Bicyclo[4.4.1]undeca-1,3,5,7,9-pentaene

Base Information

• Chemical Name: Bicyclo[4.4.1]undeca-1,3,5,7,9-pentaene
• CAS No.: 2443-46-1
• Molecular Formula: C11H10
• Molecular Weight: 142.2
• Hs Code.: 2902199090
• UNII: HMG3LPN8YP
• DSSTox Substance ID: DTXSID40179188
• Nikkaji Number: J1.025.237G,J38.222A
• Wikipedia: 1,6-Methano(10)annulene
• Wikidata: Q21099670
• Mol file: 2443-46-1.mol

Synonyms:Bicyclo[4.4.1]undeca-1,3,5,7,9-pentaene;2443-46-1;1,6-Methano[10]annulene;1,6-METHANO(10)ANNULENE;HMG3LPN8YP;Bicyclo(4.4.1)undeca-1,3,5,7,9-pentaene;UNII-HMG3LPN8YP;2-METHYLPHENETHYLALCOHOL;Bicyclo[4.4.1]undecapentaene;DTXSID40179188;AKOS004907007;AKOS004907694;1,6-Methano-1,3,5,7,9-cyclodecapentaene;FT-0653011;bicyclo[4.4.1]undeca-1,3,5,7,9-pentaen;Bicyclo[4.4.1]undecane-1,3,5,7,9-pentene;A817302;Q21099670

Chemical Property of Bicyclo[4.4.1]undeca-1,3,5,7,9-pentaene

Chemical Property:

• Vapor Pressure: 0.00045mmHg at 25°C
• Boiling Point: 324.9°Cat760mmHg
• Flash Point: 116.2°C
• PSA: 0.00000
• Density: 1.02g/cm³
• LogP: 2.71520
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 142.078250319
• Heavy Atom Count: 11
• Complexity: 91.2

Purity/Quality:

97% ^*data from raw suppliers

BICYCLO[4.4.1]UNDECA-1,3,5,7,9-PENTAENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C1C=CC=C2

Technology Process of Bicyclo[4.4.1]undeca-1,3,5,7,9-pentaene

There total 20 articles about Bicyclo[4.4.1]undeca-1,3,5,7,9-pentaene 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%

tricyclo<4.4.1.01,6>undeca-3,8-diene (27714-83-6) → 1,6-methano[10]annulene (2443-46-1)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; for 1h; Heating;

Reference yield: 66.0%

chloro-trimethyl-silane (75-77-4) + 2-bromo-1,6-methano[10]annulene (15825-92-0,107134-29-2,107134-35-0) → 2-trimethylsilyl-1,6-methano<10>annulene (58081-06-4) + 1,6-methano[10]annulene (2443-46-1)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -50 - -10 ℃;

DOI:10.1016/0022-328X(86)80191-7

Reference yield: 12.0%

(4aα,8aα)-9,9-dichloro-1,4,5,8-tetrahydro-4a,8a-methanonaphthalene (39623-22-8) → 4-methylazulene (17647-77-7) + benzocycloheptatrien (264-08-4) + 1,6-methano[10]annulene (2443-46-1)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 18 ℃; for 4h;

upstream raw materials:

3,4,8,9-Tetrabrom-tricyclo<4.4.1.0>undecan

11-bromotricyclo<4.4.1.0^1,6>undeca-3,8-diene

tricyclo<4.4.1.0^1,6>undeca-3,8-diene

(4aα,8aα)-9,9-dichloro-1,4,5,8-tetrahydro-4a,8a-methanonaphthalene

Downstream raw materials:

(7S,10R)-7,10-Dibromo-bicyclo[4.4.1]undeca-1,3,5,8-tetraene

2,7-dibromo-1,6-methano[10]annulene

2-<(triphenylphosphoranylidene)amino>-1,6-methano<10>annulene

2,4-diphenyl-5,10-methanocyclodecapyridine

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