Ethyl 2-(2-oxocyclohexyl)acetate

Base Information

• Chemical Name: Ethyl 2-(2-oxocyclohexyl)acetate
• CAS No.: 24731-17-7
• Molecular Formula: C10H16 O3
• Molecular Weight: 184.235
• Hs Code.: 2918300090
• European Community (EC) Number: 246-435-1
• NSC Number: 62116
• UNII: VCA7V5RXX9
• DSSTox Substance ID: DTXSID201261267
• Nikkaji Number: J286.384G
• Mol file: 24731-17-7.mol

Synonyms:ethyl 2-(2-oxocyclohexyl)acetate;24731-17-7;Ethyl 2-cyclohexanoneacetate;Ethyl 2-oxocyclohexaneacetate;Ethyl 2-oxocyclohexylacetate;Ethyl 2-cyclohexanone acetate;Cyclohexaneacetic acid, 2-oxo-, ethyl ester;VCA7V5RXX9;EINECS 246-435-1;NSC-62116;ethyl(2-oxocyclohexyl)acetate;UNII-VCA7V5RXX9;NCIOpen2_003770;SCHEMBL534241;ethyl (2-oxocyclohexyl)acetate;ethyl(2-oxo-cyclohexyl)-acetate;ETHYL2-CYCLOHEXANONEACETATE;DTXSID201261267;ethyl 2-(2-oxocyclohexyl)-acetate;Ethyl 2-cyclohexanoneacetate, 97%;NSC62116;MFCD00001638;NSC 62116;AKOS007930664;AT25969;RS-1022;(2-oxo-cyclohexyl)-acetic acid ethyl ester;(+/-)-2-(ethoxycarbonylmethyl)cyclohexanone;CS-0132655;FT-0757678;EN300-179318;A877808;J-015652

Chemical Property of Ethyl 2-(2-oxocyclohexyl)acetate

Chemical Property:

• Vapor Pressure: 0.00914mmHg at 25°C
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 265.5°Cat760mmHg
• Flash Point: 111.8°C
• PSA: 43.37000
• Density: 1.04g/cm³
• LogP: 1.69890
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC1CCCCC1=O

Technology Process of Ethyl 2-(2-oxocyclohexyl)acetate

There total 36 articles about Ethyl 2-(2-oxocyclohexyl)acetate 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%

2-tributylstannyl-cyclohexanone (88928-38-5) + ethyl bromoacetate (105-36-2) → ethyl 2-(2-oxocyclohexyl)acetate (24731-17-7)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; In benzene; at 25 ℃; for 4h;

Reference yield: 90.0%

ethyl 2-(2-oxocyclohex-3-en-1-yl)acetate (111248-50-1) → ethyl 2-(2-oxocyclohexyl)acetate (24731-17-7)

Guidance literature:

With hydrido(phosphonite)cobalt(I); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere; Sealed tube; Irradiation; Schlenk technique;

DOI:10.1002/ange.202009893

Reference yield: 86.0%

1-trimethylsilanyloxy-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester → ethyl 2-(2-oxocyclohexyl)acetate (24731-17-7)

Guidance literature:

With vanadyl acetylacetonate; oxygen; In ethanol; for 3h; Heating;

DOI:10.1016/j.tet.2005.03.033

upstream raw materials:

1-(1-Cyclohexen-1-yl)pyrrolidine

ethyl bromoacetate

ethyl bromide

(2-oxocyclohexyl)acetic acid

Downstream raw materials:

7A-phenyl-hexahydro-benzofuran-2-one

7A-[2]naphthyl-hexahydro-benzofuran-2-one

(2-ethynyl-2-hydroxy-cyclohexyl)-acetic acid ethyl ester

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

Refernces

• 1、 Kawase. "-". . p. 336. Retrieved 1958.
• 2、 Beltran, Frédéric,Bergamaschi, Enrico,Funes-Ardoiz, Ignacio,Teskey, Christopher J.. "Photocontrolled Cobalt Catalysis for Selective Hydroboration of α,β-Unsaturated Ketones". supporting information. p. 21176 - 21182. Retrieved 2020/09/17.
• 3、 Turrini, Nikolaus G.,Cioc, Rǎzvan C.,Van Der Niet, Daan J. H.,Ruijter, Eelco,Orru, Romano V. A.,Hall, Mélanie,Faber, Kurt. "Biocatalytic access to nonracemic γ-oxo esters: Via stereoselective reduction using ene-reductases". . p. 511 - 518. Retrieved 2017/08/14.