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

Boiling point:

139 °C (lit.)

alpha 

53.8 º (c=2, CHCl3)

Density 

1.045 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.454(lit.)

Flash point:

143 °F

storage temp. 

-20°C

solubility 

Difficult to mix.

form 

Liquid

color 

Colorless to Pale Yellow

optical activity

[α]22/D +53.8°, c = 2 in chloroform

InChI

InChI=1S/C6H10O3/c1-6(2)8-4-5(3-7)9-6/h3,5H,4H2,1-2H3/t5-/m0/s1

InChIKey

YSGPYVWACGYQDJ-YFKPBYRVSA-N

SMILES

O1C[C@H](C=O)OC1(C)C

CAS DataBase Reference

15186-48-8(CAS DataBase Reference)

NIST Chemistry Reference

Acetone D-glyceraldehyde(15186-48-8)

Safety Information

WGK Germany 

3

HazardClass 

6.1

HS Code 

29329990

Storage Class

10 - Combustible liquids

MSDS

• Language:English Provider:SigmaAldrich

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

Chemical Properties

Colorless Transparent Liquid

Uses

(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde_x000D__x000D_Discontinued, Unstable (cas# 15186-48-8) is a compound useful in organic synthesis.

Uses

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

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

Synthesis

Add 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(15186-48-8)Related Product Information

• 1,3-Dioxolane
• Dimethyl ether
• ETHANE
• Dimethyl sulfoxide
• Dimethyl carbonate
• Dacthal
• 1,4-Dioxane
• Dimethyl sulfate
• N,N-Dimethylformamide
• Dimethyl disulfide
• Dimethyl fumarate
• Methyl (4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carboxylate
• Dikegulac sodium
• 5-BROMO-5-DEOXY-2,3-O-ISOPROPYLIDENE-D-RIBONOLACTONE
• (4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLIC ACID DIMETHYL ESTER
• 2,3-O-ISOPROPYLIDENE-D-ERYTHRONOLACTONE
• 2,3-O-Isopropylidene-D-ribonic gamma-lactone
• (R)-(+)-2,2-DIMETHYL-1,3-DIOXOLANE-4-CARBOXYLIC ACID METHYL ESTER