cis-Hexahydro-1H-isoindole-1,3(2H)-dione

Base Information

• Chemical Name: cis-Hexahydro-1H-isoindole-1,3(2H)-dione
• CAS No.: 7506-66-3
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Hs Code.: 29251900
• European Community (EC) Number: 231-360-9
• UNII: DJ83GRX3YC
• DSSTox Substance ID: DTXSID701229179
• Nikkaji Number: J307.850G
• Mol file: 7506-66-3.mol

Synonyms:7506-66-3;cis-Hexahydro-1H-isoindole-1,3(2H)-dione;cis-1,2-Cyclohexanedicarboximide;cis-Hexahydrophthalimide;cis -1,2-Cyclohexanedicarboximide;1,2-Cyclohexanedicarboximide, (Z)-;1H-Isoindole-1,3(2H)-dione, hexahydro-, (3aR,7aS)-rel-;(3aR,7aS)-hexahydro-1H-isoindole-1,3(2H)-dione;(3aR,7aS)-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione;(3aR,7aS)-octahydro-1H-isoindole-1,3-dione;5-21-10-00078 (Beilstein Handbook Reference);rel-(3aR,7aS)-Hexahydro-1H-isoindole-1,3(2H)-dione;EINECS 231-360-9;NSC 407018;BRN 0083211;cis-cyclohexanedicarboximide;NSC-407018;Perhydrophthalimide;cis-Perhydrophthalimide;1H-Isoindole-1,3(2H)-dione, hexahydro-, cis-;1H-Isoindole-1,3(2H)-dione, hexahydro-, cis-,;DJ83GRX3YC;SCHEMBL2543825;cis-cyclohexane-1,2-dicarboximide;WLDMPODMCFGWAA-OLQVQODUSA-N;cis-1,2-Cyclohexane dicarboximide;DTXSID701229179;1,2-Cyclohexanedicarboximide, cis-;1alpha,2alpha-Cyclohexanedicarbimide;MFCD00067706;AKOS015900513;AC-2048;DS-19153;CS-0077657;D71024;EN300-6772365;A838316;W-104399

Chemical Property of cis-Hexahydro-1H-isoindole-1,3(2H)-dione

Chemical Property:

• Melting Point: 132 °C
• Boiling Point: 330.8 °C at 760 mmHg
• PKA: 11.97±0.20(Predicted)
• Flash Point: 159.3 °C
• PSA: 46.17000
• Density: 1.18 g/cm³
• LogP: 0.77800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 153.078978594
• Heavy Atom Count: 11
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

cis-Hexahydro-1H-isoindole-1,3(2H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)C(=O)NC2=O
• Isomeric SMILES: C1CC[C@H]2[C@@H](C1)C(=O)NC2=O

Technology Process of cis-Hexahydro-1H-isoindole-1,3(2H)-dione

There total 14 articles about cis-Hexahydro-1H-isoindole-1,3(2H)-dione 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: 98.0%

cis-1,2,3,6-Tetrahydrophthalimide (1469-48-3,565227-54-5) → cis-hexahydrophthalimide (7506-66-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 28h;

DOI:10.1016/S0040-4020(99)00518-9

Reference yield: 94.11%

phthalimide (136918-14-4,85-41-6) → cis-hexahydrophthalimide (7506-66-3)

Guidance literature:

With ruthenium trichloride; hydrogen; In methanol; at 250 ℃; for 30h; under 99009.9 - 112511 Torr; Temperature; Pressure; Autoclave;

Reference yield: 90.0%

1,2-Cyclohexanedicarboxylic acid-anhydride (85-42-7) → cis-hexahydrophthalimide (7506-66-3)

Guidance literature:

With ammonium acetate; for 0.0125h; microwave heating;

upstream raw materials:

phthalimide

3,4,5,6-tetrahydrophthalimide

urea

1,2-cis-cyclohexanedicarboxylic anhydride

Downstream raw materials:

(1R,2S)-cyclohexane-1,2-dicarboxylic acid

cis-hexahydroisoindoline

(1RS,2SR)-2-aminocyclohexanecarboxylic acid

2-benzylhexahydro-1H-isoindole-1,3(2H)-dione