24108-29-0

Basic information

• Product Name: 3-(2-Methyl-1,3-dioxolane-2-yl)propanal
• Synonyms: 2-Methyl-1,3-dioxolane-2-propanal;2-Methyl-1,3-dioxolane-2-propionaldehyde;3-(2-Methyl-1,3-dioxolane-2-yl)propanal;3-(2-Methyl-1,3-dioxolane-2-yl)propionaldehyde
• CAS NO: 24108-29-0
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• Mol File: 24108-29-0.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 42 °C(Press: 0.3 Torr)
• Appearance: /
• Density: 1.025±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3-(2-Methyl-1,3-dioxolane-2-yl)propanal(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-Methyl-1,3-dioxolane-2-yl)propanal(24108-29-0)
• EPA Substance Registry System: 3-(2-Methyl-1,3-dioxolane-2-yl)propanal(24108-29-0)

Safety Data

• Hazardous Substances Data: 24108-29-0(Hazardous Substances Data)

Usage

Uses

2-Methyl-1,3-dioxolane-2-propanal is used in the synthesis of nonpeptide αvβ3 antagonists for treatment of osteoporosis.

Upstream product

• 29021-98-5 3-(2-methyl-[1,3]dioxolan-2-yl)-propan-1-ol 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 624-45-3 levulinic acid methyl ester 
• 107-21-1 ethylene glycol 
• 26924-35-6 2-methyl-2-vinyl-1,3-dioxolane 
• 201230-82-2 carbon monoxide 
• 109-49-9 5-Hexen-2-one 
• 123-76-2 levulinic acid 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 3695-38-3 2-methyl-2-(4-methyl-3-pentenyl)-1,3-dioxolane 
• 941-43-5 Ethyl levulinate ethylene ketal 
• 20449-21-2 2-(but-3-en-1-yl)-2-methyl-1,3-dioxolane 
• 35351-33-8 methyl 3‐(2‐methyl‐1,3‐dioxolan‐2‐yl)propanoate 

Downstream Products

• 87109-43-1 (E)-2-methyl-2-(4-phenylbut-3-en-1-yl)-1,3-dioxolane 
• 930573-22-1 2-[5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-2-(3-phenyl-allyl)-malonic acid diethyl ester 
• 930573-29-8 2-(6-oxo-hept-2-enyl)-2-(3-phenyl-allyl)-malonic acid diethyl ester 
• 930573-24-3 2-[5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-2-(3-phenyl-allyl)-propane-1,3-diol 
• 332072-72-7 (S)-(+)-N-[4-(1,3-dioxolan-2-yl)pentanylidene]-p-toluenesulfinamide 
• 1448542-61-7 dimethyl 2-(2-bromobenzyl)-2-(5-(2-methyl-1,3-dioxolan-2-yl)pent-1-en-3-yl)malonate 

Relevant articles and documents

Marschalk reaction approach for a simple synthesis of (±)4-demethoxydaunomycinone

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Regio- and stereospecific total synthesis of a racemic A,19-dinorsteroid

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(5 E/ Z,7 E,9)-Decatrien-2-ones, Pineapple-like Flavors from Fomitopsis betulina - Structure Elucidation and Sensorial Properties

During the cultivation of the edible mushroom Fomitopsis betulina on agro-industrial side streams, a pleasant flavor strongly reminiscent of pineapple was perceived. Aroma extract dilution analyses identified two flavor components with a distinct pineapple odor. On the basis of mass spectrometric data, a Wittig reaction of (E)-penta-2,4-dien-1-yltriphosphonium bromide with ethyl levulinate was conducted. The resulting (5E/Z,7E,9)-decatrien-2-ones were identical to the compounds isolated from the fungal culture. Some structurally related methyl ketones were synthesized, confirmed by nuclear magnetic resonance and mass spectrometry, and their odor was characterized. The lowest odor threshold and most characteristic pineapple-like odor was found for (5Z,7E,9)-decatrien-2-one. Global minimum energy calculation of the methyl ketones and the comparison to (1,3E,5Z)-undecatriene, a character impact compound of fresh pineapple, showed that a chain length of at least 10 carbon atoms and a terminal double bond embedded in a "L"-shaped conformation were common to compounds imparting an intense pineapple-like odor. Both (5E/Z,7E,9)-decatrien-2-ones have not been described as natural flavor compounds.

Enantioselective hydroformylation of N-vinyl carboxamides, allyl carbamates, and allyl ethers using chiral diazaphospholane ligands

Rhodium complexes of diazaphospholane ligands catalyze the asymmetric hydroformylation of N-vinyl carboxamides, allyl ethers, and allyl carbamates; products include 1,2- and 1,3-aminoaldehydes and 1,3-alkoxyaldehydes. Using glass pressure bottles, short reaction times (generally less than 6 h), and low catalyst loading (commonly 0.5 mol %), 20 substrates are successfully converted to chiral aldehydes with useful regioselectivity and high enantioselectivity (up to 99% ee). Chiral Roche aldehyde is obtained with 97% ee from the hydroformylation of allyl silyl ethers. Commonly difficult substrates such as 1,1- and 1,2-disubstituted alkenes undergo effective hydroformylation with 89-97% ee and complete conversion for six examples. Palladium-catalyzed aerobic oxidative amination of allyl benzyl ether followed by enantioselective hydroformylation yields the β3-aminoaldehyde with 74% ee.