183164

Sigma-Aldrich

(R)-(+)-Limonene

greener alternative

97%

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/REAXYS Number:
2204754
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.79

Quality Level

vapor density

4.7 (vs air)

vapor pressure

<3 mmHg ( 14.4 °C)

assay

97%

optical purity

ee: 98% (GLC)

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.)

density

0.842 g/mL at 20 °C (lit.)

greener alternative category

Aligned

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

Gene Information

human ... CYP1A2(1544)

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Application

Chiral intermediate for natural product synthesis.

Packaging

5, 100, 500 mL in glass bottle

Biochem/physiol Actions

Limonene is a cyclie terpene from Chinese medicinal herb essential oils used in the synthesis of carvone. Limonene may be used as a shrinking agent to dissolve polystyrene. Limonene may be used in various insecticidal and insect repellant applications.

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2052 3 / PGIII

WGK Germany

WGK 3

Flash Point(F)

123.8 °F - closed cup

Flash Point(C)

51 °C - closed cup

Thomas G T Jaenson et al.
Journal of medical entomology, 43(1), 113-119 (2006-03-02)
In laboratory tests, ethyl acetate extracts of Hyptis suaveolens Poit. from Guinea-Bissau and Rhododendon tomentosum (Stokes) H. Harmaja (formerly Ledum palustre L.) and Myrica gale L. significantly reduced probing activity of Aedes aegypti (L.). In the field in southern Sweden...
L Castillejos et al.
Journal of dairy science, 89(7), 2649-2658 (2006-06-15)
Two experiments were conducted to determine the effects of several essential oil active compounds on rumen microbial fermentation. In the first experiment, 4 doses (5, 50, 500, and 5,000 mg/L) of 5 essential oil compounds were evaluated using in vitro...
Niall J A Conboy et al.
PloS one, 14(3), e0213071-e0213071 (2019-03-02)
Horticulturalists and gardeners in temperate regions often claim that planting marigolds next to tomato plants protects the tomatoes from the glasshouse whitefly (Trialeurodes vaporariorum Westwood). If shown to hold true, this technique could be used in larger-scale tomato production, protecting...
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...
Yves F Widmer et al.
eLife, 7 (2018-10-23)
Lasting changes in gene expression are critical for the formation of long-term memories (LTMs), depending on the conserved CrebB transcriptional activator. While requirement of distinct neurons in defined circuits for different learning and memory phases have been studied in detail...
Protocols
-(+)-Limonene, purum, ≥98.0% (sum of enantiomers, GC); Geranyl tiglate; α-Terpineol, natural, ≥96%, FCC, FG; Geranyl formate; α-Pinene
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