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

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

Odor Type

herbal

JECFA Number

1238

BRN 

1424383

LogP

4.14

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)

Safety Information

Safety Statements 

24/25

WGK Germany 

2

HS Code 

2932190090

MSDS

• Language:English Provider:SigmaAldrich

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

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%

2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene(36431-72-8)Related Product Information

• Methyl bromide
• Iodoethane
• Squalane
• PRISTANE
• Cyclooctane
• Cyclopentane
• NAPHTHENIC ACID
• N-NONANE
• 1-PHENYLHEXANE
• Adamantane
• Phenylsilane
• 2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene
• 2-METHYL-2-CYCLOHEXEN-1-OL
• (2R,5R)-2α,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene
• (2S,5S)-2β,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene
• (2R,5S)-2α,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene
• (2S)-8-Ethoxy-2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene
• (2S,5R)-2β,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene