264679

2,6,6-Trimethyl-1-cyclohexene-1-acetaldehyde

technical grade, 80%

• Synonym(s): β-Homocyclocitral
• Empirical Formula (Hill Notation): C₁₁H₁₈O
• CAS Number: 472-66-2
• Molecular Weight: 166.26
• EC Number: 207-454-0
• MDL number: MFCD00012057
• UNSPSC Code: 12352100
• PubChem Substance ID: 24856029
• NACRES: NA.22

Properties

• grade: technical grade
• Quality Level: 100
• Assay: 80%
• form: liquid
• refractive index: n20/D 1.485 (lit.)
• bp: 58-59 °C/0.4 mmHg (lit.)
• density: 0.941 g/mL at 25 °C (lit.)
• SMILES string: [H]C(=O)CC1=C(C)CCCC1(C)C
• InChI: 1S/C11H18O/c1-9-5-4-7-11(2,3)10(9)6-8-12/h8H,4-7H2,1-3H3
• InChI key: VHTFHZGAMYUZEP-UHFFFAOYSA-N

Description

Application

2,6,6-Trimethyl-1-cyclohexene-1-acetaldehyde can be used as a starting material to prepare:

• (±)-Aeginetolide by oxidation in the presence of meta-chloroperoxybenzoic acid (m-CPBA).
• (±)-Dihydroactinidiolide (a C₁₁-terpenic lactone) via dehydration of key intermediate aeginetolide.

It can also be used as a key intermediate to synthesize drimane-related sesquiterpenes and substituted retinoic acid analogs.

Other Notes

Contains β-cyclocitral

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves