2,3-Diazabicyclo(2.2.2)oct-2-ene, 1-cyclopropyl-

Base Information

• Chemical Name: 2,3-Diazabicyclo(2.2.2)oct-2-ene, 1-cyclopropyl-
• CAS No.: 87373-47-5
• Molecular Formula: C9H14N2
• Molecular Weight: 150.2209
• DSSTox Substance ID: DTXSID10236313
• Wikidata: Q83118273
• Mol file: 87373-47-5.mol

Synonyms:2,3-Diazabicyclo(2.2.2)oct-2-ene, 1-cyclopropyl-;87373-47-5;2,3-Diazabicyclo[2.2.2]oct-2-ene, 1-cyclopropyl-;DTXSID10236313;1-cyclopropyl-2,3-diazabicyclo[2.2.2]oct-2-ene

Chemical Property of 2,3-Diazabicyclo(2.2.2)oct-2-ene, 1-cyclopropyl-

Chemical Property:

• Vapor Pressure: 0.438mmHg at 25°C
• Boiling Point: 201.4°C at 760 mmHg
• Flash Point: 67°C
• PSA: 24.72000
• Density: 1.41g/cm³
• LogP: 1.41480
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.115698455
• Heavy Atom Count: 11
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C23CCC(CC2)N=N3

Technology Process of 2,3-Diazabicyclo(2.2.2)oct-2-ene, 1-cyclopropyl-

There total 3 articles about 2,3-Diazabicyclo(2.2.2)oct-2-ene, 1-cyclopropyl- 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: 41.2%

1-cyclopropyl-4-methyl-2,4,6-triazatricyclo<5.2.2.02,6>undecane-3,5-dione (87433-36-1) → 1-cyclopropyl-2,3-diazabicyclo<2.2.2>oct-2-ene (87373-47-5)

Guidance literature:

With potassium hydroxide; In isopropyl alcohol; for 15h; Heating;

DOI:10.1021/ja00362a014

Reference yield:

1-cyclopropyl-1,3-cyclohexadiene (87433-34-9) → 1-cyclopropyl-2,3-diazabicyclo<2.2.2>oct-2-ene (87373-47-5)

Guidance literature:

Multi-step reaction with 3 steps

1: ethyl acetate

2: 93 percent / H₂ / Pd/C / ethanol / 0.25 h / 760 Torr

3: 41.2 percent / KOH / propan-2-ol / 15 h / Heating

With potassium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; isopropyl alcohol;

DOI:10.1021/ja00362a014

Reference yield:

1-cyclopropyl-4-methyl-2,4,6-triazatricyclo<5.2.2.02,6>undec-8-ene-3,5-dione (87433-35-0) → 1-cyclopropyl-2,3-diazabicyclo<2.2.2>oct-2-ene (87373-47-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / H₂ / Pd/C / ethanol / 0.25 h / 760 Torr

2: 41.2 percent / KOH / propan-2-ol / 15 h / Heating

With potassium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; isopropyl alcohol;

DOI:10.1021/ja00362a014

upstream raw materials:

1-cyclopropyl-4-methyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undecane-3,5-dione

1-cyclopropyl-1,3-cyclohexadiene

1-cyclopropyl-4-methyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undec-8-ene-3,5-dione

Downstream raw materials:

4-chloro-(3-chloropropylidene)cyclohexane

4-chloro-1-cyclopropyl-1-cyclohexene

(Z)-4-propylidene-1-cyclohexene

2-Cyclopropyl-1,5-hexadiene