N-(3-Hydroxypropyl)phthalimide

Base Information

• Chemical Name: N-(3-Hydroxypropyl)phthalimide
• CAS No.: 883-44-3
• Molecular Formula: C11H11 N O3
• Molecular Weight: 205.213
• Hs Code.: 29251900
• European Community (EC) Number: 212-931-1
• NSC Number: 41174
• UNII: X2TMC7E8YH
• DSSTox Substance ID: DTXSID40236942
• Nikkaji Number: J125.885K
• Wikidata: Q83119029
• Mol file: 883-44-3.mol

Synonyms:2-(3-hydroxypropyl)isoindoline-1,3-dione

Chemical Property of N-(3-Hydroxypropyl)phthalimide

Chemical Property:

• Appearance/Colour: WHITE TO OFF-WHITE POWDER, CRYSTALS
• Vapor Pressure: 2.44E-06mmHg at 25°C
• Melting Point: 74-76ºC
• Boiling Point: 376.5ºC
• PKA: 14.88±0.10(Predicted)
• Flash Point: 181.5ºC
• PSA: 57.61000
• Density: 1.331 g/cm³
• LogP: 0.60290
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 253

Purity/Quality:

98%, ^*data from raw suppliers

N-(3-Hydroxypropyl)phthalimide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCCO
• Uses: N-(3-Hydroxypropyl)phthalimide was used as standard in the synthesis of phthalimide derivatives at high-temperature, high-pressure and H2O/EtOH mixtures as the solvent. It may be used in the synthesis of hydrophilic phosphorylcholine-containing polymer, poly-2-[3-(methacryloylamino)propylammonio] ethyl 3-aminopropyl phosphate.

Technology Process of N-(3-Hydroxypropyl)phthalimide

There total 20 articles about N-(3-Hydroxypropyl)phthalimide 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%

phthalic anhydride (85-44-9) + propan-1-ol-3-amine (156-87-6) → N-(3-hydroxypropyl)phthalimide (883-44-3)

Guidance literature:

In toluene; at 125 ℃; for 6.5h; Inert atmosphere;

DOI:10.3762/bjoc.13.63

Reference yield: 100.0%

3-(N-phthaloyl)propionaldehyde (2436-29-5) → N-(3-hydroxypropyl)phthalimide (883-44-3)

Guidance literature:

With triphenylphosphonium ruthenium chloride; C₂₉H₃₀NOPRu; hydrogen; sodium carbonate; In ethanol; toluene; at 25 ℃; for 24h; under 37503.8 Torr; Autoclave;

Reference yield: 99.0%

N-ethoxycarbonylphthalimide (22509-74-6) + propan-1-ol-3-amine (156-87-6) → N-(3-hydroxypropyl)phthalimide (883-44-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 6h; Ambient temperature;

DOI:10.1021/jm980550w

upstream raw materials:

phthalic anhydride

propan-1-ol-3-amine

2-(3-bromopropyl)isoindole-1,3-dione

potassium phtalimide

Downstream raw materials:

3-(1,3-dioxoisoindolin-2-yl)propyl methanesulfonate

3-(N-phthaloyl)propionaldehyde

1-O-dimethoxytrityl-3-N-phthaloyl-3-amino-1-propanol

3-(phthalimido)propyl-p-toluenesulfonate

Refernces

• 1、 -. "Benzil compound as well as preparation method and application thereof". Paragraph 0058; 0062. . Retrieved 2021/06/09.
• 2、 Baran, Phil S.,Carlson, Ethan,Edwards, Jacob T.,Hayashi, Kyohei,Kawamata, Yu,Saito, Masato,Shaji, Shobin,Simmons, Bryan J.,Waldmann, Dirk,Zapf, Christoph W.. "Chemoselective Electrosynthesis Using Rapid Alternating Polarity". supporting information. p. 16580 - 16588. Retrieved 2021/10/20.