Dihydroactinidiolide

Base Information

• Chemical Name: Dihydroactinidiolide
• CAS No.: 17092-92-1
• Molecular Formula: C11H16O2
• Molecular Weight: 180.247
• Hs Code.: 29329990
• European Community (EC) Number: 641-406-3
• UNII: O3M4862R3R
• DSSTox Substance ID: DTXSID801028845
• Nikkaji Number: J126.305F
• Wikipedia: Dihydroactinidiolide
• Wikidata: Q5276417
• ChEMBL ID: CHEMBL2271637
• Mol file: 17092-92-1.mol

Synonyms:dihydroactinidiolide

Chemical Property of Dihydroactinidiolide

Chemical Property:

• Appearance/Colour: Colorless crystal
• Vapor Pressure: 0.00147mmHg at 25°C
• Melting Point: 70-71°
• Refractive Index: 1.504
• Boiling Point: 296.099 °C at 760 mmHg
• Flash Point: 120.249 °C
• PSA: 26.30000
• Density: 1.058 g/cm³
• LogP: 2.43840
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 289

Purity/Quality:

99.9% ^*data from raw suppliers

(2,6,6-Trimethyl-2-hydroxycyclohexylidene)aceticacidlactone 95% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC2(C1=CC(=O)O2)C)C
• Isomeric SMILES: C[C@@]12CCCC(C1=CC(=O)O2)(C)C

Technology Process of Dihydroactinidiolide

There total 57 articles about Dihydroactinidiolide 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%

(2,6,6-trimethylcyclohex-1-enyl)acetic acid (472-68-4) → (+/-)-dihydroactinidiolide (15356-74-8,17092-92-1,19432-05-4,81800-41-1)

Guidance literature:

With diphenyl diselenide; tetraethylammonium bromide; water; sodium carbonate; In acetonitrile; for 0.6h; Ambient temperature; electrolysis under a constant current 70 mA;

DOI:10.1021/ja00405a064

Reference yield: 90.0%

(3AR,7AS)-2-oxo-3-phenylselenyl-4,4,7a-trimethyloctahydrobenzofuran (104446-40-4) → (+/-)-dihydroactinidiolide (15356-74-8,17092-92-1,19432-05-4,81800-41-1)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; acetic acid; at 0 - 20 ℃; for 4.5h;

DOI:10.1016/j.tetlet.2009.07.067

Reference yield: 87.0%

2,2-Diethoxy-4,4,7a-trimethyl-4,5,6,7,7a-pentahydro-2H-benzofuran (120211-66-7) → (+/-)-dihydroactinidiolide (15356-74-8,17092-92-1,19432-05-4,81800-41-1)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; water; for 2h;

DOI:10.1016/S0040-4020(01)86013-0

upstream raw materials:

4,4,7a-trimethylhexahydro-1-benzofuran-2(3H)-one

(+/-)-aeginetolide

(2,6,6-trimethyl-1-cyclohexen-1-yl)acetaldehyde

(2,6,6-trimethylcyclohex-1-enyl)acetic acid

Downstream raw materials:

C₁₁H₂₀O₂

Refernces

• 1、 Burton, Graham W.,Daroszewski, Janusz,Nickerson, James G.,Johnston, James B.,Mogg, Trevor J.,Nikiforov, Grigory B.. "β-Carotene autoxidation: Oxygen copolymerization, non-vitamin A products, and immunological activity". supporting information. p. 305 - 316. Retrieved 2014/05/06.
• 2、 Dabdoub, Miguel J.,Silveira, Claudio C.,Lenard?o, Eder J.,Guerrero Jr., Palimécio G.,Viana, Luiz H.,Kawasoko, Cristiane Y.,Baroni, Adriano C.M.. "Total synthesis of (±)-dihydroactinidiolide using selenium-stabilized carbenium ion". scheme or table. p. 5569 - 5571. Retrieved 2011/02/24.