Cyclohexyl acetoacetate

Base Information

• Chemical Name: Cyclohexyl acetoacetate
• CAS No.: 6947-02-0
• Molecular Formula: C10H16 O3
• Molecular Weight: 184.235
• Hs Code.: 2918300090
• European Community (EC) Number: 230-111-1
• NSC Number: 57391
• UNII: FZ8SGS0N2B
• DSSTox Substance ID: DTXSID30219688
• Nikkaji Number: J86.305J
• Wikidata: Q83096670
• Mol file: 6947-02-0.mol

Synonyms:Cyclohexyl acetoacetate;Cyclohexyl 3-oxobutanoate;6947-02-0;Cyclohexyl acetonacetate;ACETOACETIC ACID, CYCLOHEXYL ESTER;Butanoic acid, 3-oxo-, cyclohexyl ester;Cyclohexylacetonacetate;EINECS 230-111-1;NSC 57391;FZ8SGS0N2B;BRN 1950710;Butanoic acid, 3-oxo-,cyclohexyl ester;AI3-06230;NSC-57391;4-06-00-00050 (Beilstein Handbook Reference);acetoacetic acid cyclohexyl ester;UNII-FZ8SGS0N2B;WLN: L6TJ AOV1V1;SCHEMBL7636739;CYCLOHEXYL 3-OXOBUTYRATE;DTXSID30219688;3-oxo-butyric acid cyclohexyl ester;NSC57391;AKOS006273100;acetoacetic acid cyclohexyl ester, AldrichCPR

Chemical Property of Cyclohexyl acetoacetate

Chemical Property:

• Vapor Pressure: 0.0139mmHg at 25°C
• Refractive Index: 1.4680 (estimate)
• Boiling Point: 258.2°C at 760 mmHg
• Flash Point: 107.7°C
• PSA: 43.37000
• Density: 1.04g/cm³
• LogP: 1.84140
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

ACETOACETIC ACID CYCLOHEXYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)CC(=O)OC1CCCCC1

Technology Process of Cyclohexyl acetoacetate

There total 12 articles about Cyclohexyl acetoacetate 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: 100.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + cyclohexanol (108-93-0) → cyclohexyl 3-oxobutanoate (6947-02-0)

Guidance literature:

With sodium acetate; In tetrahydrofuran; for 2h; Reflux;

DOI:10.1016/j.tetlet.2014.03.115

Reference yield: 99.0%

2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) + cyclohexanol (108-93-0) → cyclohexyl 3-oxobutanoate (6947-02-0)

Guidance literature:

With sodium acetate; In tetrahydrofuran; for 24h; Reflux;

DOI:10.1055/s-0029-1217135

Reference yield: 95.0%

ethyl acetoacetate (141-97-9) + cyclohexanol (108-93-0) → cyclohexyl 3-oxobutanoate (6947-02-0)

Guidance literature:

With boric acid; In toluene; for 5h; Heating;

DOI:10.1016/j.tetlet.2007.11.008

upstream raw materials:

ethyl acetoacetate

cyclohexanol

acetoacetic acid methyl ester

4-methyleneoxetan-2-one

Downstream raw materials:

3-[(6-chloro-pyridazin-3-yl)-hydrazono]-butyric acid cyclohexyl ester

2-Methyl-1H-benzimidazole

cyclohexyl 2-methyl-5-phenylfuran-3-carboxylate

cyclohexyl acetate

Refernces

• 1、 Chityala, Yadaiah,Duguta, Govardhan,Kamatala, Chinna Rajanna,Muddam, Bhooshan,Mukka, Satish Kumar. "N, N’-dimethyl formamide (DMF) mediated Vilsmeier–Haack adducts with 1,3,5-triazine compounds as efficient catalysts for the transesterification of β-ketoesters". supporting information. p. 1641 - 1655. Retrieved 2020/05/25.
• 2、 Xu, Jie,Wang, Yue,Shang, Jie-Kun,Ma, Dan,Li, Yong-Xin. "Preparation of mesoporous carbon nitride materials using urea and formaldehyde as precursors and catalytic application as solid bases". . p. 221 - 229. Retrieved 2017/04/06.