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N-(Ethoxycarbonyl)phthalimide, 97%
CAS: 22509-74-6 | C11H9NO4 | 219.196 g/mol
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Catalog number A14822.22
also known as A14822-22
Price (USD)
133.65
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Quantity:
100 g
Price (USD)
133.65
Online Exclusive
148.00Save 14.35 (10%)
Each
Chemical Identifiers
CAS22509-74-6
IUPAC Nameethyl 1,3-dioxo-2,3-dihydro-1H-isoindole-2-carboxylate
Molecular FormulaC11H9NO4
InChI KeyVRHAQNTWKSVEEC-UHFFFAOYSA-N
SMILESCCOC(=O)N1C(=O)C2=CC=CC=C2C1=O
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Specifications
Specification Sheet
Specification SheetMelting Point (clear melt)76.0-86.0?C
FormPowder
Appearance (Color)White
Assay (GC)≥96.0%
N-(Ethoxycarbonyl)phthalimide is used to protect amine functional groups. Reagent for the conversion of amines and amino acids to their phthaloyl derivatives under mild conditions
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
N-(Ethoxycarbonyl)phthalimide is used to protect amine functional groups. Reagent for the conversion of amines and amino acids to their phthaloyl derivatives under mild conditions
Solubility
Insoluble in water.
Notes
Store away from strong oxidizing agents. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.
N-(Ethoxycarbonyl)phthalimide is used to protect amine functional groups. Reagent for the conversion of amines and amino acids to their phthaloyl derivatives under mild conditions
Solubility
Insoluble in water.
Notes
Store away from strong oxidizing agents. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.
RUO – Research Use Only
General References:
- Paul M. Worster.; Clifford C. Leznoff.; Colin R. McArthur. N-(Ethoxycarbonyl)phthalimide. An improved procedure. J. Org. Chem. 1980, 45, (1), 174-175.
- M. Niyaz Khan. Suggested Improvement in the Ing-Manske Procedure and Gabriel Synthesis of Primary Amines: Kinetic Study on Alkaline Hydrolysis of N-Phthaloylglycine and Acid Hydrolysis of N-(o-Carboxybenzoyl)glycine in Aqueous Organic Solvents. J. Org. Chem. 1980, 61, (23), 8063-8068.
- Reagent for the conversion of amines and amino acids to their phthaloyl derivatives under mild conditions: Nature, 185, 309 (1960); J. Heterocycl. Chem., 29, 707 (1992). For improved procedures involving reaction of an aqueous solution of the Na salt of an amino acid with a solution of the reagent in ethyl acetate, see: Rec. Trav. Chim., 97, 260 (1978), or using triethylamine in THF giving excellent yields without racemization: Can. J. Chem., 60, 1836 (1982). See also Appendix 6.