(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde CAS 15186-48-8

Introduction:Basic information about (R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde CAS 15186-48-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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

Product Name:(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde
Synonyms:1,3-DIOXOLANE-4-CARBOXALDEHYDE, 2,2-DIMETHYL-, (R)-;(R)-2,2-DIMETHYL-[1,3]DIOXOLANE-4-CARBALDEHYDE;(R)-(+)-2,2-DIMETHYL-1,3-DIOXOLANE-4-CARBOXALDEHYDE;(R)-2,3-ISOPROPYLIDENE GLYCERALDEHYDE;2,3-O-ISOPROPYLIDENE-D-GLYCERALDEHYDE;2,3-O-(R)-ISOPROPYLIDENE-L-GLYCERALDEHYDE;(4R)-2,2-DIMETHYL-1,3-DIOXOLANE-4-CARBALDEHYDE;D-(R)-GLYCERALDEHYDE ACETONIDE
CAS:15186-48-8
MF:C6H10O3
MW:130.14
EINECS:676-289-8
Product Categories:Asymmetric Synthesis;Building Blocks;C1 to C6;Carbonyl Compounds;Chemical Synthesis;Chiral Building Blocks;pharmacetical;chiral;Chiral Reagents;Aldehydes;Chiral Building Blocks;Organic Building Blocks;Heterocyclic Building Blocks;Organic Building Blocks;API intermediates;Heterocycles
Mol File:15186-48-8.mol

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

alpha 53.8 º (c=2, CHCl3)
Boiling point 139 °C (lit.)
density 1.045 g/mL at 25 °C (lit.)
refractive index n20/D 1.454(lit.)
Fp 143 °F
storage temp. -20°C
solubility Difficult to mix.
form Liquid
color Colorless to Pale Yellow
Optical Rotation[α]22/D +53.8°, c = 2 in chloroform
InChIInChI=1S/C6H10O3/c1-6(2)8-4-5(3-7)9-6/h3,5H,4H2,1-2H3/t5-/m0/s1
InChIKeyYSGPYVWACGYQDJ-YFKPBYRVSA-N
SMILESO1C[C@H](C=O)OC1(C)C
CAS DataBase Reference15186-48-8(CAS DataBase Reference)
NIST Chemistry ReferenceAcetone D-glyceraldehyde(15186-48-8)

Safety Information

WGK Germany 3
HazardClass 6.1
HS Code 29329990
Storage Class10 - Combustible liquids

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

Chemical PropertiesColorless Transparent Liquid
Uses(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde is a reactant involved in organic reactions including:• ;Henry condensation reactions1• ;Synthesis of highly functionalized chiral aziridines2• ;Olefination of aldehydes3• ;C-H oxidations4• ;Aldol-type condensations5• ;Synthesis of hydrophilic pyrazine dyes for use as exogenous fluorescent tracer agents6• ;Hosomi-Sakurai reactions7
Uses(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde Discontinued, Unstable (cas# 15186-48-8) is a compound useful in organic synthesis.
UsesReactant 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
SynthesisAdd 220g of dichloromethane, 23g of bisacetone-D-mannitol, 0.23g of 18-crown-6-ether, and 0.4g of TEMPO to the clean reactor.0.4g, stirring and mixing well, then slowly lower the temperature to 10 ??, began to drop the mass percentage of 10wt% of sodium hypochlorite aqueous solution of 72g, drop the process of controlling the temperature of the reaction system in the process of 15 ?? or less, drop after the completion of the reaction to continue the reaction so that the temperature of the temperature in the range of 30 ?? ~ 32 ?? under the conditions of insulation for oxidation reaction 1h, the end of the reaction, static, delamination, to remove the aqueous layer, the collection of the organic layer with 50g of water washed once, layered to remove the water layer, the organic layer collected by adding 20g of anhydrous sodium sulfate and stirring for drying treatment for 30min, filtration, collection of filtrate, the filtrate will be concentrated under reduced pressure to remove the solvent, the wet product obtained after baking, to obtain the dry product (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde 22.1g, yield 97%, the content of the gas phase was 99.2%.

(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde Preparation Products And Raw materials

Preparation Products(S)-(+)-(2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE-->D-Glyceraldehyde
(R)-(+)-1-Phenylethyl isocyanate CAS 33375-06-3
(R)-(+)-2-Methyl-2-propanesulfinamide CAS 196929-78-9
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