454486
(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde
Synonym(s):
(R)-(+)-Glyceraldehyde acetonide, (R)-Isopropylideneglyceraldehyde, NSC 89869
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About This Item
InChI
1S/C6H10O3/c1-6(2)8-4-5(3-7)9-6/h3,5H,4H2,1-2H3/t5-/m0/s1
SMILES string
CC1(C)OC[C@@H](O1)C=O
InChI key
YSGPYVWACGYQDJ-YFKPBYRVSA-N
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
Quality Level
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Application
- 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
Storage Class
10 - Combustible liquids
wgk
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)
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