alpha-Thujone

Base Information

Chemical Name:alpha-Thujone
CAS No.:546-80-5
Molecular Formula:C₁₀H₁₆O
Molecular Weight:152.236
Hs Code.:2914290090
Metabolomics Workbench ID:28171
NSC Number:93742
Wikidata:Q104253259
Wikipedia:Thujone
Mol file:546-80-5.mol

Synonyms:(+)-thujone;(-)-thujone;3-isothujone;3-thujanone;alpha, beta-thujone;alpha-thujone;beta-thujone;beta-thujone, (1alpha,4alpha,5alpha)-isomer;beta-thujone, (1S-(1alpha,4alpha,5alpha))-isomer;beta-thujone, 1S-(1alpha,4beta,5alpha)-isomer;cis-thujone;thujone

Suppliers and Price of alpha-Thujone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
α-Thujone
0.5ml
$ 130.00

Sigma-Aldrich
(?)-α-Thujone ≥96.0% (GC)
5ml
$ 269.00

Sigma-Aldrich
(?)-α-Thujone ≥96.0% (GC)
1ml
$ 72.40

Chem-Impex
(1S,4R)-1-Isopropyl-4-methylbicyclo[3.1.0]hexan-3-one,96%(GC) 96%(GC)
5ML
$ 276.64

Chem-Impex
(1S,4R)-1-Isopropyl-4-methylbicyclo[3.1.0]hexan-3-one,96%(GC) 96%(GC)
1ML
$ 68.32

Apolloscientific
(1S,4R,5R)-1-Isopropyl-4-methyl-bicyclo[3.1.0]hexan-3-one 95%
1g
$ 232.00

Apolloscientific
(1S,4R,5R)-1-Isopropyl-4-methyl-bicyclo[3.1.0]hexan-3-one 95%
5g
$ 863.00

American Custom Chemicals Corporation
ALPHA-(-)-THUJONE 95.00%
10G
$ 890.00

American Custom Chemicals Corporation
ALPHA-(-)-THUJONE 95.00%
5G
$ 765.00

American Custom Chemicals Corporation
ALPHA-(-)-THUJONE 95.00%
1G
$ 646.25

Total 64 raw suppliers

Chemical Property of alpha-Thujone

Chemical Property:

Appearance/Colour:Colorless or almost colorless liquid with a menthol- like odor (Albert-Puleo, 1978; Budavari, 1996)
Melting Point:181℃
Refractive Index:n20/D 1.450
Boiling Point:84-86 °C17 mm Hg(lit.)
Flash Point:148 °F
PSA：17.07000
Density:0.914 g/mL at 20 °C(lit.)
LogP:2.25760
Storage Temp.:2-8°C
XLogP3:2.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:152.120115130
Heavy Atom Count:11
Complexity:207

Purity/Quality:

99%, ^*data from raw suppliers

α-Thujone ^*data from reagent suppliers

Safty Information:

Pictogram(s): Toxic by ingestion.
Hazard Codes:Xn
Statements: 22
Safety Statements: 23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC1C2CC2(CC1=O)C(C)C
Isomeric SMILES:C[C@@H]1[C@@H]2C[C@]2(CC1=O)C(C)C
Uses α-Thujone is a GABA modulator and a genotoxic compound found in plants used in traditional medicines in developing countries.

Technology Process of alpha-Thujone

There total 29 articles about alpha-Thujone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

: 21653-20-3
(-)-3-thujol

: 1125-12-8,546-80-5
(-)-α-thujone

Guidance literature:: With jones reagent; In acetone; at 0 ℃; for 0.0833333h;
DOI:10.1016/S0040-4020(01)97203-5

Reference yield: 60.0%

: 191861-60-6
(1S,4R,5R)-3-Benzenesulfonyl-1-isopropyl-4-methyl-bicyclo[3.1.0]hexane

: 1125-12-8,546-80-5
(-)-α-thujone

Guidance literature:: With n-butyllithium; MoO₅*pyridine*HMPA; diisopropylamine; In tetrahydrofuran; at -78 ℃; 1.) 5 min; 2.) 20 min;
DOI:10.1002/hlca.19970800302

Reference yield: 38.0%

: (+)-1-isopropylbicyclo[3.1.0]hexan-3-one

: 74-88-4
methyl iodide

: 1125-12-8,546-80-5
(-)-α-thujone

Guidance literature:: (+)-1-isopropylbicyclo[3.1.0]hexan-3-one; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;

methyl iodide; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; toluene; at -78 ℃; for 2h;
DOI:10.1039/c6cc05376a