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W504505

(S)-(−)-Limonene

≥95%, FG

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
5989-54-8
Molecular Weight:
136.23
NACRES:
NA.21
Flavis number:
1.046
PubChem Substance ID:
24902017
UNSPSC Code:
12164502
EC Number:
227-815-6
MDL number:
MFCD00001558
Beilstein/REAXYS Number:
2323991
Organoleptic:
camphoraceous; herbaceous; pine
Grade:
FG, Kosher
Biological source:
synthetic
Food allergen:
no known allergens
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biological source

synthetic

Quality Level

300, 400

grade

FG, Kosher

reg. compliance

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

vapor density

4.7 (vs air)

vapor pressure

<3 mmHg ( 14.4 °C), 1 mmHg ( 20 °C)

assay

≥95%

optical activity

[α]20/D −90 to -61°, neat (angular)

expl. lim.

6.1 %

refractive index

n20/D 1.471 (lit.)

bp

175-177 °C (lit.)

density

0.844 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

camphoraceous; herbaceous; pine

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-/m1/s1

InChI key

XMGQYMWWDOXHJM-SNVBAGLBSA-N

General description

(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.

Application


  • 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).

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Danger

Hazard Classifications

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

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
SHBN4496
SHBL4504
MKCJ3477
MKCF8370
MKCF2003

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Related Content

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)
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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Global Trade Item Number

SKUGTIN
W504505-1KG-K04061838249340
W504505-8KG-K04061838183576
W504505-SAMPLE-K04061837542145