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343641

Sigma-Aldrich

(R)-(+)-Citronellal

technical grade

Synonyme(s) :

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

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About This Item

Formule linéaire :
(CH3)2C=CHCH2CH2CH(CH3)CH2CHO
Numéro CAS:
2385-77-5
Poids moléculaire :
154.25
Numéro Beilstein :
1720791
Numéro CE :
219-194-5
Numéro MDL:
MFCD00067089
Code UNSPSC :
12352114
ID de substance PubChem :
24861185
Nomenclature NACRES :
NA.22

Qualité

technical grade

Niveau de qualité

100

Forme

liquid

Indice de réfraction

n20/D 1.448 (lit.)

Point d'ébullition

207 °C (lit.)

Densité

0.851 g/mL at 25 °C (lit.)

Chaîne SMILES 

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

Clé InChI

NEHNMFOYXAPHSD-SNVBAGLBSA-N

Catégories apparentées

Description générale

(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.

Application

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

167.0 °F - closed cup

Point d'éclair (°C)

75 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificats d'analyse (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
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
M S Melo et al.
Pharmaceutical biology, 48(4), 411-416 (2010-07-22)
Citronellal is a monoterpene reported to be a major component of the essential oils in various aromatic species of plants. The present study evaluated the central nervous system depressant and antinociceptive properties of citronellal through behavioral experimental models. Following intraperitoneal
Lucindo Quintans-Júnior et al.
Journal of medicinal food, 14(6), 630-639 (2011-04-13)
Citronellal (CT) is a monoterpenoid and the major constituent of the mixture of terpenoids that give the citronella oil its lemon scent. Citronella oil is widely used around the world for various purposes and is mainly obtained from plants of
Lucindo José Quintans-Júnior et al.
Journal of orofacial pain, 24(3), 305-312 (2010-07-29)
To evaluate the antinociceptive effects of citronellal (CTL) on formalin-, capsaicin-, and glutamate-induced orofacial nociception in mice and to investigate whether such effects might involve a change in neural excitability. Male mice were pretreated with CTL (50, 100, and 200
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