N-Isopropylphthalimide

Base Information

• Chemical Name: N-Isopropylphthalimide
• CAS No.: 304-17-6
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Hs Code.: 2933998090
• European Community (EC) Number: 206-150-5
• NSC Number: 406141
• UNII: 1J1MM83329
• DSSTox Substance ID: DTXSID6044644
• Nikkaji Number: J50.521H
• Wikidata: Q27252475
• ChEMBL ID: CHEMBL3185777
• Mol file: 304-17-6.mol

Synonyms:Phthalimide,N-isopropyl- (6CI,7CI,8CI);NSC 406141;

Chemical Property of N-Isopropylphthalimide

Chemical Property:

• Appearance/Colour: slight yellow liquid
• Vapor Pressure: 0.00253mmHg at 25°C
• Melting Point: 82-84 °C
• Refractive Index: 1.58
• Boiling Point: 287.2 °C at 760 mmHg
• PKA: -2.15±0.20(Predicted)
• Flash Point: 121.1 °C
• PSA: 37.38000
• Density: 1.223 g/cm³
• LogP: 1.62890
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

99% ^*data from raw suppliers

N-Isopropylphthalimide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N1C(=O)C2=CC=CC=C2C1=O

Technology Process of N-Isopropylphthalimide

There total 32 articles about N-Isopropylphthalimide 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%

Isobutyl bromide (78-77-3) + potassium phtalimide (1074-82-4) → N-isopropylphthalimide (304-17-6)

Guidance literature:

[2.2.2]cryptande; In tetrahydrofuran; for 0.25h;

DOI:10.1016/0040-4020(80)87022-0

Reference yield: 98.0%

phthalic anhydride (85-44-9) + isopropylamine (75-31-0) → N-isopropylphthalimide (304-17-6)

Guidance literature:

In water; at 120 - 200 ℃; for 1h; Temperature; Autoclave;

Reference yield: 97.0%

isopropylamine (75-31-0) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) → N-isopropylphthalimide (304-17-6)

Guidance literature:

With acetic acid; at 150 ℃; for 1.5h; Reagent/catalyst; Temperature; Time; Inert atmosphere; Sealed tube; Microwave irradiation;

DOI:10.1002/ejoc.201300952

upstream raw materials:

phthalic anhydride

isopropylamine

N-(2-bromo-ethyl)-N'-isopropyl-phthalamide

potassium phtalimide

Downstream raw materials:

N-isopropylbenzamide

2,3-dihydro-2-(1-methylethyl)-1H-isoindol-1-one

2-Isopropyl-2H-isoindol

2-isopropyl-1-phenyisoindole

Refernces

• 1、 -. "Preparation method of N-alkyl phthalimide". Paragraph 0021-0022; 0027-0030. . Retrieved 2021/03/13.
• 2、 -. "Method for constructing N-isopropylphthalimide in one step by using imine as starting material". Paragraph 0022; 0023; 0024; 0035; 0036; 0037; 0038; 0041. . Retrieved 2019/01/24.