379107

Sigma-Aldrich

3-(Dimethylamino)-5,5-dimethyl-2-cyclohexen-1-one

99%

Empirical Formula (Hill Notation):
C10H17NO
CAS Number:
Molecular Weight:
167.25
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

mp

95-96 °C (lit.)

SMILES string

CN(C)C1=CC(=O)CC(C)(C)C1

InChI

1S/C10H17NO/c1-10(2)6-8(11(3)4)5-9(12)7-10/h5H,6-7H2,1-4H3

InChI key

XHNTVKASLQLNFM-UHFFFAOYSA-N

Application

3-(Dimethylamino)-5,5-dimethyl-2-cyclohexen-1-one may be used for trapping the o-quinone methide intermediate, formed during the photolysis of the quinones.

Packaging

5 g in glass bottle

Certificate of Analysis

Certificate of Origin

Yugang Chen et al.
The Journal of organic chemistry, 71(16), 6053-6060 (2006-07-29)
Upon exposure to visible light, 2-pyrrolidino-substituted 3,6-dimethyl-1,4-benzoquinones photocyclize to give benzoxazolines with quantum yields of 0.07-0.10 in CH2Cl2, 0.02-0.04 in CH3CN, and <0.01 in 30% aq CH3CN. With carboxylate or phenolate leaving groups incorporated via coupling to a 5-hydroxymethyl group...

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