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Merck
CN

370142

(S)-(−)-2-Hydroxy-N-methylsuccinimide

97%

Synonym(s):

(S)-(−)-3-Hydroxy-1-methyl-2,5-pyrrolidinedione

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About This Item

Empirical Formula (Hill Notation):
C5H7NO3
CAS Number:
104612-35-3
Molecular Weight:
129.11
PubChem Substance ID:
24863060
UNSPSC Code:
12352005
Beilstein/REAXYS Number:
4350458
MDL number:
MFCD00221501

Key Documents

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Product Name

(S)-(−)-2-Hydroxy-N-methylsuccinimide, 97%

SMILES string

CN1C(=O)C[C@H](O)C1=O

InChI

1S/C5H7NO3/c1-6-4(8)2-3(7)5(6)9/h3,7H,2H2,1H3/t3-/m0/s1

InChI key

NLKACWKSCREJEL-VKHMYHEASA-N

assay

97%

form

solid

optical activity

[α]20/D −75°, c = 3.5 in ethanol

mp

82-87 °C (lit.)

Quality Level

100

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Application

(S)-(-)-2-Hydroxy-N-methylsuccinimide may be used as a chiral auxiliary to enhance the diastereomeric excess of the Diels-Alder adducts formed in asymmetric Diels-Alder reactions.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBG3375V
MKBB0901
08310DH
17418PB
16220CA

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Asymmetric Diels-Alder addition of cyclopentadiene to chiral naphthoquinones.
Brimble MA, et al.
Tetrahedron Asymmetry, 9(7), 1239-1255 (1998)
Novel Potassium-Channel Openers: Preparation and Pharmacological Evaluation of Racemic and Optically Active N-(6-Amino-3-pyridyl)-N'-bicycloalkyl-N''-cyanoguanidine Derivatives
Eda M, et al.
Journal of Medicinal Chemistry, 37(13), 1983-1990 (1994)

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