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454486 Sigma-Aldrich

(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde

Synonym: (R)-(+)-Glyceraldehyde acetonide, (R)-Isopropylideneglyceraldehyde, NSC 89869

  • CAS Number 15186-48-8

  • Empirical Formula (Hill Notation) C6H10O3

  • Molecular Weight 130.14

  •  MDL number MFCD00269682

  •  PubChem Substance ID 24868922

  •  NACRES NA.22

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Properties

Related Categories Aldehydes, Asymmetric Synthesis, Building Blocks, C1 to C6, Carbonyl Compounds,
Quality Level   100
optical activity   [α]22/D +53.8°, c = 2 in chloroform
refractive index   n20/D 1.454 (lit.)
bp   139 °C (lit.)
density   1.045 g/mL at 25 °C (lit.)
storage temp.   −20°C
SMILES string   CC1(C)OC[C@@H](O1)C=O
InChI   1S/C6H10O3/c1-6(2)8-4-5(3-7)9-6/h3,5H,4H2,1-2H3/t5-/m0/s1
InChI key   YSGPYVWACGYQDJ-YFKPBYRVSA-N

Description

Application

Reactant involved in organic reactions including:
• Henry condensation reactions
• Synthesis of highly functionalized chiral aziridines
• Olefination of aldehydes
• C-H oxidations
• Aldol-type condensations
• Synthesis of hydrophilic pyrazine dyes for use as exogenous fluorescent tracer agents
• Hosomi-Sakurai reactions

Packaging

500 mg in amber glass bottle

Safety & Documentation

Safety Information

WGK Germany 
WGK 3
Flash Point(F) 
143.6 °F - closed cup
Flash Point(C) 
62 °C - closed cup

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