6-Iodohexahydrocyclopenta[b]pyrrol-2(1H)-one

Base Information

• Chemical Name: 6-Iodohexahydrocyclopenta[b]pyrrol-2(1H)-one
• CAS No.: 100556-58-9
• Molecular Formula: C7H10INO
• Molecular Weight: 251.06
• DSSTox Substance ID: DTXSID30540580
• Mol file: 100556-58-9.mol

Synonyms:100556-58-9;6-Iodohexahydrocyclopenta[b]pyrrol-2(1H)-one;8-exo-iodo-2-azabicyclo[3.3.0]octane-3-one;6-iodo-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[b]pyrrol-2-one;DTXSID30540580;A800234

Chemical Property of 6-Iodohexahydrocyclopenta[b]pyrrol-2(1H)-one

Chemical Property:

• Melting Point: 138-139 °C(Solv: hexane (110-54-3); ethyl ether (60-29-7))
• Boiling Point: 385.5±25.0 °C(Predicted)
• PKA: 14.99±0.40(Predicted)
• PSA: 32.59000
• Density: 1.87±0.1 g/cm3(Predicted)
• LogP: 1.36440
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 250.98071
• Heavy Atom Count: 10
• Complexity: 171

Purity/Quality:

97% ^*data from raw suppliers

8-EXO-IODO-2-AZABICYCLO[3.3.0]OCTAN-3-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C2C1CC(=O)N2)I

Technology Process of 6-Iodohexahydrocyclopenta[b]pyrrol-2(1H)-one

There total 6 articles about 6-Iodohexahydrocyclopenta[b]pyrrol-2(1H)-one 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:

C13H27NOSi2 (147528-95-8) → 8-exo-iodo-2-azabicyclo<3.3.0>octan-3-one (100556-58-9)

Guidance literature:

With iodine; In tetrahydrofuran; for 0.166667h; Yield given;

DOI:10.1021/jo00252a024

Reference yield:

(cyclopent-2-eneyl)acetic acid (13668-61-6) → 8-exo-iodo-2-azabicyclo<3.3.0>octan-3-one (100556-58-9)

Guidance literature:

Multi-step reaction with 4 steps

1: oxalyl chloride / toluene / 1.5 h

2: liq. NH₃

3: triethylamine / pentane / 0.5 h / 23 °C

4: I₂ / tetrahydrofuran / 0.17 h

With oxalyl dichloride; ammonia; iodine; triethylamine; In tetrahydrofuran; toluene; pentane;

DOI:10.1021/jo00252a024

Reference yield:

2-(cyclopent-2-en-1-yl)acetyl chloride (933-03-9) → 8-exo-iodo-2-azabicyclo<3.3.0>octan-3-one (100556-58-9)

Guidance literature:

Multi-step reaction with 3 steps

1: liq. NH₃

2: triethylamine / pentane / 0.5 h / 23 °C

3: I₂ / tetrahydrofuran / 0.17 h

With ammonia; iodine; triethylamine; In tetrahydrofuran; pentane;

DOI:10.1021/jo00252a024

upstream raw materials:

C₁₃H₂₇NOSi₂

(cyclopent-2-eneyl)acetic acid

2-(cyclopent-2-en-1-yl)acetyl chloride

2-(cyclopent-2-en-1-yl)acetamide

Downstream raw materials:

2-azabicyclo<3.3.0>octan-3-one

2-azabicyclo<3.3.0>oct-7-en-3-one

8-endo-azido-2-azabicyclo<3.3.0>octan-3-one

(3aS,6aR)-3,3a,4,6a-Tetrahydro-1H-cyclopenta[b]pyrrol-2-one