379220

(−)-Ambroxide

99%

• Synonym(s): 1,5,5,9-Tetramethyl-13-oxatricyclo[8.3.0.0^4,9]tridecane
• Empirical Formula (Hill Notation): C₁₆H₂₈O
• CAS Number: 6790-58-5
• Molecular Weight: 236.39
• EC Number: 229-861-2
• MDL number: MFCD00134491
• UNSPSC Code: 12352005
• PubChem Substance ID: 24863228

Properties

• Assay: 99%
• optical activity: [α]20/D −29°, c = 1 in toluene
• mp: 74-76 °C (lit.)
• SMILES string: CC1(C)CCC[C@@]2(C)[C@H]1CC[C@@]3(C)OCC[C@H]23
• InChI: 1S/C16H28O/c1-14(2)8-5-9-15(3)12(14)6-10-16(4)13(15)7-11-17-16/h12-13H,5-11H2,1-4H3/t12-,13+,15-,16+/m0/s1
• InChI key: YPZUZOLGGMJZJO-LQKXBSAESA-N

Description

General description

Ambroxide is a terpenoid, which has vast applications in the perfume industry due to its fixative property and odor. Ambergris, which was originally sourced from sperm whale, has been substituted by synthetic ambroxides.

Application

(−)-Ambroxide can be used:

• To prepare (+)-sclareolide through C−H oxidation strategy.
• As a substrate in C(sp³)-H alkylation/arylation studies of ethers.
• As a substrate in the study of ethereal hydrocarbon hydroperoxidation using singlet O₂.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves