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MilliporeSigma

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

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$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

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grade

technical

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

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Show Differences

1 of 4

This Item
W34430306808218235
(+)-Valencene technical, ≥70%

75056

(+)-Valencene

Valencene natural, ≥65%

W344303

Valencene

(+)-Valencene analytical standard

06808

(+)-Valencene

(−)-Menthone 90%

218235

(−)-Menthone

assay

≥70%

assay

-

assay

≥80.0% (GC)

assay

90%

Quality Level

100

Quality Level

400

Quality Level

100

Quality Level

100

bp

274 °C (lit.)

bp

274 °C (lit.)

bp

274 °C (lit.)

bp

207-210 °C (lit.)

density

0.92 g/mL at 25 °C (lit.)

density

0.92 g/mL at 25 °C (lit.)

density

0.92 g/mL at 25 °C (lit.)

density

0.893 g/mL at 20 °C (lit.)

refractive index

n20/D 1.504 (lit.)

refractive index

n20/D 1.504 (lit.)

refractive index

n20/D 1.504 (lit.)

refractive index

n20/D 1.45 (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0490
STBL3113
BCCJ3704
BCCD9597
BCCB6449

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