Octahydro-1h-isoindol-1-one

Base Information

• Chemical Name: Octahydro-1h-isoindol-1-one
• CAS No.: 2555-11-5
• Molecular Formula: C8H13 N O
• Molecular Weight: 139.197
• European Community (EC) Number: 233-980-5
• NSC Number: 338089
• DSSTox Substance ID: DTXSID70909213
• Nikkaji Number: J1.168.550A
• Mol file: 2555-11-5.mol

Synonyms:octahydro-1h-isoindol-1-one;2555-11-5;2,3,3a,4,5,6,7,7a-octahydroisoindol-1-one;perhydroisoindolone;10479-68-2;cis-Octahydro-1H-isoindol-1-one;EINECS 233-980-5;NSC338089;octahydro-isoindol-1-one;SCHEMBL258503;DTXSID70909213;JKYNCKNIVHDOKU-UHFFFAOYSA-N;CAA55511;AKOS006328953;NSC-338089;CS-0106297;3a,4,5,6,7,7a-Hexahydro-1H-isoindol-3-ol;D76636;EN300-637422;(3Ar,7aS)-2,3,3a,4,5,6,7,7a-octahydroisoindol-1-one

Chemical Property of Octahydro-1h-isoindol-1-one

Chemical Property:

• Boiling Point: 308.5°Cat760mmHg
• Flash Point: 176.8°C
• PSA: 29.10000
• Density: 1.044g/cm³
• LogP: 1.25140
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 139.099714038
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99%min ^*data from raw suppliers

Octahydro-1H-isoindol-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)CNC2=O

Technology Process of Octahydro-1h-isoindol-1-one

There total 6 articles about Octahydro-1h-isoindol-1-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:

cis-1,2,3,6-Tetrahydrophthalimide (1469-48-3,565227-54-5) → (+/-)-cis-octahydro-isoindol-1-one (2555-11-5,10479-68-2,84585-75-1) + cis-hexahydrophthalimide (7506-66-3)

Guidance literature:

With hexarhodium hexadecacarbonyl; hydrogen; molybdenum hexacarbonyl; In 1,4-dioxane; at 160 ℃; for 17h; under 75007.5 Torr; Autoclave; Inert atmosphere;

DOI:10.1002/cctc.201402233

Reference yield:

cis-1,2,3,6-Tetrahydrophthalimide (1469-48-3,565227-54-5) → (+/-)-cis-octahydro-isoindol-1-one (2555-11-5,10479-68-2,84585-75-1)

Guidance literature:

With cyclohexane; nickel; at 200 - 230 ℃; Hydrogenation;

DOI:10.1021/ja01556a061

Reference yield:

cis-1,2,3,6-Tetrahydrophthalimide (1469-48-3,565227-54-5) → cis-hexahydroisoindoline (1470-99-1,1220913-24-5) + (+/-)-cis-octahydro-isoindol-1-one (2555-11-5,10479-68-2,84585-75-1)

Guidance literature:

With hexarhodium hexadecacarbonyl; hydrogen; molybdenum hexacarbonyl; In 1,4-dioxane; at 160 ℃; for 60h; under 75007.5 Torr; Autoclave; Inert atmosphere;

DOI:10.1002/cctc.201402233

upstream raw materials:

phthalimide

cis-1,2,3,6-Tetrahydrophthalimide

Refernces

• 1、 Aoun, Rimane,Renaud, Jean-Luc,Dixneuf, Pierre H.,Bruneau, Christian. "Concomitant monoreduction and hydrogenation of unsaturated cyclic imides to lactams catalyzed by ruthenium compounds". . p. 2021 - 2023. Retrieved 2007/10/03.