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62122

(R)-(+)-Limonene

greener alternative

technical, ~90% (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
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
329759709
EC Number:
227-813-5
Beilstein/REAXYS Number:
2204754
MDL number:
MFCD00062991
Assay:
~90% (sum of enantiomers, GC)
Form:
liquid
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vapor density

4.7 (vs air)

Quality Level

100

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
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sustainability

Greener Alternative Product

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

Aligned,

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

General description

(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.
(R)-(+)-Limonene is an optically active (R) form of limonene. Limonene is a 10-carbon cyclohexanoid monoterpene. It is widely employed in cosmetic industry.

Application

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

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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

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

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF2454
BCBZ1768
BCBR2678V

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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
Bioconversion of (R)-(+)-limonene by P. digitatum (NRRL 1202)
Tan Q, et al.
Process. Biochem., 33(1), 29-37 (1998)
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
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Global Trade Item Number

SKUGTIN
62122-1L-F04061832701219
62122-250ML-F04061832701226