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
• Beilstein: 2323991
• EC Number: 227-815-6
• MDL number: MFCD00001558
• UNSPSC Code: 12164502
• PubChem Substance ID: 24902017
• Flavis number: 1.046
• NACRES: NA.21

Properties

• biological source: synthetic
• Quality Level: 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,GHS07,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H226 - H304 - H315 - H317 - H410
• Precautionary Statements: 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 Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 123.8 °F - closed cup
• Flash Point(C): 51 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves