1-Azoniatricyclo[3.3.3.01,5]undecane;chloride

Base Information

• Chemical Name: 1-Azoniatricyclo[3.3.3.01,5]undecane;chloride
• CAS No.: 116747-82-1
• Molecular Formula: C₁₀H₁₈N*Cl
• Molecular Weight: 187.713
• European Community (EC) Number: 683-049-6
• Mol file: 116747-82-1.mol

Synonyms:116747-82-1;1-Azoniatricyclo[3.3.3.01,5]undecane;chloride;AKOS006272158

Chemical Property of 1-Azoniatricyclo[3.3.3.01,5]undecane;chloride

Chemical Property:

• PSA: 0.00000
• LogP: -1.11380
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 187.1127773
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC23CCC[N+]2(C1)CCC3.[Cl-]

Technology Process of 1-Azoniatricyclo[3.3.3.01,5]undecane;chloride

There total 5 articles about 1-Azoniatricyclo[3.3.3.01,5]undecane;chloride 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: 74.0%

4-ammonio-4-<1-(3-chloropropyl)>-1,7-dichloroheptane chloride (116747-81-0) → 1-azoniatricyclo<3.3.3.0>undecane chloride (116747-82-1)

Guidance literature:

With potassium carbonate; In acetonitrile; for 24h; Heating;

DOI:10.1021/jo00258a033

Reference yield:

tris(2-cyanoethyl)nitromethane (1466-48-4) → 1-azoniatricyclo<3.3.3.0>undecane chloride (116747-82-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / conc. HCl / 0.75 h / Heating

2: 95 percent / BH₃ / tetrahydrofuran / 0.5 h / 25 °C

3: 82 percent / H₂ / T-1 Raney Ni / ethanol / 72 h / 25 °C / 2280 Torr

4: 84 percent / SOCl₂ / 0.17 h / 25 °C

5: 74 percent / K₂CO₃ / acetonitrile / 24 h / Heating

With hydrogenchloride; thionyl chloride; borane; hydrogen; potassium carbonate; T-1 Raney Ni; In tetrahydrofuran; ethanol; acetonitrile;

DOI:10.1021/jo00258a033

Reference yield:

4-(2-carboxyethyl)-4-nitroheptanedioic acid (59085-15-3) → 1-azoniatricyclo<3.3.3.0>undecane chloride (116747-82-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / BH₃ / tetrahydrofuran / 0.5 h / 25 °C

2: 82 percent / H₂ / T-1 Raney Ni / ethanol / 72 h / 25 °C / 2280 Torr

3: 84 percent / SOCl₂ / 0.17 h / 25 °C

4: 74 percent / K₂CO₃ / acetonitrile / 24 h / Heating

With thionyl chloride; borane; hydrogen; potassium carbonate; T-1 Raney Ni; In tetrahydrofuran; ethanol; acetonitrile;

DOI:10.1021/jo00258a033

upstream raw materials:

4-ammonio-4-<1-(3-chloropropyl)>-1,7-dichloroheptane chloride

tris(2-cyanoethyl)nitromethane

4-(2-carboxyethyl)-4-nitroheptanedioic acid

4-(3-hydroxypropyl)-4-nitro-heptane-1,7-diol