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Merck

59574

Supelco

α-Damascone

analytical standard

Sinónimos:

1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, 2,6,6-Trimethyl-1-crotonyl-2-cyclohexene

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About This Item

Fórmula empírica (notación de Hill):
C13H20O
Número de CAS:
Peso molecular:
192.30
Beilstein/REAXYS Number:
2208705
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

assay

≥95.0% (GC)

shelf life

limited shelf life, expiry date on the label

refractive index

n20/D 1.490-1.500

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

SMILES string

CC1=CCCC(C)(C)C1C(/C=C/C)=O

InChI

1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7-8,12H,6,9H2,1-4H3/b7-5+

InChI key

CRIGTVCBMUKRSL-FNORWQNLSA-N

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General description

α-Damascone, a C13 norterpenoid is an important fragrance compound used in perfume industries due to its characteristic floral-fruity, rose-like odor. Commercially α-damascone is used in cosmetics, personal care products, detergents, etc.

Application

α-Damascone may be used as an analytical reference standard for the determination of the analyte in consumer products by gas chromatography-mass spectrometry.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Principles and methodology for identification of fragrance allergens in consumer products
Gimenez-Arnau A, et al.
Contact Dermatitis, 47(6), 345-352 (2002)
Marcella Bovolenta et al.
The Journal of organic chemistry, 69(25), 8959-8962 (2004-12-04)
An efficient highly enantioselective (ee > or =99%) synthesis of alpha-ionone and alpha-damascone is described. Both enantiomers of title compounds were synthesized through two straightforward pathways diverging from enantiopure (R)- or (S)-alpha-cyclogeraniol. These versatile building blocks were obtained by regioselective

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