Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

671711

Sigma-Aldrich

(R)-(−)-N-(2,3-Epoxypropyl)phthalimide

≥99.0% (GC)

Synonym(s):

(R)-N-Glycidylphthalimide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C11H9NO3
CAS Number:
181140-34-1
Molecular Weight:
203.19
MDL number:
MFCD04973349
UNSPSC Code:
12352005
PubChem Substance ID:
24885103
NACRES:
NA.22

Assay

≥99.0% (GC)

form

solid

optical activity

[α]/D -7 to -13°, c = 2.2 in chloroform

mp

100-102 °C

functional group

ether
imide

SMILES string

O=C1N(C[C@@H]2CO2)C(=O)c3ccccc13

InChI

1S/C11H9NO3/c13-10-8-3-1-2-4-9(8)11(14)12(10)5-7-6-15-7/h1-4,7H,5-6H2/t7-/m1/s1

InChI key

DUILGEYLVHGSEE-SSDOTTSWSA-N

Application

(R)-(-)-N-(2,3-Epoxypropyl)phthalimide may be used in the preparation of the following potential chiral solvating agents:[1]
  • 2-[(2R)-2-hydroxy-3-[[(1R)-2-hydroxy-1-phenyl-ethyl]amino]propyl] isoindoline-1,3-dione
  • 2-[(2R)-2-hydroxy-3-[[(1R,2S)-2-hydroxyindan-1-yl]amino]propyl]isoindoline-1,3-dione
  • 2-[(2R)-2-hydroxy-3-[[(1R)-1-(hydroxymethyl)-propyl]amino]propyl] isoindoline-1,3-dione
  • 2-[(2R)-2-hydroxy-3-[[(1S)-1-phenylethyl]-amino]propyl]isoindoline-1,3-dione
It may also be used in the synthesis of 2-((5R)-2-oxo-5-oxazolidinyl) methyl)-1H-isoindole-1,3 (2H)-dione.[2]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCD3771
BCCB3252
BCBM8279V
BCBG2053V
BCBB9881

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A facile synthesis of 2-((5R)-2-oxo-5-oxazolidinyl) methyl)-1H-isoindole-1, 3 (2H)-dione.
Madhusudhan G, et al.
Indian J. Chem. B, 45, 1264-1268 (2006)
Amino alcohol based chiral solvating agents: synthesis and applications in the NMR enantiodiscrimination of carboxylic acids.
Bozkurt S, et al.
Tetrahedron Asymmetry, 22(5), 541-549 (2011)

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service