| Weight | 192.302 g/mol |
|---|---|
| Formula | C13H20O |
| Hydrogen Acceptors | 1 |
| Hydrogen Donors | 0 |
| Aromatic Rings | 0 |
| Rotatable Bonds | 2 |
alpha-Damascone (43052-87-5, 24720-09-0)
1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butenone · TMCHB
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- Synthesis of (R)-(+)- and (S)-(-)-.alpha.-damascone by tandem Grignard reaction-enantioselective protonation: evidence for the intermediacy of a chiral complex (Journal of the American Chemical Society, 1988)
- Transformation of .alpha.- and .beta.-ionones into .alpha.- and .beta.-damascone and .beta.-damascenone using allylsilane chemistry (Journal of Organic Chemistry, 1990)
- New synthetic methods for .gamma.-geraniol, boll weevil pheromone, and .alpha.-damascone employing 2-(hydroxymethyl)-4-(phenylthio)-1-butene as a building block (Journal of Organic Chemistry, 1984)
- TMCHB: a possible alternative to DNCB in skin testing for immune competence (Contact Dermatitis, 1988)
- Conformational studies of 3-hydroxy-.alpha.-damascone by nuclear Overhauser effect nuclear magnetic resonance experiments (Journal of Agricultural and Food Chemistry, 1991)
- Alpha-decalones with damascone-woody odor (2006)
-
Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butenone
- TMCHB
-
SMILESCC=CC(=O)C1C(=CCCC1(C)C)C
-
InChIKeyCRIGTVCBMUKRSL-UHFFFAOYSA-N
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Synthesis
CROTONONITRILE
+
Reactant
(Grignard carbonyl)
acetaldehyde
+
Reactant
(Wittig)
Reactant
+
1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide
(Nicolaou IBX dehydrogenation)
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alpha-Damascone
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