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250716

Sigma-Aldrich

Geranylacetone

Synonym(s):

6,10-Dimethyl-5,9-undecadien-2-one

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2CH2COCH3
CAS Number:
3796-70-1
Molecular Weight:
194.31
Beilstein/REAXYS Number:
1722277
EC Number:
223-269-8
MDL number:
MFCD00008910
UNSPSC Code:
12352100
PubChem Substance ID:
24855069

impurities

mixture of cis and trans isomer

refractive index

n20/D 1.467 (lit.)

bp

254-258 °C (lit.)

density

0.873 g/mL at 25 °C (lit.)

SMILES string

C\C(C)=C\CC\C(C)=C\CCC(C)=O

InChI

1S/C13H22O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h7,9H,5-6,8,10H2,1-4H3/b12-9+

InChI key

HNZUNIKWNYHEJJ-FMIVXFBMSA-N

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
38396EM
24596PK
34896MK
68996JK
68796JK

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Ângelo C Salvador et al.
Journal of agricultural and food chemistry, 64(26), 5428-5438 (2016-06-28)
The integration of plant metabolomics to support preharvest fruit development studies can provide important insights into the biochemical mechanisms involved and lately support producers on harvesting management. A metabolomic-based strategy for fingerprinting of volatile terpenoids and norisoprenoids from Sambucus nigra
Andrew J Simkin et al.
The Plant journal : for cell and molecular biology, 40(6), 882-892 (2004-12-09)
Volatile terpenoid compounds, potentially derived from carotenoids, are important components of flavor and aroma in many fruits, vegetables and ornamentals. Despite their importance, little is known about the enzymes that generate these volatiles. The tomato genome contains two closely related
Jesús F Arteaga et al.
Organic letters, 10(9), 1723-1726 (2008-04-03)
The first total synthesis of (-)-achilleol B was achieved using a convergent approach with a longest linear sequence of 14 steps. Three key steps were employed, including an enantioselective Robinson annelation for the construction of the bicyclic moiety. The monocyclic
Mark Bruno et al.
Journal of experimental botany, 67(21), 5993-6005 (2016-11-05)
The Arabidopsis carotenoid cleavage dioxygenase 4 (AtCCD4) is a negative regulator of the carotenoid content of seeds and has recently been suggested as a candidate for the generation of retrograde signals that are thought to derive from the cleavage of
Olusola Lamikanra et al.
Journal of agricultural and food chemistry, 50(14), 4043-4047 (2002-06-27)
Changes in volatile aroma constituents of fresh-cut cantaloupe melon with storage were determined by headspace solid-phase microextraction gas chromatography-mass spectrometry. The compounds isolated from the fruit immediately after cutting were predominantly aliphatic and aromatic esters. Storage of fruit at 4
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