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Merck

62118

(R)-(+)-Limonene

analytical standard

Sinónimos:

(+)-p-Mentha-1,8-diene, (+)-Carvene, (R)-4-Isopropenyl-1-methyl-1-cyclohexene

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About This Item

Fórmula empírica (notación de Hill):
C10H16
Número CAS:
5989-27-5
Peso molecular:
136.23
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329759707
EC Number:
227-813-5
Beilstein/REAXYS Number:
2204754
MDL number:
MFCD00062991

Nombre del producto

(R)-(+)-Limonene, analytical standard

InChI key

XMGQYMWWDOXHJM-JTQLQIEISA-N

InChI

1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1

SMILES string

CC(=C)[C@@H]1CCC(C)=CC1

grade

analytical standard

vapor density

4.7 (vs air)

vapor pressure

<3 mmHg ( 14.4 °C)

assay

≥99.0% (sum of enantiomers, GC)

optical activity

[α]20/D +115.5±1°, c = 10% in ethanol

shelf life

limited shelf life, expiry date on the label

expl. lim.

6.1 %

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.473 (lit.)
n20/D 1.473

bp

176-177 °C (lit.)

density

0.842 g/mL at 20 °C (lit.)

application(s)

agriculture
cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

100

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Other Notes

Hidrogenación regioselectiva de exocíclicos de doble enlace; Regioselective epoxidation of the endocyclic double bond
This compound is commonly found in plants of the genus: carum mentha salvia

Application

This analytical standard can also be used as follows:
  • Analysis of alcoholic beverages for the determination of (R)-(+)-limonene by differential pulse voltammetry (DPV) using two novel electrochemical sensors
  • Simultaneous determination of limonene and linalool in 10 perfume product samples by two-dimensional high-performance liquid chromatographic (HPLC) method combined with electrospray ionization tandem mass spectrometry (ESI-MS/MS)
  • Determination of the enantiomeric composition of volatile chiral compounds, commonly present in three plant species from the Citrus genus by multidimensional gas chromatography (MDGC) coupled to mass spectrometry (MS)
  • Multi-residue analysis of volatiles and fatty acids found in wild and cultivated fennel samples by a single extraction method and gas chromatographic-flame ionization detection (GC-FID)

General description

R)-(+)-Limonene is the R- and the predominant enantiomer of the cyclic monoterpene, limonene. It is present as the major constituent of essential oils extracted from oranges, grapefruits, and lemons. In addition, it is also added as a flavoring agent in different personal and household cleaning products, beverages, and confectionery goods. It is known to possess antioxidant, antimicrobial, antifungal, anti-inflammatory, and anti-carcinogenic properties.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1

Clase de almacenamiento

3 - Flammable liquids

wgk

WGK 2

flash_point_f

123.8 °F - closed cup

flash_point_c

51 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCCL3945
BCCG5088
BCCD9739
BCBX5942
BCBR6161V

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Visite la Librería de documentos

R. Baker et al.
Journal of the Chemical Society. Chemical Communications, 414-414 (1987)
Whitefly attraction to rosemary (Rosmarinus officinialis L.) is associated with volatile composition and quantity
Sadeh D, et al.
PLoS ONE, 12(5) (2017)
Giuseppe Ferrandino et al.
Clinical and translational gastroenterology, 11(9), e00239-e00239 (2020-10-24)
Liver cirrhosis and its complication - hepatocellular carcinoma (HCC) - have been associated with increased exhaled limonene. It is currently unclear whether this increase is more strongly associated with the presence of HCC or with the severity of liver dysfunction.
T. Kitahara et al.
Tetrahedron, 43, 2689-2689 (1987)
Rebecca Jordan et al.
Neuron, 98(6), 1214-1228 (2018-06-05)
The olfactory bulb (OB) is the first site of synaptic odor information processing, yet a wealth of contextual and learned information has been described in its activity. To investigate the mechanistic basis of contextual modulation, we use whole-cell recordings to
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