[3.3.3]Propellane-2-one, 8-methylene

Base Information

• Chemical Name: [3.3.3]Propellane-2-one, 8-methylene
• CAS No.: 112138-33-7
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.258
• DSSTox Substance ID: DTXSID00920673
• Mol file: 112138-33-7.mol

Synonyms:112138-33-7;[3.3.3]Propellane-2-one, 8-methylene;(3.3.3)-Propellane-2-one, 8-methylene-;DTXSID00920673;6-Methylidenetetrahydro-1H,4H-3a,6a-propanopentalen-1-one

Chemical Property of [3.3.3]Propellane-2-one, 8-methylene

Chemical Property:

• Vapor Pressure: 0.00207mmHg at 25°C
• Boiling Point: 290.4°Cat760mmHg
• Flash Point: 121.9°C
• Density: 1.07g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 176.120115130
• Heavy Atom Count: 13
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CCC23C1(CCC2)C(=O)CC3

Technology Process of [3.3.3]Propellane-2-one, 8-methylene

There total 4 articles about [3.3.3]Propellane-2-one, 8-methylene 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:

3a-But-3-ynyl-6a-hydroxymethyl-hexahydro-pentalen-1-one (113248-91-2) → 1-Methylene-tetrahydro-3a,6a-propano-pentalen-7-one (112138-33-7)

Guidance literature:

at 650 - 750 ℃; under 0.04 Torr; Yield given;

DOI:10.1016/S0040-4039(00)96421-9

Reference yield:

3,4,5,6-tetrahydro-2H-pentalen-1-one (10515-92-1) → 1-Methylene-tetrahydro-3a,6a-propano-pentalen-7-one (112138-33-7)

Guidance literature:

Multi-step reaction with 3 steps

2: 1 ) Ag(+), 2 ) I(-) / 1 ) 0 deg C, 5 min, 20 deg C, 5 min, 2 ) 0 deg C, 5 min, 20 deg C, 10 min

3: 650 - 750 °C / 0.04 Torr

With silver (I) ion; iodide;

DOI:10.1016/S0040-4039(00)96421-9

Reference yield:

6a-Hydroxymethyl-3a-(4-trimethylsilanyl-but-3-ynyl)-hexahydro-pentalen-1-one (113248-90-1) → 1-Methylene-tetrahydro-3a,6a-propano-pentalen-7-one (112138-33-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 ) Ag(+), 2 ) I(-) / 1 ) 0 deg C, 5 min, 20 deg C, 5 min, 2 ) 0 deg C, 5 min, 20 deg C, 10 min

2: 650 - 750 °C / 0.04 Torr

With silver (I) ion; iodide;

DOI:10.1016/S0040-4039(00)96421-9

upstream raw materials:

3,4,5,6-tetrahydro-2H-pentalen-1-one

3a-But-3-ynyl-6a-hydroxymethyl-hexahydro-pentalen-1-one

6a-Hydroxymethyl-3a-(4-trimethylsilanyl-but-3-ynyl)-hexahydro-pentalen-1-one

Refernces