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62122

Sigma-Aldrich

(R)-(+)-Limonene

greener alternative

technical, ~90% (sum of enantiomers, GC)

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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:

vapor density

4.7 (vs air)

Quality Level

vapor pressure

<3 mmHg ( 14.4 °C)

grade

technical

assay

~90% (sum of enantiomers, GC)

form

liquid

optical activity

[α]20/D +112±5°, c = 10% in ethanol

expl. lim.

6.1 %

greener alternative product characteristics

Waste Prevention
Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

refractive index

n20/D 1.473 (lit.)

bp

176-177 °C (lit.)

solubility

water: insoluble

density

0.842 g/mL at 20 °C (lit.)

greener alternative category

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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This Item
183164W263303CRM40422
(R)-(+)-Limonene technical, ~90% (sum of enantiomers, GC)

62122

(R)-(+)-Limonene

(R)-(+)-Limonene 97%

183164

(R)-(+)-Limonene

(R)-(+)-Limonene &#8805;93%

W263303

(R)-(+)-Limonene

(R)-(+)-Limonene solution certified reference material, 2000&#160;&#956;g/mL in methanol, ampule of 1&#160;mL

CRM40422

(R)-(+)-Limonene solution

Quality Level

100

Quality Level

200

Quality Level

400

Quality Level

300

solubility

water: insoluble

solubility

-

solubility

-

solubility

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

density

0.842 g/mL at 20 °C (lit.)

density

0.842 g/mL at 20 °C (lit.)

density

0.842 g/mL at 20 °C (lit.)

density

-

bp

176-177 °C (lit.)

bp

176-177 °C (lit.)

bp

176-177 °C (lit.)

bp

-

General description

(R)-(+)-Limonene is an optically active (R) form of limonene. Limonene is a 10-carbon cyclohexanoid monoterpene. It is widely employed in cosmetic industry.
(R)-(+)-Limonene is present in the peel oil from citrus fruits. It is the most commonly used fragrance materials in technical products and in fine fragrances. It is the major constituent of the essential oil extracted from Anethum sowa Roxb. (Indian dill). Racemic limonene undergoes enantio-selective and enantio-specific conversion to (R)-(+)-α-terpineol byPenicillium digitatum mycelia. Biotransformation of (R)-(+)- and (S)-(-)-limonene by fungi has been investigated.

Application

(R)-(+)-Limonene has been used to investigate the in vitro and in vivo action of limonene against Leishmania species.

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


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J C Demyttenaere et al.
Phytochemistry, 57(2), 199-208 (2001-05-31)
The biotransformation of (R)-(-)- and (S)-(-)-limonene by fungi was investigated. More than 60 fungal cultures were screened for their ability to bioconvert the substrate, using solid phase microextraction as the monitoring technique. After screening, the best fungal strains were selected
Bioconversion of (R)-(+)-limonene by P. digitatum (NRRL 1202)
Tan Q, et al.
Process. Biochem., 33(1), 29-37 (1998)
Denise C Arruda et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 63(9), 643-649 (2009-03-27)
Limonene is a monoterpene that has antitumoral, antibiotic and antiprotozoal activity. In this study we demonstrate the activity of limonene against Leishmania species in vitro and in vivo. Limonene killed Leishmania amazonensis promastigotes and amastigotes with 50% inhibitory concentrations of
Antimicrobial activity profiles of the two enantiomers of limonene and carvone isolated from the oils of Mentha spicata and Anethum sowa.
Aggarwal KK, et al.
Flavour and Fragrance Journal, 17(1), 59-63 (2002)
Bharat B Aggarwal et al.
Biochemical pharmacology, 71(10), 1397-1421 (2006-03-28)
While fruits and vegetables are recommended for prevention of cancer and other diseases, their active ingredients (at the molecular level) and their mechanisms of action less well understood. Extensive research during the last half century has identified various molecular targets

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