N-Propylphthalimide

Base Information

• Chemical Name: N-Propylphthalimide
• CAS No.: 5323-50-2
• Molecular Formula: C11H11 N O2
• Molecular Weight: 189.214
• Hs Code.: 2925190090
• European Community (EC) Number: 226-189-1
• NSC Number: 2772
• DSSTox Substance ID: DTXSID70201325
• Nikkaji Number: J265.543H
• Wikidata: Q83074514
• Mol file: 5323-50-2.mol

Synonyms:N-Propylphthalimide;2-Propylisoindoline-1,3-dione;5323-50-2;N-n-Propylphthalimide;1H-Isoindole-1,3(2H)-dione, 2-propyl-;2-propylisoindole-1,3-dione;Phthalimide, N-propyl-;1-(N-Phthalimidyl)propane;N-(n-Propyl)phthalimide;NSC 2772;EINECS 226-189-1;BRN 0136976;AI3-01395;5-21-10-00276 (Beilstein Handbook Reference);NSC2772;N-Propylphthalimide, 98%;SCHEMBL886480;DTXSID70201325;NSC-2772;STK408138;AKOS003325453;SB64738;2-Propyl-1H-isoindole-1,3(2H)-dione;2-PROPYL-1,3-DIOXO-2H-ISOINDOLE;2-Propyl-1H-isoindole-1,3(2H)-dione #;LS-109516;CS-0359359;FT-0635616;A829466;W-110027

Chemical Property of N-Propylphthalimide

Chemical Property:

• Vapor Pressure: 0.00159mmHg at 25°C
• Melting Point: 151-152 °C
• Boiling Point: 294.8°Cat760mmHg
• PKA: -2.09±0.20(Predicted)
• Flash Point: 126.3°C
• PSA: 37.38000
• Density: 1.207g/cm³
• LogP: 1.63050
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 238

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN1C(=O)C2=CC=CC=C2C1=O

Technology Process of N-Propylphthalimide

There total 34 articles about N-Propylphthalimide 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: 100.0%

propylamine (107-10-8,42939-71-9) + carbon monoxide (201230-82-2) + o-iodo-methyl-benzoic acid (610-97-9) → N-propylphthalimide (5323-50-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 1h; under 760.051 Torr; Schlenk technique;

DOI:10.1016/j.apcata.2018.04.043

Reference yield: 100.0%

N-(3-iodopropyl)phthalimide (5457-29-4) → N-propylphthalimide (5323-50-2)

Guidance literature:

With hypophosphorous acid; triethylamine; 2,2’-azobis[2-(2-imidazolin-2-yl)propane]dihydrochloride; In isopropyl alcohol; at 80 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2004.09.130

Reference yield: 100.0%

4-phthalimidobutyryl chloride (10314-06-4) → 4-phthalimidobutanal (3598-60-5) + N-propylphthalimide (5323-50-2)

Guidance literature:

With hydrogen; Pd-BaSO₄; In xylene; for 6h; Title compound not separated from byproducts; Heating; catalyst poison;

DOI:10.1007/BF00506393

upstream raw materials:

propylamine

phthalic anhydride

potassium phtalimide

propyl bromide

Downstream raw materials:

N,N'-dibenzylphthalamide

3-hydroxy-2-propyl-3-p-tolylisoindolin-1-one

3-hydroxy-3-(4-methoxyphenyl)-2-propylisoindolin-1-one

2-propyl-3-p-tolylisoindolin-1-one