4,4a,6,7,8,8a-Hexahydro-1,4-methanonaphthalen-5(1H)-one

Base Information

• Chemical Name: 4,4a,6,7,8,8a-Hexahydro-1,4-methanonaphthalen-5(1H)-one
• CAS No.: 51519-65-4
• Molecular Formula: C11H14 O
• Molecular Weight: 162.232
• Hs Code.: 2914299000
• European Community (EC) Number: 257-251-6
• DSSTox Substance ID: DTXSID2052154
• Nikkaji Number: J261.746C
• Mol file: 51519-65-4.mol

Synonyms:51519-65-4;4,4a,6,7,8,8a-Hexahydro-1,4-methanonaphthalen-5(1H)-one;EINECS 257-251-6;1,4-Methanonaphthalen-5(1H)-one, 4,4a,6,7,8,8a-hexahydro-;SCHEMBL2038990;DTXSID2052154

Chemical Property of 4,4a,6,7,8,8a-Hexahydro-1,4-methanonaphthalen-5(1H)-one

Chemical Property:

• Vapor Pressure: 0.00932mmHg at 25°C
• Boiling Point: 265.1°Cat760mmHg
• Flash Point: 108.8°C
• PSA: 17.07000
• Density: 1.103g/cm³
• LogP: 2.17770
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C3CC(C2C(=O)C1)C=C3

Technology Process of 4,4a,6,7,8,8a-Hexahydro-1,4-methanonaphthalen-5(1H)-one

There total 18 articles about 4,4a,6,7,8,8a-Hexahydro-1,4-methanonaphthalen-5(1H)-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: 83.0%

Methyl 5-(3-iodopropyl)bicyclo<2.2.2>hept-2-ene-6-carboxylate → endo-Tricyclo<6.2.1.02,7>-8-undecen-2-one (51519-65-4,115795-03-4,115795-04-5,127062-97-9,127062-98-0,127708-33-2)

Guidance literature:

With samarium diiodide; tris(dibenzoylmethano)iron(III); In tetrahydrofuran; for 0.5h;

DOI:10.1021/jo00077a053

Reference yield: 81.0%

C13H18O2 → tricyclo[6.2.1.02,7 ]undec-9-en-3-one (51519-65-4) + (3aS*,4R*,7S*,7aR*)-2,3,4a,4,7,7a-hexahydro-4,7-methano-1H-inden-1-one (22981-84-6)

Guidance literature:

With hydrogenchloride; In acetone; at 0 - 20 ℃; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(98)01088-6

Reference yield: 75.0%

cyclohexenone (930-68-7) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → tricyclo[6.2.1.02,7 ]undec-9-en-3-one (51519-65-4)

Guidance literature:

With aluminium trichloride; In toluene; for 0.025h; microwave irradiation;

DOI:10.1081/SCC-120026847

upstream raw materials:

cyclohexenone

cyclopenta-1,3-diene

bi(cyclopentadiene)

Methyl 6-chloro-2-hexynoate

Downstream raw materials:

2-oxapentacyclo[6.4.0.0(1,4).0(3,7).0(5,9)]dodecane