Spiro[5.6]dodecan-7-one

Base Information

• Chemical Name: Spiro[5.6]dodecan-7-one
• CAS No.: 4728-90-9
• Molecular Formula: C₁₂H₂₀O
• Molecular Weight: 180.29
• NSC Number: 135474
• DSSTox Substance ID: DTXSID80300237
• Nikkaji Number: J99.555J
• Wikidata: Q82043136
• Mol file: 4728-90-9.mol

Synonyms:Spiro[5.6]dodecan-7-one;4728-90-9;spiro[5.6]dodecan-12-one;spiro(5.6)dodecan-7-one;NSC135474;spiro[5.6]dodecan-7-on;SCHEMBL3815762;DTXSID80300237;AKOS022505384;NSC-135474;CS-0233764;EN300-135954;Z1255465953

Chemical Property of Spiro[5.6]dodecan-7-one

Chemical Property:

• Vapor Pressure: 0.00827mmHg at 25°C
• Boiling Point: 267.2°C at 760 mmHg
• Flash Point: 108°C
• PSA: 17.07000
• Density: 0.96g/cm³
• LogP: 3.47010
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 180.151415257
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

99%min ^*data from raw suppliers

spiro[5.6]dodecan-7-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=O)C2(CC1)CCCCC2

Technology Process of Spiro[5.6]dodecan-7-one

There total 19 articles about Spiro[5.6]dodecan-7-one 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: 92.0%

1'-Phenylselanyl-bicyclohexyl-1-ol (92514-27-7) → spiro[5.6]dodecan-7-one (4728-90-9)

Guidance literature:

With thallium (I) ethoxide; In chloroform; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(01)81270-3

Reference yield: 77.0%

1,5-dibromo-pentane (111-24-0) + cycloheptanone (502-42-1) → spiro[5.6]dodecan-7-one (4728-90-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 10h; Reflux;

DOI:10.2174/15701786113109990007

Reference yield: 75.0%

1,1'-bicyclohexane-1,1'-diol (2888-11-1) → spiro[5.6]dodecan-7-one (4728-90-9)

Guidance literature:

With ethyldiphenylorthoformate; tin(IV) chloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/S0040-4020(98)00948-X

upstream raw materials:

1,1'-bicyclohexane-1,1'-diol

spiro[5.6]dodec-2-en-7-one

ethyl N-nitroso-N-cyclohexylcarbamate

cyclohexanone

Downstream raw materials:

[1,1';1',1'';1'',1''']quatercyclohexane

Spiro<5.6>dodecan-7-ol

Spiro<5.6>dodecan

Refernces

• 1、 Venkatesha, Manjunatha Achanna,Suresh, HariPrasad. "Palladium catalyzed synthesis of some novel (Spirocycloalkenyl) trimethylsilylacetylenes". . p. 457 - 461. Retrieved 2013/08/23.
• 2、 Kita, Yasuyuki,Yoshida, Yutaka,Mihara, Sachiko,Furukawa, Akihiro,Higuchi, Kazuhiro,Fang, Dai-Fei,Fujioka, Hiromichi. "Non-dehydrative pinacol rearrangement using a Lewis acid-trialkyl orthoester combined system". . p. 14689 - 14704. Retrieved 2007/10/03.