Ethyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate

Basic Information

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CAS Number

6974-10-3

Molecular Formula

C12H11NO4

Molecular Weight

233.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

112.5°C

Boiling Point

300°C at 760 mmHg

Density

1.2697 (rough estimate)

Refractive Index

1.5560 (estimate)

SMILES

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CCOC(=O)CN1C(=O)C2=CC=CC=C2C1=O

InChI

InChI=1S/C12H11NO4/c1-2-17-10(14)7-13-11(15)8-5-3-4-6-9(8)12(13)16/h3-6H,2,7H2,1H3

InChIKey

NYNCZOLNVTXTTP-UHFFFAOYSA-N

LogP

0.8456999999999999

Topological Polar Surface Area

63.68 Å²

Hydrogen Bond Donor/Acceptor

0 / 5

Complexity

328

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

AF-960/00453010
AKOS000672240
ethyl 2-(1,3-dioxoisoindol-2-yl)acetate
Ethyl phthalimidoacetate
NSC-255094
CHEMBL1871113
2H-Isoindole-2-acetic acid,3-dihydro-1,3-dioxo-, ethyl ester
Ethyl 1,3-dihydro-1,3-dioxo-2H-isoindole-2-acetate
2-(1,3-dioxo-2-isoindolyl)acetic acid ethyl ester
LS-04303
FT-0720717
6974-10-3
2-ETHOXYCARBONYL-METHYL-PHTHALIMIDE
Ethyl 2-(1,3-dioxoisoindolin-2-yl)acetate
NSC 23179
Phthalimidoacetic acid, ethyl ester
2H-Isoindole-2-acetic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester
DTXSID40989906
ethyl 2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)acetate
Phthalylglycine ethyl ester
amylsalicylate
NSC255094
A844957
SB38365
ethyl (2,3-dihydro-1,3-dioxo-1h-isoindol-2-yl)acetate
Ethyl2-(1,3-dioxoisoindolin-2-yl)acetate
NSC23179
CS-0206699
2-Isoindolineacetic acid, 1,3-dioxo-, ethyl ester
SR-01000510368-1
NSC-23179

MDL Number

MFCD00023083

Customs Code

2925190090

FAQ

What are the physical and chemical properties of Ethyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate (CAS: 6974-10-3)?

Ethyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate (CAS: 6974-10-3) is a crystalline solid with a molecular weight of approximately 242.27 g/mol. It has a high solubility in organic solvents like ethanol and acetone but is practically insoluble in water. Chemically, it is moderately reactive, showing good stability under neutral and slightly acidic conditions. It is used in organic synthesis and pharmaceutical processes due to its reactivity and specific functional groups.

How is Ethyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate (CAS: 6974-10-3) typically synthesized?

Ethyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate (CAS: 6974-10-3) is typically synthesized via the reaction of dioxoisoindoline and acetyl chloride under anhydrous conditions. This process involves condensation followed by acetylation, often catalyzed by an acid. The yield is generally 60-70%, and the reaction is carried out in a controlled manner to ensure high purity and selectivity.

What industries use Ethyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate (CAS: 6974-10-3)?

Ethyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate (CAS: 6974-10-3) is used in various industries. It is a key intermediate in the synthesis of pharmaceuticals, particularly in the production of certain antipsychotic and anticonvulsant drugs. It also finds applications in the synthesis of organic polymers, sensors, and semiconductors due to its reactivity and specific functional groups.

What precautions should be taken when handling Ethyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate (CAS: 6974-10-3)?

When handling Ethyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate (CAS: 6974-10-3), it is essential to use personal protective equipment (PPE), including gloves and safety goggles. The compound should be stored in a cool, dry, and well-ventilated area away from heat sources. In case of a spill, immediately clean up using appropriate absorbents and follow the safety data sheet (SDS) guidelines for disposal. This compound is not highly toxic but should be handled with care due to its reactivity and potential skin and eye irritation.