343641
(R)-(+)-Citronellal
technical grade
Synonym(s):
(+)-Citronellal, (3R)-3,7-Dimethyl-6-octenal
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About This Item
Linear Formula:
(CH3)2C=CHCH2CH2CH(CH3)CH2CHO
CAS Number:
Molecular Weight:
154.25
UNSPSC Code:
12352114
NACRES:
NA.22
PubChem Substance ID:
EC Number:
219-194-5
Beilstein/REAXYS Number:
1720791
MDL number:
Form:
liquid
grade
technical grade
form
liquid
refractive index
n20/D 1.448 (lit.)
bp
207 °C (lit.)
density
0.851 g/mL at 25 °C (lit.)
functional group
aldehyde
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
InChI key
NEHNMFOYXAPHSD-SNVBAGLBSA-N
General description
(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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
167.0 °F - closed cup
flash_point_c
75 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Protocols
-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene
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
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 343641-1G | 04061826758281 |
| 343641-5G | 04061826758298 |