2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene

Synonym(s):(±)-Theaspirane;2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene

CAS NO.：36431-72-8
Empirical Formula: C13H22O
Molecular Weight: 194.31
MDL number: MFCD00085214
EINECS: 253-031-9
SAFETY DATA SHEET (SDS)
Update Date: 2024-07-19 18:29:52

2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene Structural

What is 2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene?

Description

Theaspirane is a pale yellow liquid, soluble in alcohol or propylene glycol. It has a typical black tea aroma, sweet taste, and mixed aroma characteristics such as fruity and woody aromas. Theaspirane is a high-grade monomeric fragrance widely used internationally.

Chemical properties

Theaspirane is fruity, woody, sweetish and ionone-like camphoraceous.

Occurrence

Reported found in Vitis vinifera L., raspberry (Rubus idaecus L.), white wine, black tea, yellow passion fruit juice, yellow passion fruit, grape, quince, cherimoya (Annona cherimola) and black chokeberry (Aronia melanocarpa Ell.).

Characteristics

1. Found in tobacco leaves.
2. Naturally present in yellow egg fruit, sweet-scented osmanthus, raspberry.
3. The tea spiro in tobacco comes from the degradation of carotene.
4. There are two isomers, one is woody, camphor aroma, and the other is naphthalene-like smell.

Definition

ChEBI: Theaspirane is a norisoprenoid with forumula C13H22O that is a flavour component found in various essential oils such as raspberry oil and passion fruit oil. It has a role as a fragrance, a flavouring agent and a volatile oil component. It is an oxaspiro compound, a volatile organic compound, a norisoprenoid and an olefinic compound.

Aroma threshold values

Aroma characteristics at 1.0%: cooling minty, woody pine-like, mentholic, camphorous with a slight green ethereal nuance.

Taste threshold values

Taste characteristics at 10 ppm: cooling green, mentholic, woody pine and cedar-like with an herbal nuance.

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 4637, 1985 DOI: 10.1016/S0040-4039(00)98772-0

Biochem/physiol Actions

Odor at 1.0%

Properties of 2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene

Boiling point:	68-72 °C3 mm Hg(lit.)
Density	0.931 g/mL at 25 °C(lit.)
refractive index	n20/D 1.438(lit.)
FEMA	3774 \| THEASPIRANE
Flash point:	195 °F
storage temp.	Sealed in dry,Room Temperature
solubility	Chloroform (Slightly), Ethyl Acetate (Slightly)
form	Oil
color	Colourless
Odor	at 1.00 % in dipropylene glycol. tea herbal green wet tobacco leaf metallic woody spicy
JECFA Number	1238
BRN	1424383
CAS DataBase Reference	36431-72-8(CAS DataBase Reference)
EPA Substance Registry System	1-Oxaspiro[4.5]dec-6-ene, 2,6,10,10-tetramethyl- (36431-72-8)