All Photos(1)

569763

Sigma-Aldrich

(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride

97%

Empirical Formula (Hill Notation):
C13H18N2O · HCl
CAS Number:
Molecular Weight:
254.76
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

optical activity

[α]20/D -67°, c = 1 in H2O

mp

157-161 °C (lit.)

SMILES string

Cl.CN1C(=O)[C@H](Cc2ccccc2)NC1(C)C

InChI

1S/C13H18N2O.ClH/c1-13(2)14-11(12(16)15(13)3)9-10-7-5-4-6-8-10;/h4-8,11,14H,9H2,1-3H3;1H/t11-;/m0./s1

InChI key

YIYFEXGDFJLJGM-MERQFXBCSA-N

Packaging

2 g in glass bottle
500 mg in glass insert

Application

Metal-free OrganoCatalyst technology for asymmetric catalysis. Catalyzes asymmetric Diels-Alder reactions, 1,3-dipolar additions and pyrrole alkylations in high enantiomeric excess.
Used in first highly enantioselective organocatalytic Diels-Alder reaction and 1,3-dipolar addition.

Legal Information

U.S. Pat. 6,369,243 and related patents apply. For research purposes only.

Storage Class Code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Ahrendt, K. A. et al
Journal of the American Chemical Society, 122, 4243-4243 (2000)
New strategies in organic catalysis: the first enantioselective organocatalytic Friedel-Crafts alkylation.
N A Paras et al.
Journal of the American Chemical Society, 123(18), 4370-4371 (2001-07-18)
Jen, W. S. et al
Journal of the American Chemical Society, 122, 9874-9874 (2000)

Articles

Macmillan Imidazolidinone Organocatalysts

In collaboration with Materia, Inc., we are pleased to offer six imidazolidinone OrganoCatalysts™.

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

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