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62118

Supelco

(R)-(+)-Limonene

analytical standard

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

Quality Level

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 %

application(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.)

Featured Industry

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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General description

(R)-(+)-Limonene is a terpenoid compound that is abundantly present in many plants such as rosemary. It is highly associated with plant and insect interactions due to its tendency to attract insects.

Application

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

Other Notes

Regioselective hydrogenation of the exocyclic double bond; Regioselective epoxidation of the endocyclic double bond

Signal Word

Danger

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 3

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

Certificate of Analysis

Certificate of Origin

R. Baker et al.
Journal of the Chemical Society. Chemical Communications, 414-414 (1987)
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....
Whitefly attraction to rosemary (Rosmarinus officinialis L.) is associated with volatile composition and quantity
Sadeh D, et al.
PLoS ONE, 12(5) (2017)
T. Kitahara et al.
Tetrahedron, 43, 2689-2689 (1987)
Cedric S Graebin et al.
European journal of medicinal chemistry, 45(4), 1524-1528 (2010-02-02)
The synthesis and in vitro activity of R(+)-Limonene derivatives against Leishmania and Trypanosoma cruzi strains are reported. Seven compounds have shown better in vitro activity against Leishmania (V.)braziliensis than the standard drug pentamidine. Additionally, we have identified two promising new...

Protocols

GC Analysis of Geranium Bourbon Essential Oil on SUPELCOWAX® 10

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

GC Analysis of Lemon Essential Oil on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 µM), Fast GC Analysis

-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

Sweet Orange Essential Oil GC Analysis

Fast GC analysis of sweet orange essential oil in hexane. Key components identified includes: β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

GC Analysis of Volatiles in Roasted Coffee Beans on Omegawax® after SPME using a 50/30 µm DVB/Carboxen/PDMS Fiber

-Cymene; 2,5-Dimethylpyrrole; Acetoin, ≥96%, FCC, FG; 2,5-Dimethylpyrazine; 2,6-Dimethylpyrazine; 2-Ethylpyrazine, ≥98%, FG; 2,3-Dimethylpyrazine; 4-Heptanone; 3-Ethylpyridine; 2,3,5-Trimethylpyrazine; Furfural; Pyrrole; Furfuryl acetate; Linalool; Linalyl acetate; 5-Methylfurfural; γ-Butyrolactone; 2-Acetyl-1-methylpyrrole; Furfuryl alcohol; 2-Acetylpyrrole; Pyrrole-2-carboxaldehyde

Related Content

Gas Chromatography (GC)

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.

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