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62118

Supelco

(R)-(+)-Limonene

analytical standard

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Synonym(s):
(+)-p-Mentha-1,8-diene, (+)-Carvene, (R)-4-Isopropenyl-1-methyl-1-cyclohexene
Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
Beilstein/REAXYS Number:
2204754
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

SMILES string

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

InChI

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

InChI key

XMGQYMWWDOXHJM-JTQLQIEISA-N

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1 of 4

This Item
W26330318316462122
vibrant-m

62118

(R)-(+)-Limonene

vibrant-m

W263303

(R)-(+)-Limonene

vibrant-m

183164

(R)-(+)-Limonene

vibrant-m

62122

(R)-(+)-Limonene

application(s)

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

application(s)

flavors and fragrances

application(s)

-

application(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

technique(s)

-

Quality Level

100

Quality Level

400

Quality Level

200

Quality Level

100

shelf life

limited shelf life, expiry date on the label

shelf life

-

shelf life

-

shelf life

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

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.

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)

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Regioselective hydrogenation of the exocyclic double bond; Regioselective epoxidation of the endocyclic double bond

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

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


Certificates of Analysis (COA)

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(R)-(&#8722;)-Carvone 98%

Sigma-Aldrich

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Sigma-Aldrich

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(S)-(+)-Carvone

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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

Protocols

-(+)-Limonene, purum, ≥98.0% (sum of enantiomers, GC); Geranyl tiglate; α-Terpineol, natural, ≥96%, FCC, FG; Geranyl formate; α-Pinene

-3,7-Dimethyl-2,6-octadien-1-ol; Neral; Geraniol; Geranial; Undecanal; Citronellyl acetate; Neryl acetate; 3,7-Dimethyl-2,6-octadienyl acetate; 1-Tetradecene; Tetradecane; α-Bisabolol

-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

Related Content

Gas chromatography is a common analytic technique used to separate and analyze volatile compounds in the gas phase. GC is applied in many industries for quality control, and to identify and/or quantify compounds in a mixture.

Chromatograms

suitable for GC

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