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Sigma-Aldrich

(R)-(+)-Limonene

purum, ≥96.0% (sum of enantiomers, GC)

Synonym(s):

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

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About This Item

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:
12352200
PubChem Substance ID:
329759708

vapor density

4.7 (vs air)

vapor pressure

<3 mmHg ( 14.4 °C)

grade

purum

Assay

≥96.0% (sum of enantiomers, GC)

form

liquid

optical activity

[α]20/D +112±3°, c = 10% in ethanol

expl. lim.

6.1 %

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.)

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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Signal Word

Danger

Hazard Statements

H226,H304,H315,H317,H410

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

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Certificates of Analysis (COA)

Lot/Batch Number
1417216
436651/1
409261/1
337821/1
304310/1

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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
W G Flamm et al.
Regulatory toxicology and pharmacology : RTP, 13(1), 70-86 (1991-02-01)
The monoterpene d-limonene is a naturally occurring chemical which is the major component in oil of orange. Currently, d-limonene is widely used as a flavor and fragrance and is listed to be generally recognized as safe (GRAS) in food by
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
K Vanommeslaeghe et al.
Journal of chemical information and modeling, 52(12), 3144-3154 (2012-11-14)
Molecular mechanics force fields are widely used in computer-aided drug design for the study of drug-like molecules alone or interacting with biological systems. In simulations involving biological macromolecules, the biological part is typically represented by a specialized biomolecular force field
Patrizia A d'Alessio et al.
Life sciences, 92(24-26), 1151-1156 (2013-05-15)
To further explore the anti-inflammatory properties of d-Limonene. A rat model was used to compare evolution of TNBS (2,5,6-trinitrobenzene sulfonic acid)-induced colitis after oral feeding with d-Limonene compared to ibuprofen. Peripheral levels of TNF-α (Tumor Necrosis Factor alpha) were assessed
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