15186-48-8

Basic information

• Product Name: (R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde
• Synonyms: (R)-2,2-DIMETHYL-[1,3]DIOXOLANE-4-CARBALDEHYDE;(R)-(+)-2,2-DIMETHYL-1,3-DIOXOLANE-4-CARBOXALDEHYDE;(R)-2,3-ISOPROPYLIDENE GLYCERALDEHYDE;1,3-DIOXOLANE-4-CARBOXALDEHYDE, 2,2-DIMETHYL-, (R)-;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 NO: 15186-48-8
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.14
• EINECS: 1592732-453-0
• Product Categories: pharmacetical;chiral;API intermediates;Chiral Reagents;Heterocycles;Aldehydes;Chiral Building Blocks;Organic Building Blocks;Heterocyclic Building Blocks;Asymmetric Synthesis;Building Blocks;C1 to C6;Carbonyl Compounds;Chemical Synthesis;Chiral Building Blocks;Organic Building Blocks
• Mol File: 15186-48-8.mol
• Article Data: 152

Chemical Properties

• Boiling Point: 139 °C(lit.)
• Flash Point: 143 °F
• Appearance: Colorless to Pale Yellow/Liquid
• Density: 1.045 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.454(lit.)
• Storage Temp.: ?20°C
• Solubility: Difficult to mix.
• CAS DataBase Reference: (R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde(15186-48-8)
• EPA Substance Registry System: (R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde(15186-48-8)

Safety Data

• WGK Germany: 3
• HazardClass: 6.1
• Hazardous Substances Data: 15186-48-8(Hazardous Substances Data)

Usage

Description

(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde is a colorless transparent liquid that serves as a versatile reactant in various organic reactions due to its unique chemical structure.

Uses

Used in Organic Synthesis:
(R)-(+)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde is used as a reactant for a wide range of organic reactions, including:
1. Henry condensation reactions, where it acts as a key component in the formation of nitroalkanes.
2. Synthesis of highly functionalized chiral aziridines, which are valuable intermediates in the pharmaceutical industry.
3. Olefination of aldehydes, a process that involves the conversion of aldehydes to olefins, which are essential building blocks in organic chemistry.
4. C-H oxidations, where it contributes to the oxidation of hydrocarbons, leading to the formation of various functional groups.
5. Aldol-type condensations, which are crucial for the synthesis of complex molecules and natural products.
6. Synthesis of hydrophilic pyrazine dyes, used as exogenous fluorescent tracer agents in various research applications.
7. Hosomi-Sakurai reactions, which involve the formation of allylic or benzylic ethers and are important for the synthesis of various organic compounds.

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

Upstream product

• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 3427-24-5 (2S,3E,5S)-1,2,5,6-tetrahydroxy-1,2:5,6-di-O-isopropylidene-hex-3-ene 
• 100227-29-0 5,6-di-O-isopropylidene-D-glucono-1,4-lactone 
• 126694-15-3 4,5-isopropylidene-D-arabinose dibenzyl thioacetal 
• 52373-72-5 methyl (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 3969-61-7 1,2;5,6-di-O-isopropylidene-D-mannitol 
• 50-70-4 D-sorbitol 
• 77-76-9 2,2-dimethoxy-propane 
• 69-65-8 mannitol 
• 67-64-1 acetone 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 70223-09-5 [(4R,5R)-5-[(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]methanol 
• 22323-78-0 (1R,2R)-1,2-bis((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol 
• 53735-98-1 (1S,2S)-1,2-bis[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol 

Downstream Products

• 67010-03-1 (S)-2,3-dihydroxy-propionaldehyde-(2,4-dinitro-phenylhydrazone) 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 29488-79-7 (S)-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(4-nitro-phenyl)-4,5-dihydro-oxazole 
• 29488-79-7 (R)-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(4-nitro-phenyl)-4,5-dihydro-oxazole 
• 19028-87-6 [(4'S)-2't-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-2',3'-dihydro-1'H-(4'rO)-spiro[[1,3]dioxolane-4,4'-quinolin]-3'c-yl]-phenyl-amine 
• 5284-18-4 D-threo-2-deoxy-pentose 
• 533-67-5 2-Deoxy-D-ribose 
• 110889-07-1 (R)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-4-phenyl-but-3-yn-1-ol 
• 110889-07-1 (S)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-4-phenyl-but-3-yn-1-ol 
• 100791-45-5 (2S,3S,4R)-3-Hydroxy-4,5-isopropylidenedioxy-2-phenylpentanoic acid 
• 132047-05-3 5-O-(Trimethylsilyl)-6,7-O-isopropylidene-2,3-dideoxy-D-ribo-hept-2-enono-1,4-lactone 
• 132046-98-1 5-O-(Trimethylsilyl)-6,7-O-isopropylidene-2,3-dideoxy-D-arabino-hept-2-enono-1,4-lactone 
• 83044-37-5 (3R,4S)-4-tert-Butyl-3-[((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-trimethylsilanyloxy-methyl]-3-phenyl-oxetan-2-one 
• 112156-66-8 2-[(R)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-5-methoxy-phenol 

Relevant articles and documents

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