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Merck
CN

W379401

(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
UNSPSC Code:
12164502
PubChem Substance ID:
NACRES:
NA.21
EC Number:
209-269-0
Flavis number:
16.055
MDL number:
Organoleptic:
woody; paper
Grade:
FG
Fragrance grade
natural
Biological source:
Salvia sclarea L
Agency:
follows IFRA guidelines
Food allergen:
no known allergens
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Product Name

(3aR)-(+)-Sclareolide, natural, 97%, FG

SMILES string

[H][C@@]12CC[C@@]3(C)OC(=O)C[C@]3([H])[C@@]1(C)CCCC2(C)C

InChI key

IMKJGXCIJJXALX-SHUKQUCYSA-N

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

biological source

Salvia sclarea L

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

Quality Level

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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).

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".

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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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