O-Phthalimide - Materials / Alfa Chemistry

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O-Phthalimide

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Catalog Number

ACMA00017065

Product Name

O-Phthalimide

Category

Polymers

Description

Phthalimide is a white to light tan powder. Slightly acidic. (NTP, 1992);OtherSolid; WetSolid

IUPAC Name

isoindole-1,3-dione

Molecular Weight

147.13g/mol

Molecular Formula

C8H5NO2

Canonical SMILES

C1=CC=C2C(=C1)C(=O)NC2=O

InChI

InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-4H,(H,9,10,11)

InChI Key

XKJCHHZQLQNZHY-UHFFFAOYSA-N

Boiling Point

Sublimes (NTP, 1992);Sublimes

Melting Point

460 °F (NTP, 1992);238.0 °C;238 °C

Solubility

less than 1 mg/mL at 67.1° F (NTP, 1992);0.00 M;FREELY SOL IN AQ ALKALI HYDROXIDES; ALMOST INSOL IN BENZENE, PETROLEUM ETHER; FAIRLY SOL IN BOILING ACETIC ACID; SATURATED AQ SOLN CONTAINS 0.036 G @ 25 °C, 0.07 G @ 40 °C, ABOUT 0.4 G @ BOILING POINT; 100 G OF BOILING ALCOHOL DISSOLVES 5 G PHTHALIMIDE;Water solubility = 360 mg/l

Application

O-Phthalimide is a versatile chemical reagent used primarily to convert allyl and alkyl halides into protected primary amines, making it indispensable in various synthetic processes. In addition to its foundational role in organic synthesis, O-Phthalimide is noted for its significance in medicinal chemistry, where its analogues are extensively utilized due to their broad range of applications, including anti-convulsant, anti-inflammatory, analgesic, hypolipidemic, and immunomodulatory activities. Moreover, it plays a role in the creation of dyes and metabolites and is employed in environmental testing, showcasing its wide array of practical uses. O-Phthalimide is characterized by its appearance as white to slightly yellowish crystalline flakes and is classified as a dicarboximide, specifically a 2,3-dihydro-1H-isoindole substituted by oxo groups at positions 1 and 3.

Color/Form

MONOCLINIC PRISMS FROM WATER OR BY SUBLIMATION;NEEDLES FROM WATER, PRISMS FROM ACETIC ACID; LEAFLETS (SUBLIMATION);White crystalline leaflets

Complexity

190

Covalently-Bonded Unit Count

EC Number

201-603-3

Exact Mass

147.032028g/mol

Formal Charge

Heavy Atom Count

Log P