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343641

Sigma-Aldrich

(R)-(+)-Citronellal

technical grade

Synonym(e):

(+)-Citronellal, (3R)-3,7-Dimethyl-6-octenal

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About This Item

Lineare Formel:
(CH3)2C=CHCH2CH2CH(CH3)CH2CHO
CAS-Nummer:
2385-77-5
Molekulargewicht:
154.25
Beilstein:
1720791
EG-Nummer:
219-194-5
MDL-Nummer:
MFCD00067089
UNSPSC-Code:
12352114
PubChem Substanz-ID:
24861185
NACRES:
NA.22

Qualität

technical grade

Form

liquid

Brechungsindex

n20/D 1.448 (lit.)

bp

207 °C (lit.)

Dichte

0.851 g/mL at 25 °C (lit.)

SMILES String

C[C@H](CC\C=C(\C)C)CC=O

InChI

1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3/t10-/m1/s1

InChIKey

NEHNMFOYXAPHSD-SNVBAGLBSA-N

Verwandte Kategorien

Allgemeine Beschreibung

(R)-(+)-Citronellal is a monoterpenoid aldehyde. It is a chiral organic compound used as a building block in organic synthesis to prepare various chiral compounds. It is also used as a chiral catalyst or ligand in asymmetric reactions.

Anwendung

(R)-(+)-Citronellal can be used as a reactant to synthesize various compounds such as L-menthol, caparratriene, and chalcogen-containing nitrone derivatives.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

167.0 °F - closed cup

Flammpunkt (°C)

75 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Analysenzertifikate (COA)

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Xiangxian Ying et al.
Molecules (Basel, Switzerland), 24(6) (2019-03-21)
The members of the Old Yellow Enzyme (OYE) family are capable of catalyzing the asymmetric reduction of (E/Z)-citral to (R)-citronellal-a key intermediate in the synthesis of L-menthol. The applications of OYE-mediated biotransformation are usually hampered by its insufficient enantioselectivity and
Walter S Leal et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(46), 18704-18709 (2013-10-30)
The southern house mosquito, Culex quinquefasciatus, has one of the most acute and eclectic olfactory systems of all mosquito species hitherto studied. Here, we used Illumina sequencing to identify olfactory genes expressed predominantly in antenna, mosquito's main olfactory organ. Less
Alina Mariana Balu et al.
Organic & biomolecular chemistry, 8(12), 2845-2849 (2010-05-01)
The selective conversion of citronellal to menthols, with good diastereoselectivities to (-)-menthol for the case of (+)-citronellal as starting material, can effectively be carried out in a one-step reaction under microwave irradiation catalysed by supported nanoparticles on mesoporous materials. 2%
Gabriele Siedenburg et al.
Applied and environmental microbiology, 78(4), 1055-1062 (2011-12-14)
The biosynthesis of cyclic monoterpenes (C(10)) generally requires the cyclization of an activated linear precursor (geranyldiphosphate) by specific terpene cyclases. Cyclic triterpenes (C(30)), on the other hand, originate from the linear precursor squalene by the action of squalene-hopene cyclases (SHCs)
Marisa Belicchi-Ferrari et al.
Journal of inorganic biochemistry, 104(2), 199-206 (2009-12-08)
This paper reports the syntheses and characterization of ethylmorpholine substituted citronellal thiosemicarbazone copper(II) and nickel(II) metal complexes. The compounds were characterized through elemental analyses and spectroscopic (IR, UV-Vis, NMR, MS) methods. The X-ray analysis of the two complexes shows that
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