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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:
Poids moléculaire :
154.25
Numéro Beilstein :
1720791
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352114
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Qualité

technical grade

Niveau de qualité

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

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

Mention d'avertissement

Warning

Mentions de danger

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


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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
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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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