75056

(+)-Valencene

technical, ≥70%

• Synonym(s): (3R,4aS,5R)-4a,5-Dimethyl-3-isopropenyl-1,2,3,4,4a,5,6,7-octahydronaphthalene
• Empirical Formula (Hill Notation): C₁₅H₂₄
• CAS Number: 4630-07-3
• Molecular Weight: 204.35
• Beilstein: 3539153
• EC Number: 225-047-6
• MDL number: MFCD00075884
• UNSPSC Code: 12352002
• PubChem Substance ID: 57652542
• NACRES: NA.22

Properties

• grade: technical
• Quality Level: 100
• Assay: ≥70%
• form: liquid
• optical activity: [α]20/D +100±25°, neat
• refractive index: n20/D 1.504 (lit.)
• bp: 274 °C (lit.)
• density: 0.92 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: C[C@@H]1CCC=C2CC[C@H](C[C@@]12C)C(C)=C
• InChI: 1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3/t12-,13-,15+/m1/s1
• InChI key: QEBNYNLSCGVZOH-NFAWXSAZSA-N

Description

General description

(+)-Valencene is a sesquiterpene, which contains decalin framework and two methyl-bearing stereocenters. It is an aroma component of citrus fruit.

Application

(+)-Valencene can be used as a precursor to prepare:

• (+)-Nootkatone (a sesquiterpene) by dark singlet oxygenation.
• Benzoyloxyvalencene by reacting with tert-butyl peroxy benzoate via Kharasch−Sosnovsky allylic oxidation method.
• (+)-Lineariifolianone, a natural product.

Safety Information

• Pictograms: GHS08
• Signal Word: Danger
• Hazard Statements: H304
• Precautionary Statements: P301 + P310 - P331 - P405 - P501
• Hazard Classifications: Asp. Tox. 1
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 212.0 °F - closed cup
• Flash Point(C): 100 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves