Skip to Content
MilliporeSigma
All Photos(1)

Documents

89230

Sigma-Aldrich

α,β-Thujone

technical, ~70% α-thujone basis, ~10% β-thujone basis

Synonym(s):

(−)-1-Isopropyl-4-methylbicyclo[3.1.0]hexan-3-one

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
76231-76-0
Molecular Weight:
152.23
MDL number:
MFCD00135597
UNSPSC Code:
12352100
PubChem Substance ID:
57653335
NACRES:
NA.22

grade

technical

form

liquid

composition

α-thujone, ~70%
β-thujone, ~10%

refractive index

n20/D 1.455 (lit.)
n20/D 1.46

bp

84-86 °C/17 mmHg (lit.)

density

0.925 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)[C@@]12C[C@@H]1[C@@H](C)C(=O)C2.CC(C)[C@@]34C[C@@H]3[C@H](C)C(=O)C4

InChI

1S/2C10H16O/c2*1-6(2)10-4-8(10)7(3)9(11)5-10/h2*6-8H,4-5H2,1-3H3/t7-,8+,10-;7-,8-,10+/m01/s1

InChI key

AKPBIVZAUPVDMO-APEKEWONSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

α,β-Thujone can be used as a chiral synthon in the total synthesis of (+)-β-cyperone and several bicyclo[3.n.1] alkanone systems.

Preparation Note

isolated from natural oil of cedar-leaves

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

No data available

flash_point_c

No data available

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synergistic Catalysis: Metal/Proton?Catalyzed Cyclization of Alkynones Toward Bicyclo [3. n. 1] alkanones.
Zhu S, et al.
Angewandte Chemie (International Edition in English), 54(32), 9414-9418 (2015)
The chemistry of thujone. III. Thujone as a chiral synthon for the preparation of sesquiterpenes. Synthesis of (+)-β-cyperone.
Kutney J P, et al.
Canadian Journal of Chemistry, 58(23), 2641-2644 (1980)
Jin-Young Lee et al.
Reproduction (Cambridge, England), 159(6), 745-756 (2020-04-03)
α,β-Thujone is a natural terpenoid found in many medicinal herbs, such as Artemisia absinthium (wormwood), that exhibits antioxidant, anti-diabetic, and anti-tumorigenic effects. α,β-Thujone has numerous functions; it serves as a food ingredient, cosmetic additive, and medicinal remedy. Although the therapeutic

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service