid ethyl ester;ethyl (2-oxocyclopentyl)acetate;Ethyl(2-oxo-cyclopentyl)acetate;Ethyl2-oxocyclopentylacetate;SCHEMBL1254599;DTXSID50369078;ethyl2-(2-oxocyclopentyl)acetate;PJMKFKUFBDXYEC-UHFFFAOYSA-N;ehtyl 2-(2-oxocyclopentyl)acetate;ethyl-2-(2-oxocyclopentyl)acetate;2-carbethoxymethylcyclopentan-1-one;2-(Ethoxycarbonylmethyl)cyclopentanone;AKOS000283806;AKOS016842417;CS-W008633;AS-17465;SY021678;2-(2-Oxocyclopentyl)acetic Acid Ethyl Ester;A4532;E0943;FT-0625802;EN300-84648

Chemical Property of Ethyl 2-oxocyclopentylacetate

Chemical Property:

• Appearance/Colour: clear colorless to yellowish liquid
• Vapor Pressure: 0.0288mmHg at 25°C
• Refractive Index: 1.4507-1.4527
• Boiling Point: 245.4 °C at 760 mmHg
• Flash Point: 101.9 °C
• PSA: 43.37000
• Density: 1.068 g/cm³
• LogP: 1.30880
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 170.094294304
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(2-Oxocyclopentyl)acetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1CCCC1=O
• Uses: Ethyl 2-oxocyclopentylacetate is used as an organic chemical synthesis intermediate.

Technology Process of Ethyl 2-oxocyclopentylacetate

There total 1 articles about Ethyl 2-oxocyclopentylacetate 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: 60.0%

carbon monoxide (201230-82-2) + (E)-6-Iodo-hex-2-enoic acid ethyl ester (135660-29-6) → ethyl (2-oxocyclopentyl)acetate (20826-94-2) + ethyl hex-2-enoate (1552-67-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 2h; under 68400.1 Torr;

DOI:10.1039/c39910001018

Reference yield: 83.0%

ethyl (2-oxocyclopentyl)acetate (20826-94-2) + D-2-phenylglycinol (56613-80-0) → (3R,5aR,8aS)-3-phenyl-hexahydro-1-oxa-3a-aza-cyclopenta[c]pentalen-4-one (161779-70-0)

Guidance literature:

In toluene; for 16h; Heating;

DOI:10.1021/jo960185l

Reference yield: 77.0%

ethyl (2-oxocyclopentyl)acetate (20826-94-2) + 1-bromo-2-(2-chloro-ethyl)benzene (75534-18-8) → 6a-[2-(2-chloroethyl)phenyl]hexahydrocyclopenta[b]furan-2-one

Guidance literature:

1-bromo-2-(2-chloro-ethyl)benzene; With n-butyllithium; In tetrahydrofuran; at -100 ℃; for 0.166667h;

With ytterbium(III) triflate; In tetrahydrofuran; at -78 ℃; for 0.5h;

ethyl (2-oxocyclopentyl)acetate; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1021/jo001195w

upstream raw materials:

carbon monoxide

(E)-6-Iodo-hex-2-enoic acid ethyl ester

Downstream raw materials:

6A-[2]naphthyl-hexahydro-cyclopenta[b]furan-2-one

(2-benzyl-2-hydroxy-cyclopentyl)-acetic acid ethyl ester

(2-hydroxy-2-phenyl-cyclopentyl)-acetic acid

2-(2-hydroxyethyl)cyclopentanol

Refernces