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454486

Sigma-Aldrich

(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:
15186-48-8
Molecular Weight:
130.14
MDL number:
MFCD00269682
UNSPSC Code:
12352005
PubChem Substance ID:
24868922
NACRES:
NA.22

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

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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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

143.6 °F - closed cup

Flash Point(C)

62 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP8303
MKCM5109
MKBZ1307V
MKBS7235V
MKBP8316V

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