W379401

(3aR)-(+)-Sclareolide

natural, 97%, FG

• Synonym(s): Sclareolide
• Empirical Formula (Hill Notation): C₁₆H₂₆O₂
• CAS Number: 564-20-5
• Molecular Weight: 250.38
• FEMA Number: 3794
• EC Number: 209-269-0
• MDL number: MFCD00134168
• UNSPSC Code: 12164502
• PubChem Substance ID: 329830654
• Flavis number: 16.055
• NACRES: NA.21

Properties

• biological source: Salvia sclarea L
• Quality Level: 400
• grade: FG; Fragrance grade; natural
• Agency: follows IFRA guidelines
• reg. compliance: EU Regulation 1223/2009; EU Regulation 1334/2008 & 872/2012; FDA 21 CFR 110
• Assay: 97%
• greener alternative product characteristics: Less Hazardous Chemical Syntheses; Use of Renewable Feedstocks; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• impurities: may contain ≤0.10% 2-Methylpentane (residual solvent)
• mp: 124-126 °C (lit.)
• application(s): flavors and fragrances
• Documentation: see Safety & Documentation for available documents
• food allergen: no known allergens
• fragrance allergen: sclareol
• greener alternative category: Aligned
• Organoleptic: woody; paper
• SMILES string: [H][C@@]12CC[C@@]3(C)OC(=O)C[C@]3([H])[C@@]1(C)CCCC2(C)C
• InChI: 1S/C16H26O2/c1-14(2)7-5-8-15(3)11(14)6-9-16(4)12(15)10-13(17)18-16/h11-12H,5-10H2,1-4H3/t11-,12+,15-,16+/m0/s1
• InChI key: IMKJGXCIJJXALX-SHUKQUCYSA-N

Description

General description

We are committed to bringing you greener alternative products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is Biobased and thus aligns with "Less Hazardous Chemical Syntheses" and "Use of Renewable Feedstocks".

Application

• Approach to Merosesquiterpenes via Lewis Acid Catalyzed Nazarov-Type Cyclization.: The synthesis of "(3aR)-(+)-Sclareolide" plays a crucial role in the total synthesis of Akaol A, a merosesquiterpene. This compound is utilized in studies focusing on Lewis acid-catalyzed Nazarov-type cyclization, which is a key reaction for constructing complex cyclic structures within organic molecules. This synthesis process not only expands the capabilities of chemists to build intricate molecular architectures but also enhances the understanding of reaction mechanisms crucial for pharmaceutical development (DOI: 10.1021/acs.orglett.6b00446).

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves