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Merck
CN

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

Empirical Formula (Hill Notation):
C6H10O3
CAS Number:
Molecular Weight:
130.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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optical activity

[α]22/D +53.8°, c = 2 in chloroform

Quality Segment

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

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


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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