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663069

Sigma-Aldrich

(5R)-(+)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride

97%

Synonym(s):

(5R)-2,2,3-Trimethyl-5-phenylmethyl-4-imidazolidinone monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C13H19ClN2O
CAS Number:
Molecular Weight:
254.76
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

optical activity

[α]20/D +67°, c = 1 in H2O

mp

157-161 °C

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-;/m1./s1

InChI key

YIYFEXGDFJLJGM-RFVHGSKJSA-N

Application

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jen, W. S. et al
Journal of the American Chemical Society, 122, 9874-9874 (2000)
Ahrendt, K. A. et al
Journal of the American Chemical Society, 122, 4243-4243 (2000)

Articles

Discover Professor David MacMillan's groundbreaking metal-free asymmetric catalysis using imidazolidinone-based organocatalysts for versatile transformations.

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