W504505

(S)-(−)-Limonene

≥95%, FG

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

Properties

• biological source: synthetic
• Quality Segment: 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

Description

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).

Safety Information

• pictograms: GHS02,GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H226,H304,H315,H317,H410
• pcodes: P210 - P273 - P280 - P301 + P310 - P303 + P361 + P353 - P331
• 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