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62122

Sigma-Aldrich

(R)-(+)-Limonene

greener alternative

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

Sinônimo(s):
(+)-Carvene, (+)-p-Mentha-1,8-diene, (R)-4-Isopropenyl-1-methyl-1-cyclohexene
Empirical Formula (Hill Notation):
C10H16
Número CAS:
Peso molecular:
136.23
Beilstein:
2204754
Número EC:
Número MDL:
ID de substância PubChem:

Nível de qualidade

100

densidade de vapor

4.7 (vs air)

pressão de vapor

<3 mmHg ( 14.4 °C)

grau

technical

teor

~90% (sum of enantiomers, GC)

atividade óptica

[α]20/D +112±5°, c = 10% in ethanol

Lim. expl.

6.1 %

características do produto alternativo mais ecológico

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

índice de refração

n20/D 1.473 (lit.)

pb

176-177 °C (lit.)

solubilidade

water: insoluble

densidade

0.842 g/mL at 20 °C (lit.)

categoria alternativa mais ecológica

Aligned

temperatura de armazenamento

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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Descrição geral

(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.

Aplicação

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

Palavra indicadora

Danger

Classificações de perigo

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1

Código de classe de armazenamento

3 - Flammable liquids

WGK

WGK 3

Ponto de fulgor (ºF)

123.8 °F - closed cup

Ponto de fulgor (ºC)

51 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificado de análise

Certificado de origem

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)
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)
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
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

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