Tricyclo(4.3.2.0(1,6))undeca-2,4-diene

Base Information

• Chemical Name: Tricyclo(4.3.2.0(1,6))undeca-2,4-diene
• CAS No.: 6706-53-2
• Molecular Formula: C₁₁H₁₄
• Molecular Weight: 146.232
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID20986099
• Mol file: 6706-53-2.mol

Synonyms:6706-53-2;Tricyclo(4.3.2.0(1,6))undeca-2,4-diene;Tricyclo[4.3.2.0(1,6)]undeca-2,4-diene;2,3-dihydro-1H-3a,7a-ethanoindene;DTXSID20986099

Chemical Property of Tricyclo(4.3.2.0(1,6))undeca-2,4-diene

Chemical Property:

• Vapor Pressure: 0.0977mmHg at 25°C
• Boiling Point: 230.8°C at 760 mmHg
• Flash Point: 70.5°C
• PSA: 0.00000
• Density: 1.03g/cm³
• LogP: 3.06290
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 146.109550447
• Heavy Atom Count: 11
• Complexity: 223

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC23CCC2(C1)C=CC=C3

Technology Process of Tricyclo(4.3.2.0(1,6))undeca-2,4-diene

There total 4 articles about Tricyclo(4.3.2.0(1,6))undeca-2,4-diene 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:

cis-3a,7a-Bis-(hydroxymethyl)-Δ5-hexahydroinden (15405-79-5) → Tricyclo<4.3.2.01,6>undeca-2,4-dien (6706-53-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / pyridine / 3 h

2: 30 percent / hexamethylphosphorsaueretriamide, NaI / 12 h / 110 °C

3: 68 percent / 1.6 M n-BuLi / hexane / 3 h

4: 1.) Brom 2.) Lithiumfluorid/Lithiumcarbonat, HMPT / 1.) CH₂Cl₂, 2 h 2.) 55 deg C, 24 h

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; bromine; lithium carbonate; lithium fluoride; sodium iodide; In hexane;

Reference yield:

cis-1,6-bis<(mesyloxy)methyl>bicyclo<4.3.0>non-3-ene (54007-99-7) → Tricyclo<4.3.2.01,6>undeca-2,4-dien (6706-53-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 30 percent / hexamethylphosphorsaueretriamide, NaI / 12 h / 110 °C

2: 68 percent / 1.6 M n-BuLi / hexane / 3 h

3: 1.) Brom 2.) Lithiumfluorid/Lithiumcarbonat, HMPT / 1.) CH₂Cl₂, 2 h 2.) 55 deg C, 24 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; bromine; lithium carbonate; lithium fluoride; sodium iodide; In hexane;

Reference yield:

cis-1,6-Bis(iodmethyl)bicyclo<4.3.0>non-3-en (136630-08-5) → Tricyclo<4.3.2.01,6>undeca-2,4-dien (6706-53-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / 1.6 M n-BuLi / hexane / 3 h

2: 1.) Brom 2.) Lithiumfluorid/Lithiumcarbonat, HMPT / 1.) CH₂Cl₂, 2 h 2.) 55 deg C, 24 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; bromine; lithium carbonate; lithium fluoride; In hexane;

upstream raw materials:

Tricyclo<4.3.2.0^1,6>undec-3-en

cis-3a,7a-Bis-(hydroxymethyl)-Δ⁵-hexahydroinden

cis-1,6-bis<(mesyloxy)methyl>bicyclo<4.3.0>non-3-ene

cis-1,6-Bis(iodmethyl)bicyclo<4.3.0>non-3-en

Downstream raw materials:

Tricyclo<4.3.2.0^1,6>undecan