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W379401

Sigma-Aldrich

(3aR)-(+)-Sclareolide

greener alternative

natural, 97%, FG

Synonym(s):

Sclareolide

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About This Item

Empirical Formula (Hill Notation):
C16H26O2
CAS Number:
Molecular Weight:
250.38
FEMA Number:
3794
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
16.055
NACRES:
NA.21

biological source

Salvia sclarea L

Quality Level

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

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

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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).

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Articles

Recent regulatory changes in the US and EU have put the focus on fragrance safety and ingredient transparency, including the MoCRA, to be implemented within the next two years. Manufacturers and suppliers must comply with these changes to ensure they are meeting consumer demand and industry expectations for safety.

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