Ацетофенон

Marzipan left in a warm tin. Acetophenone has the almond-cherry sweetness of benzaldehyde but rounder, less volatile, with a hawthorn-floral undertone that drifts toward mimosa.
- Type
- Складник
- Olfactive family
- Гурманські
- Source
- synthetic molecule
- Chemical class
- ketone (aromatic)
Запах
Докладно
Цікавий факт
In 2013, Brian Dias and Kerry Ressler at Emory University conditioned male mice to fear the smell of acetophenone by pairing it with mild footshocks. Their offspring — and their offspring's offspring — showed heightened sensitivity to acetophenone and enlarged olfactory glomeruli for the Olfr151 receptor, despite never encountering the molecule. The study, published in Nature Neuroscience, found CpG hypomethylation of the Olfr151 gene in the sperm of the conditioned males; in vitro fertilisation and cross-fostering experiments indicated that the effect passed through the gametes rather than through upbringing.
Отримання й хімія
Спосіб отримання
Not extracted from natural sources commercially. Industrial acetophenone is a byproduct of the Hock process (cumene oxidation to phenol and acetone), where an alternate rearrangement of isopropylbenzene hydroperoxide yields acetophenone and methanol instead of the expected phenol and acetone. It also forms, alongside 1-phenylethanol, when ethylbenzene hydroperoxide is converted during styrene production. Commercial purity: 98-100%. Inexpensive, bulk-scale production. Melting point 19-20°C means it crystallises in cool storage and must be gently warmed before use.
- Формула
- C8H8O
- CAS
- 98-86-2
- Ботанічна назва
- N/A — synthetic (also found naturally in Castoreum)
- Зовнішній вигляд
- Colorless to pale yellow oily liquid; crystallizes below 20 °C
- Сила запаху
- висока, рекомендовано нюхати в розчині з концентрацією не більше 1,00 %
- Стійкість
- 7 hour(s) at 100.00 %
- Синоніми
- METHYL PHENYL KETONE ACETYLBENZENE
TGSC recommends max 2.0% in fragrance concentrate. ECHA RAC opinion (March 2025): Repr. 1B (H360FD) classification recommended. SCCS final opinion (14 October 2026): safe as a constituent of natural complex substances up to 100 ppm (0.01%) in finished cosmetic products.
- Температура кипіння
- 202.00 to 203.00 °C. @ 760.00 mm Hg
- Температура плавлення
- 19.00 to 20.00 °C. @ 760.00 mm Hg
- Температура спалаху
- 179.00 °F. TCC ( 81.67 °C. )
- Відносна густина
- 1.02500 to 1.03200 @ 25.00 °C.
- Показник заломлення
- 1.53300 to 1.53600 @ 20.00 °C.
У парфумерії
Modifier in almond, cherry-blossom, and hawthorn accords. Acetophenone delivers a softer, more floral version of the almond character that benzaldehyde provides — less cyanide-sharp, more powdery. It functions in the top-to-heart zone (boiling point 202°C, substantivity 7 hours), bridging fruity-sweet openings into floral hearts. In cherry-blossom bases, it rounds out the benzaldehyde core. In hawthorn reconstructions, it is nearly indispensable. It also is a sweet modifier in white-floral and mimosa compositions, contributing a narcotic-edible quality at low dosages (typically below 1% in concentrate). In gourmand ambers, small additions enhance marzipan and nougat effects. The molecule is also a precursor in synthesis: starting material for methyl styryl ketone and various chalcones used in fragrance chemistry. FEMA 2009.