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663085

Sigma-Aldrich

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

97%

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Synonym(s):
(5S)-2,2,3-Trimethyl-5-phenylmethyl-4-imidazolidinone dichloroacetic acid
Empirical Formula (Hill Notation):
C15H20Cl2N2O3
CAS Number:
Molecular Weight:
347.24
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

97%

mp

122-126 °C

SMILES string

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

InChI

1S/C13H18N2O.C2H2Cl2O2/c1-13(2)14-11(12(16)15(13)3)9-10-7-5-4-6-8-10;3-1(4)2(5)6/h4-8,11,14H,9H2,1-3H3;1H,(H,5,6)/t11-;/m0./s1

InChI key

YZRAPAXOLQHZSE-MERQFXBCSA-N

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This Item
DX0657D54702663069
vibrant-m

DX0657

Dichloroacetic Acid

vibrant-m

D54702

Dichloroacetic acid

assay

97%

assay

-

assay

≥99%

assay

97%

mp

122-126 °C

mp

-4 °C

mp

9-11 °C (lit.)

mp

157-161 °C

Application

Utilized in the first example of organocatalytic enantioselective α-fluorination of aldehydes.

Legal Information

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

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Teresa D Beeson et al.
Journal of the American Chemical Society, 127(24), 8826-8828 (2005-06-16)
The first direct enantioselective catalytic alpha-fluorination of aldehydes has been accomplished. The use of enamine catalysis has provided a new organocatalytic strategy for the enantioselective fluorination of aldehydes to generate alpha-fluoro aldehydes, an important chiral synthon for medicinal agent synthesis.

Articles

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

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