543039

(R)-1,4-Dioxaspiro[4.5]decane-2-carboxaldehyde

• Synonym(s): (R)-2,3-Cyclohexylideneglyceraldehyde, (R)-Cyclohexylideneglyceraldehyde, 2,3-O-Cyclohexylidene-D-glyceraldehyde, O,O-Cyclohexylidene-(R)-glyceraldehyde
• Empirical Formula (Hill Notation): C₉H₁₄O₃
• CAS Number: 78008-36-3
• Molecular Weight: 170.21
• MDL number: MFCD03093997
• UNSPSC Code: 12352005
• PubChem Substance ID: 24878656
• NACRES: NA.22

Properties

• optical activity: [α]/D 60±10° in chloroform
• refractive index: n20/D 1.472 (lit.)
• density: 1.108 g/mL at 25 °C (lit.)
• functional group: aldehyde; ether; ketal
• SMILES string: O=C[C@H]1COC2(CCCCC2)O1
• InChI: 1S/C9H14O3/c10-6-8-7-11-9(12-8)4-2-1-3-5-9/h6,8H,1-5,7H2/t8-/m0/s1
• InChI key: FFGZPNNLXMQFMO-QMMMGPOBSA-N

Description

Application

Reactant for:

• Proline-catalyzed Diels Alder reaction
• Stereodivergent synthesis of carbahexofuranoses employing a Wittig olefination-Claisen rearrangement protocol
• Wittig reactions
• Crotylation reactions
• Asymmetric synthesis of Goniothalesdiol A via stereocontrolled allylation and base-catalyzed oxy-Michael addition

Used as a building block.

Other Notes

Contains varying amounts of polymer

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