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Ethyl 1,3-dioxo-2,3-dihydro-1H-isoindole-2-carboxylate

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Identification
Molecular formula
C12H9NO5
CAS number
706-72-9
IUPAC name
ethyl 1,3-dioxoisoindoline-2-carboxylate
State
State

In its stable state at room temperature, ethyl 1,3-dioxoisoindoline-2-carboxylate exists as a solid. It is not volatile and does not emit a significant odor, making it convenient for handling in laboratory conditions.

Melting point (Celsius)
118.00
Melting point (Kelvin)
391.15
Boiling point (Celsius)
352.00
Boiling point (Kelvin)
625.15
General information
Molecular weight
219.20g/mol
Molar mass
219.1970g/mol
Density
1.3000g/cm3
Appearence

Ethyl 1,3-dioxoisoindoline-2-carboxylate typically appears as a white to off-white crystalline powder. The crystals are often fine and may clump together due to static or moisture. The compound is relatively stable under normal conditions but should be stored in a dry place to prevent clumping or degradation.

Comment on solubility

Solubility of Ethyl 1,3-Dioxoisoindoline-2-carboxylate

The solubility of ethyl 1,3-dioxoisoindoline-2-carboxylate is an interesting topic in the study of chemical compounds. This compound exhibits certain characteristics that influence its interaction with solvents.

Key Points on Solubility:

  • Polarity: The presence of polar functional groups in the chemical structure often increases solubility in polar solvents.
  • Hydrogen Bonding: Molecules capable of hydrogen bonding may be more soluble in water.
    However, the overall structure of this compound suggests it may have limited solubility in water but better solubility in organic solvents.
  • Solvent Interaction: Likely to dissolve in organic solvents such as ethanol, acetone, or dichloromethane due to non-polar interactions with the dioxoisoindoline ring system.
  • Temperature Dependency: Like many organic compounds, the solubility can increase with temperature, making heat a potential factor when dissolving this compound.

In summary, ethyl 1,3-dioxoisoindoline-2-carboxylate is expected to have limited solubility in water, while its solubility in organic solvents can be advantageous for various applications, including synthesis and analysis. Overall, understanding its solubility properties is crucial for its practical use in chemical processes.

Interesting facts

Interesting Facts about Ethyl 1,3-Dioxoisoindoline-2-Carboxylate

Ethyl 1,3-dioxoisoindoline-2-carboxylate is a fascinating compound with a range of significant implications in both organic chemistry and medicinal research. Below are some intriguing facts:

  • Structure and Diversity: The compound features a unique isoindoline structure that combines elements of aromatic and heterocyclic chemistry. This structural diversity is key to its reactivity and potential applications.
  • Reactivity: Ethyl 1,3-dioxoisoindoline-2-carboxylate is known for its ability to participate in various chemical reactions, including cycloadditions and condensations, making it a valuable intermediate in synthetic chemistry.
  • Biological Activity: Research has suggested that derivatives of this compound may exhibit pharmacological properties, offering potential in drug design. Its ability to influence biological pathways is an exciting area of study.
  • Applications: This compound is often utilized in the synthesis of more complex molecules in pharmaceutical chemistry, particularly in creating novel compounds for therapeutic exploration.
  • Sustainability Context: As the scientific community emphasizes green chemistry, the synthesis and modification of compounds like ethyl 1,3-dioxoisoindoline-2-carboxylate are being studied for eco-friendly approaches.

In summary, ethyl 1,3-dioxoisoindoline-2-carboxylate stands out due to its structural uniqueness and diverse applications in both synthetic organic chemistry and drug development. Its ongoing study could reveal even more about its potential, reinforcing the importance of innovative compounds in advancing science.

Synonyms
N-CARBETHOXYPHTHALIMIDE
22509-74-6
N-Carboethoxyphthalimide
N-(Ethoxycarbonyl)phthalimide
Ethyl N-phthaloylcarbamate
Phthalimide-N-carbethoxy
2H-Isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester
ethyl 1,3-dioxoisoindoline-2-carboxylate
N-Karbetoksi-ftalimid
NSC 76576
2-Isoindolinecarboxylic acid, 1,3-dioxo-, ethyl ester
DGO9NPX8LS
N-Karbetoksi-ftalimid [Yugoslavian]
EINECS 245-048-5
BRN 0196340
AI3-52139
NEFKENS' REAGENT
NSC-76576
REAGENTS, NEFKENS'
Ethyl 1,3-dihydro-1,3-dioxo-2H-isoindole-2-carboxylate
Ethyl 1,3-dioxo-1,3-dihydro-2H-isoindole-2-carboxylate
ethyl 1,3-dioxo-2,3-dihydro-1H-isoindole-2-carboxylate
DTXSID7066805
2-(CARBETHOXY)PHTHALIMIDE
5-21-10-00428 (Beilstein Handbook Reference)
PHTHALIC ACID,IMIDE,N-ETHOXYCARBONYL
ETHYL 1,3-DIOXO-1,3-DIHYDROISOINDOLE-2-CARBOXYLATE
N-Karbetoksi-ftalimid (Yugoslavian)
1,3-DIOXO-1,3-DIHYDROISOINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
NKarbetoksiftalimid
PhthalimideNcarbethoxy
NCarboethoxyphthalimide
Ethyl Nphthaloylcarbamate
RefChem:829465
N(Ethoxycarbonyl)phthalimide
DTXCID0036714
Ethyl 1,3dihydro1,3dioxo2Hisoindole2carboxylate
2Isoindolinecarboxylic acid, 1,3dioxo, ethyl ester
2HIsoindole2carboxylic acid, 1,3dihydro1,3dioxo, ethyl ester
CARBETHOXYPHTHALIMIDE
InChI=1/C11H9NO4/c1-2-16-11(15)12-9(13)7-5-3-4-6-8(7)10(12)14/h3-6H,2H2,1H
N-Ethoxycarbonylphthalimide
ethyl 1,3-dioxoisoindole-2-carboxylate
MFCD00005893
n-carboethoxy phthalimide
ethyl 1,3-dioxobenzo[c]azoline-2-carboxylate
N-carbetoxyphthalimide
Ethyl 1,3-dioxo-2-isoindolinecarboxylate
N -carbethoxyphthalimide
N-carbethoxy-phthalimide
N-carbethoxyphthal imide
N-carbethoxyphthal-imide
N-Carbethoxy phthalimide
UNII-DGO9NPX8LS
1,3-Dioxo-1,3-dihydro-isoindole-2-carboxylic acid ethyl ester
N-carboethoxy-phthalimide
N-ethoxycarbonylphtalimide
N-(carbethoxy) phthalimide
N-(carbethoxy)-phthalimide
N-ethoxycarbonyl phthalimide
SCHEMBL74973
N-(ethoxycarbonyl) phthalimide
N-Carbethoxyphthalimide, 96%
SCHEMBL31241181
NSC76576
SBB007660
N-(ETHOXYCARBONYL)-PHTHALIMIDE
AKOS005067960
AC-7768
AS-46867
BP-30091
ST079300
SY039912
Ethyl 1,3-dioxo-2-iso-indolinecarboxylate
DB-045936
CS-0013033
NS00027205
F10775
F018669
2-Isoindolinecarboxylic acid,3-dioxo-, ethyl ester
ethyl 1,3-dioxo-1,3-dihydro-2H-isoindol-2-carboxylate
Ethyl 1,3-dioxo-1,3-dihydro-2H-isoindole-2-carboxylate #
2H-Isoindole-2-carboxylic acid,3-dihydro-1,3-dioxo-, ethyl ester