Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

75056

Sigma-Aldrich

(+)-Valencene

technical, ≥70%

Synonym(s):

(3R,4aS,5R)-4a,5-Dimethyl-3-isopropenyl-1,2,3,4,4a,5,6,7-octahydronaphthalene

Sign Into View Organizational & Contract Pricing

Select a Size

10 G
$139.00
50 G
$362.00

$139.00

Available to ship onApril 29, 2025Details

Request a Bulk Order
All Photos(1)

Select a Size

Change View
10 G
$139.00
50 G
$362.00

About This Item

Empirical Formula (Hill Notation):
C15H24
CAS Number:
4630-07-3
Molecular Weight:
204.35
Beilstein/REAXYS Number:
3539153
EC Number:
225-047-6
MDL number:
MFCD00075884
UNSPSC Code:
12352002
PubChem Substance ID:
57652542
NACRES:
NA.22

$139.00

Available to ship onApril 29, 2025Details

Request a Bulk Order

grade

technical

Quality Level

100

assay

≥70%

form

liquid

optical activity

[α]20/D +100±25°, neat

refractive index

n20/D 1.504 (lit.)

bp

274 °C (lit.)

density

0.92 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C[C@@H]1CCC=C2CC[C@H](C[C@@]12C)C(C)=C

InChI

1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3/t12-,13-,15+/m1/s1

InChI key

QEBNYNLSCGVZOH-NFAWXSAZSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

(+)-Valencene is a sesquiterpene, which contains decalin framework and two methyl-bearing stereocenters. It is an aroma component of citrus fruit.[1][2]

Application

(+)-Valencene can be used as a precursor to prepare:
  • (+)-Nootkatone (a sesquiterpene) by dark singlet oxygenation.[1]
  • Benzoyloxyvalencene by reacting with tert-butyl peroxy benzoate via Kharasch−Sosnovsky allylic oxidation method.[3]
  • (+)-Lineariifolianone, a natural product.[2]

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H304

Hazard Classifications

Asp. Tox. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SDBB0490
STBL3113
BCCJ3704
BCCD9597
BCCB6449

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

CitAP2. 10 activation of the terpene synthase CsTPS1 is associated with the synthesis of (+)-valencene in 'Newhall'orange.
Shen SL, et al.
Journal of Experimental Botany, 67(14), 4105-4115 (2016)
One-pot synthesis of (+)-nootkatone via dark singlet oxygenation of valencene: The triple role of the amphiphilic molybdate catalyst
Hong B, et al.
Catalysts, 6(12), 184-184 (2016)
Synthesis of (+)-Lineariifolianone and Related Cyclopropenone-Containing Sesquiterpenoids
Reber KP, et al.
The Journal of Organic Chemistry, 84(9), 5524-5534 (2019)
One-Pot Synthesis of (+)-Nootkatone via Dark Singlet Oxygenation of Valencene: The Triple Role of the Amphiphilic Molybdate Catalyst.
Hong B, et al.
Catalysts, 6(12), 184-184 (2016)
Optimization by Response Surface Methodology (RSM) of the Kharasch-Sosnovsky Oxidation of Valencene
Garcia-Cabeza AL, et al.
Organic Process Research & Development, 19(11), 1662-1666 (2015)
View All Related Papers

Protocols

GC Analysis of Sweet Orange Essential Oil on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 µm), Fast GC Analysis

-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

Questions

Reviews

No rating value

Active Filters

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