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93192

Sigma-Aldrich

α-Ceton

odorant used in allergy studies

Synonym(e):

3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-Buten-2-on, α-Ceton, Isomethyl-α-ionone

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About This Item

Empirische Formel (Hill-System):
C14H22O
CAS-Nummer:
127-51-5
Molekulargewicht:
206.32
EG-Nummer:
204-846-3
MDL-Nummer:
MFCD00034582
UNSPSC-Code:
12352200
PubChem Substanz-ID:
57653524
NACRES:
NA.52

Qualität

for molecular biology

Form

liquid

Zusammensetzung

iso-ɑ-methylionone, ≥85%
iso-β-methylionone, ≤10%

Dichte

0.93 g/mL at 20 °C (lit.)

Lagertemp.

room temp

SMILES String

CC(=O)C(\C)=C\C1C(C)=CCCC1(C)C

InChI

1S/C14H22O/c1-10-7-6-8-14(4,5)13(10)9-11(2)12(3)15/h7,9,13H,6,8H2,1-5H3/b11-9+

InChIKey

JRJBVWJSTHECJK-PKNBQFBNSA-N

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Allgemeine Beschreibung

3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one is fragrant sensitizer added frequently to deodorants and perfumes. It is one of the allergens responsible for axillary dermatitis.

Anwendung

Suitable for
  • contact sensitization studies to identify allergens present in cosmetic preparations
  • elucidation of molecular pathways related to allergic reactions
  • analytical standard

Piktogramme

Environment
GHS09

H-Sätze

H411

Gefahreneinstufungen

Aquatic Chronic 2

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 2

Flammpunkt (°F)

230.5 °F - closed cup

Flammpunkt (°C)

110.3 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves

Analysenzertifikate (COA)

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β-Ionon 96%

Sigma-Aldrich

I12603

β-Ionon

Valerie T Politano et al.
International journal of toxicology, 31(6), 595-601 (2013-01-04)
Alpha-iso-methylionone (AIM), a fragrance ingredient, was evaluated for systemic toxicity in rats. Male and female Sprague Dawley rats were administered 0, 5, 30, or 500 mg/kg/d AIM via gavage for 90 days. Statistically significant changes in blood chemistry parameters (reduced
A Lapczynski et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 45 Suppl 1, S280-S289 (2007-11-27)
A toxicologic and dermatologic review of alpha-iso-methylionone when used as a fragrance ingredient is presented.
Susumu Ishizaki et al.
Bioscience, biotechnology, and biochemistry, 68(5), 1164-1166 (2004-06-01)
The main biodegradation product of (+/-)-alpha-isomethylionone (2) with standard activated sludge was characterized as (+/-)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)propan-2-one (1) by its analysis and synthesis. Both enantiomers (1a and 1b) of 1 were synthesized by starting from (R)- and (S)-2,4,4-trimethyl-2-cyclohexen-1-ol (3a and 3b), respectively.
Valerie T Politano et al.
International journal of toxicology, 26(3), 271-276 (2007-06-15)
Alpha-iso-methylionone, a widely used fragrance ingredient, was evaluated for developmental toxicity in presumed pregnant Sprague-Dawley rats (25/group). Oral dosages of 0, 3, 10, or 30 mg/kg/day alpha-iso-methylionone in corn oil were administered by gavage on gestational days 7 to 17.
Susun An et al.
Contact dermatitis, 53(6), 320-323 (2005-12-21)
The purpose of this study is to determine the frequency of responses to selected fragrances in patients with suspected fragrance allergy and to evaluate the risk factors. 9 dermatology departments of university hospitals have participated in this study for the
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