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Merck

W504505

Sigma-Aldrich

(S)-(−)-Limonene

≥95%, FG

Sinónimos:

(−)-p-Mentha-1,8-diene, (−)-Carvene, (S)-4-Isopropenyl-1-methyl cyclohexene

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About This Item

Fórmula empírica (notación de Hill):
C10H16
Número de CAS:
Peso molecular:
136.23
Beilstein:
2323991
Número CE:
Número MDL:
Código UNSPSC:
12164502
ID de la sustancia en PubChem:
Número Flavis:
1.046
NACRES:
NA.21
Organoléptico:
camphoraceous; herbaceous; pine
grado:
FG
Kosher
origen biológico:
synthetic
alérgeno alimentario:
no known allergens
En este momento no podemos mostrarle ni los precios ni la disponibilidad

origen biológico

synthetic

Nivel de calidad

grado

FG
Kosher

cumplimiento norm.

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 182.60

densidad de vapor

4.7 (vs air)

presión de vapor

<3 mmHg ( 14.4 °C)
1 mmHg ( 20 °C)

Ensayo

≥95%

actividad óptica

[α]20/D −90 to -61°, neat (angular)

lim. expl.

6.1 %

índice de refracción

n20/D 1.471 (lit.)

bp

175-177 °C (lit.)

densidad

0.844 g/mL at 25 °C (lit.)

aplicaciones

flavors and fragrances

Documentación

see Safety & Documentation for available documents

alérgeno alimentario

no known allergens

Organoléptico

camphoraceous; herbaceous; pine

cadena SMILES

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-/m1/s1

Clave InChI

XMGQYMWWDOXHJM-SNVBAGLBSA-N

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Descripción general

(S)-(−)-Limonene, a fragrance monoterpene, is mainly found in citrus peel oil. It is also found in the essential oils of herbs such as rosemary, eucalyptus, lavender, caraway, lemongrass, and peppermint) and also tea tree oil, and turpentine oil. The oxidation products of limonene may lead to fragrance-related contact allergy.[1]

Aplicación


  • Efficient production of (S)-limonene and geraniol in Saccharomyces cerevisiae through the utilization of an Erg20 mutant with enhanced GPP accumulation capability.: This study highlights a metabolic engineering approach to enhance the production of (S)-limonene and geraniol in yeast, offering potential for scalable biosynthesis of these valuable compounds (Bernard et al., 2024).

  • The behavioral sensitivity of mice to acyclic, monocyclic, and bicyclic monoterpenes.: This research investigates the effects of various terpenes including (S)-limonene on mice behavior, providing insights into potential therapeutic applications (Williams et al., 2024).

Aplicación

Referencia del producto
Descripción
Precios

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

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

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

123.8 °F - closed cup

Punto de inflamabilidad (°C)

51 °C - closed cup

Equipo de protección personal

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


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Not only oxidized R?(+)?but also S?(?)?limonene is a common cause of contact allergy in dermatitis patients in Europe.
Matura M, et al.
Contact Dermatitis, 55(5), 274-279 (2006)
G C Hard et al.
Critical reviews in toxicology, 24(3), 231-254 (1994-01-01)
The naturally occurring food constituent d-limonene has been found to cause tumors at high doses only in the kidney of the male rat in association with the development of hyaline droplet nephropathy. In contrast, neither kidney tumors nor the associated
P L Crowell et al.
Critical reviews in oncogenesis, 5(1), 1-22 (1994-01-01)
The naturally occurring monoterpene d-limonene has chemopreventive and chemotherapeutic activity against many rodent solid tumor types. The chemopreventive activity of limonene during initiation can be attributed to the induction of phase I and phase II enzymes, with resulting carcinogen detoxification.
P A Cornwell et al.
The Journal of pharmacy and pharmacology, 46(12), 938-950 (1994-12-01)
Wide-angle X-ray-diffraction experiments were used to investigate the molecular organization of barrier components of human stratum corneum. Diffraction lines related to the side-by-side lipid packing arrangements in the intercellular bilayers were identified as were patterns arising from secondary protein structures
Mihály Matura et al.
Journal of the American Academy of Dermatology, 47(5), 709-714 (2002-10-26)
Peel oil from citrus fruits consists of R-(+)-limonene, which is one of the most commonly used fragrance materials in technical products and in fine fragrances. This substance forms allergenic oxidation products during handling and storage. We wanted to study the

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