62118

(R)-(+)-Limonene

analytical standard

• Synonym(s): (+)-p-Mentha-1,8-diene, (+)-Carvene, (R)-4-Isopropenyl-1-methyl-1-cyclohexene
• Empirical Formula (Hill Notation): C₁₀H₁₆
• CAS Number: 5989-27-5
• Molecular Weight: 136.23
• Beilstein: 2204754
• EC Number: 227-813-5
• MDL number: MFCD00062991
• UNSPSC Code: 85151701
• PubChem Substance ID: 329759707
• NACRES: NA.24

Properties

• grade: analytical standard
• Quality Level: 100
• 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

Description

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.[1][1]
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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

This compound is commonly found in plants of the genus: carum mentha salvia

Regioselective hydrogenation of the exocyclic double bond[2][3]; Regioselective epoxidation of the endocyclic double bond[4]

Safety Information

• Pictograms: GHS02,GHS08,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H226,H304,H315,H317,H410
• Precautionary Statements: P210 - P273 - P280 - P301 + P310 - P303 + P361 + P353 - P331
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 123.8 °F - closed cup
• Flash Point(C): 51 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves