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  • 543039 - (R)-1,4-Dioxaspiro[4.5]decane-2-carboxaldehyde

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543039 Sigma-Aldrich

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

Synonym: (R)-2,3-Cyclohexylideneglyceraldehyde, (R)-Cyclohexylideneglyceraldehyde, 2,3-O-Cyclohexylidene-D-glyceraldehyde, O,O-Cyclohexylidene-(R)-glyceraldehyde

  • CAS Number 78008-36-3

  • Empirical Formula (Hill Notation) C9H14O3

  • Molecular Weight 170.21

  •  MDL number MFCD03093997

  •  PubChem Substance ID 24878656

  •  NACRES NA.22

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Properties

Related Categories Aldehydes, Asymmetric Synthesis, Building Blocks, C9, Carbonyl Compounds,
Quality Level   100
optical activity   [α]/D 60±10° in chloroform
refractive index   n20/D 1.472 (lit.)
density   1.108 g/mL at 25 °C (lit.)
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.

Packaging

1 g in glass bottle

Other Notes

Contains varying amounts of polymer

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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