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Phthalimide

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Identification
Molecular formula
C8H5NO2
CAS number
85-41-6
IUPAC name
phthalamide
State
State
Phthalimide is typically found as a solid at room temperature. It is stable and does not react easily under normal conditions, making it suitable for use in various chemical syntheses and applications.
Melting point (Celsius)
238.00
Melting point (Kelvin)
511.00
Boiling point (Celsius)
336.00
Boiling point (Kelvin)
609.00
General information
Molecular weight
147.13g/mol
Molar mass
147.1310g/mol
Density
1.5582g/cm3
Appearence

Phthalimide appears as a white crystalline solid. It often comes in the form of a powder or crystals and has a distinctive appearance that is common in many laboratory and industrial settings due to its stability and ease of handling.

Comment on solubility

Solubility of Phthalamide

Phthalamide, with the chemical formula C8H5NO2, exhibits notable solubility characteristics that are essential for its applications in various fields.

In terms of solubility, phthalamide is:

  • Slightly soluble in water at room temperature, which means that its ability to dissolve can be limited and may depend on factors like temperature and pH.
  • Soluble in organic solvents such as ethanol and acetone, making it more accessible in organic chemistry applications.
  • Insoluble in non-polar solvents, which highlights its polarity and the need for appropriate solvent selection when working with this compound.

It is worth noting that solubility can be influenced by:

  • Temperature: Increased temperatures generally enhance solubility.
  • pH: The ionization of functional groups can affect solubility, particularly in acid or basic mediums.
  • Presence of other solutes: The solubility of phthalamide may change in the presence of salts or other solutes in a solution.

In summary, understanding the solubility of phthalamide is crucial for its successful use in synthesis and industrial applications, as effective dissolution can directly impact the efficiency of chemical reactions.

Interesting facts

Interesting Facts about Phthalamide

Phthalamide is a fascinating compound that occupies an important position in the world of organic chemistry. This compound is a derivative of phthalic acid and showcases a variety of intriguing properties and applications.

Key Features and Applications

  • Precursor in Synthesis: Phthalamide serves as an essential building block in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals.
  • Versatile Reagent: It is often used in reactions involving amide formation, providing chemists with a valuable tool for creating complex molecular architectures.
  • Role in Material Science: Phthalamide can be utilized in the production of high-performance polymers, contributing to advancements in materials technology.

Historical Significance

First synthesized in the mid-19th century, phthalamide has contributed significantly to the development of chemical processes and remains relevant in modern organic synthesis. As noted by chemist Antonie Baeyer, "The quest for new compounds opens doors to endless possibilities in research." This reflects the crucial role of compounds like phthalamide in furthering our understanding of chemistry.

Chemical Behavior

Phthalamide is known for its ability to participate in various chemical reactions, including:

  • Nucleophilic Substitution: The amide group can undergo substitution reactions, making it a useful point of reactivity.
  • Decarboxylation: Phthalamide can facilitate specific transformations involving the removal of carbon dioxide, leading to the synthesis of amines.

Overall, phthalamide is not merely a compound; it represents a bridge between classical organic chemistry and contemporary applications, highlighting the importance of ongoing research in this area. Its multifaceted roles in both academia and industry underline the compound's significance within the larger context of chemical science.

Synonyms
PHTHALAMIDE
88-96-0
1,2-Benzenedicarboxamide
benzene-1,2-dicarboxamide
Phthaldiamide
Phthalic acid diamide
o-Carbamoylbenzamide
o-Phthalic acid diamide
o-Phthalamide
Phthalic diamide
NCI-C03612
NSC 5512
CCRIS 518
HSDB 4087
EINECS 201-870-6
UNII-7B96053WRS
BRN 1868220
DTXSID7021158
P-D
CHEBI:38799
AI3-03746
7B96053WRS
NSC-5512
PHTHALAMIDE [MI]
MFCD00025478
PHTHALAMIDE [HSDB]
DTXCID001158
4-09-00-03265 (Beilstein Handbook Reference)
NSC 5512; Phthaldiamide; Phthalic acid diamide; o-Carbamoylbenzamide
36630-93-0
phthlamide
pthalamide
benzenedicarbamide
oCarbamoylbenzamide
phthalic acid diimide
oPhthalic acid diamide
1,2Benzenedicarboxamide
WLN: ZVR BVZ
Oprea1_398146
SCHEMBL39118
SCHEMBL9737758
CHEMBL3189112
NSC5512
AAA08896
Tox21_200512
BBL011578
STK290980
benzene-1,2-dicarboxamide;phthalamide
AKOS005428041
CAS-88-96-0
NCGC00248667-01
NCGC00258066-01
SY049885
DB-049962
CS-0015427
NS00039301
P0283
EN300-19986
Q27117978
Z104476290
201-870-6