2-(6-Chlorohexyl)isoindole-1,3-dione

Base Information

• Chemical Name: 2-(6-Chlorohexyl)isoindole-1,3-dione
• CAS No.: 70466-03-4
• Molecular Formula: C₁₄H₁₆ClNO₂
• Molecular Weight: 265.74
• DSSTox Substance ID: DTXSID20393047
• Wikidata: Q82191655
• Mol file: 70466-03-4.mol

Synonyms:2-(6-chlorohexyl)isoindole-1,3-dione;70466-03-4;N-(6-CHLOROHEXYL)PHTHALIMIDE;6-phthalimidohexyl chloride;SCHEMBL9536378;DTXSID20393047;AKOS011510579

Chemical Property of 2-(6-Chlorohexyl)isoindole-1,3-dione

Chemical Property:

• PSA: 37.38000
• LogP: 3.01970
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 265.0869564
• Heavy Atom Count: 18
• Complexity: 295

Purity/Quality:

97% ^*data from raw suppliers

2-(6-CHLOROHEXYL)-2,3-DIHYDRO-1H-ISOINDOLE-1,3-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCCCCCCl

Technology Process of 2-(6-Chlorohexyl)isoindole-1,3-dione

There total 2 articles about 2-(6-Chlorohexyl)isoindole-1,3-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: 84.0%

(E)-2-(hex-4-en-1-yl)isoindoline-1,3-dione (99097-68-4) → N-(6-chlorohexyl)phthalimide (70466-03-4)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); N-chloro-succinimide; chlorotriisopropylsilane; water; C₁₄H₂₀N₂O₂; triethylamine; In dichloromethane; acetonitrile; at 35 ℃; regioselective reaction; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1038/s41557-021-00869-x

Reference yield: 78.0%

potassium phtalimide (1074-82-4) + 1,6-dichlorohexane (2163-00-0) → N-(6-chlorohexyl)phthalimide (70466-03-4)

Guidance literature:

at 130 ℃; for 20h;

DOI:10.1023/B:COHC.0000028631.81899.15

Reference yield:

N-(6-chlorohexyl)phthalimide (70466-03-4) → 6-aminohexanephosphonic acid (94219-61-1)

Guidance literature:

Multi-step reaction with 2 steps

2: concd HCl

With hydrogenchloride;

upstream raw materials:

potassium phtalimide

1,6-dichlorohexane

(E)-2-(hex-4-en-1-yl)isoindoline-1,3-dione

Downstream raw materials:

6-aminohexanephosphonic acid