454486

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

• Synonym(s): (R)-(+)-Glyceraldehyde acetonide, (R)-Isopropylideneglyceraldehyde, NSC 89869
• Empirical Formula (Hill Notation): C₆H₁₀O₃
• CAS Number: 15186-48-8
• Molecular Weight: 130.14
• MDL number: MFCD00269682
• UNSPSC Code: 12352005
• PubChem Substance ID: 24868922
• NACRES: NA.22

Properties

• 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.)
• functional group: aldehyde; ether; ketal
• 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

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 143.6 °F - closed cup
• flash_point_c: 62 °C - closed cup
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)