Цис-3-гексенілсаліцилат
Cut grass left in warm sun, slowly turning sweet. A green note that refuses to leave — the salicylate anchor holds the freshness of leaf alcohol deep into a fragrance's heart, where green normally cannot survive.
- Type
- Складник
- Olfactive family
- Ароматичні
- Source
- synthetic molecule
- Chemical class
- ester (salicylate)
Запах
Докладно
Цікавий факт
Benzyl salicylate is one of the 26 fragrance allergens requiring individual labelling in the EU under Regulation 1223/2009. Cis-3-hexenyl salicylate carries no such obligation, which has driven its adoption as a functional substitute — offering comparable fixative and blending properties with an added green dimension and no allergen declaration on the ingredient list.
Отримання й хімія
Спосіб отримання
Fully synthetic. Two principal routes: (1) direct esterification of cis-3-hexenol (CAS 928-96-1) with salicylic acid under acid catalysis, or (2) transesterification from methyl salicylate and cis-3-hexenol using dibutyltin diacetate catalyst at 140-170°C under gradually reduced pressure, distilling off methanol. The transesterification route achieves yields of approximately 90-92%. The compound exists naturally in trace quantities in carnation absolute (Dianthus caryophyllus), but extraction yields are negligible — all commercial material is synthetic.
- Формула
- C13H16O3
- CAS
- 65405-77-8
- Ботанічна назва
- N/A — synthetic aroma chemical
- Зовнішній вигляд
- Colourless to pale yellow liquid with a fresh green-floral odour
- Стійкість
- 216 hour(s) at 100.00 %
- Синоніми
- CIS-3-HEXENYL 2-HYDROXYBENZOATE
Not subject to an IFRA Standard (51st Amendment)
- Температура кипіння
- 145.00 °C. @ 5.00 mm Hg
- Температура плавлення
- 139.00 °C. @ 760.00 mm Hg
- Температура спалаху
- 230.00 °F. TCC ( 110.00 °C. )
- Відносна густина
- 0.99500 to 1.07000 @ 25.00 °C.
- Показник заломлення
- 1.51700 to 1.52500 @ 20.00 °C.
У парфумерії
Heart-to-base green modifier and fixative. CAS 65405-77-8. The primary function is extending green character into the middle and late stages of a composition — a structural problem that leaf alcohol alone cannot solve due to its extreme volatility. Operates as a blender and floraliser across virtually every fragrance family: fougères (where it reinforces the green-herbal axis alongside coumarin and lavender), white florals (where it adds naturalness to synthetic muguet or jasmine reconstructions), and marine-solar accords (where the metallic-mineral quality creates unusual concrete textures). Increasingly used as a drop-in replacement for benzyl salicylate in formulas affected by EU allergen labelling requirements — it provides comparable fixative power and blending softness without triggering mandatory declaration. Functions well alongside other salicylates (hexyl salicylate, amyl salicylate) and pairs effectively with Hedione, dihydromyrcenol, and ISO E Super for modern transparent compositions.
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