30830-55-8

Basic information

• Product Name: 3-BENZO[1,3]DIOXOL-5-YL-PROPIONALDEHYDE
• Synonyms: 3-BENZO[1,3]DIOXOL-5-YL-PROPIONALDEHYDE;1,3-benzodioxole-5-propionaldehyde;1,3-Benzodioxole-5-propanal;3-(1,3-Benzodioxole-5-yl)propanal;3-(3,4-Methylenedioxyphenyl)propane-1-al;3-[3,4-(Methylenebisoxy)phenyl]propionaldehyde;3-(1,3-Benzodioxol-5-yl)propanal;3-(benzo[d][1,3]dioxol-5-yl)propanal
• CAS NO: 30830-55-8
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.1846
• EINECS: 250-351-0
• Mol File: 30830-55-8.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 278.1°Cat760mmHg
• Flash Point: 112.7°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 0.00435mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: 3-BENZO[1,3]DIOXOL-5-YL-PROPIONALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BENZO[1,3]DIOXOL-5-YL-PROPIONALDEHYDE(30830-55-8)
• EPA Substance Registry System: 3-BENZO[1,3]DIOXOL-5-YL-PROPIONALDEHYDE(30830-55-8)

Safety Data

• Hazardous Substances Data: 30830-55-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H10O3/c11-5-1-2-8-3-4-9-10(6-8)13-7-12-9/h3-6H,1-2,7H2

Upstream product

• 58095-77-5 (E)-3,4-methylenedioxycinnamaldehyde 
• 7031-03-0 3-(benzo[d][1,3]dioxol-5-yl)propan-1-ol 
• 2815-95-4 3-(1,3 benzodioxol-5-yl)propionic acid 
• 87212-59-7 5-(benzo[1,3]dioxol-5-ylmethylene)-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 2373-80-0 3,4-(methylenedioxy)cinnamic acid 
• 58095-76-4 (E)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-ol 
• 94-59-7 1-allyl-3,4-methylenedioxybenzene 
• 5876-51-7 5-iodo-1,3-benzodioxole 
• 107-18-6 allyl alcohol 
• 57906-98-6 2-acetoxy-3-(3,4-methylenedioxyphenyl)propanoic acid 
• 40918-96-5 methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate 
• 6258-37-3 <3,4-(methylenedioxy)phenyl>propargyl alcohol 
• 24393-66-6 ethyl (E)-3-(benzo[d][1,3]dioxol-5-yl)acrylate 
• 120-57-0 piperonal 

Downstream Products

• 23512-46-1 piperanine 
• 3155-57-5 (+/-)-dihydromethysticin 
• 1440431-79-7 (2'S,4'R,6'S)-2'-(3''',4'''-methylenedioxyphenethyl)-6'-(4''''-hydroxy-3''''-methoxyphenyl)tetrahydropyran-4'-yl-3-methoxyphenyl carbamate 
• 1440431-86-6 (2'S,4'R,6'S)-2'-(3''',4'''-methylenedioxyphenethyl)-6'-(3'''',5''''-dichloro-4''''-hydroxyphenyl)tetrahydropyran-4'-yl-3-methoxyphenyl carbamate 
• 1440432-06-3 (2S,4R,6S)-2-(3'',4''-methylenedioxyphenethyl)-6-(3'''-bromo-4'''-hydroxy-5'''-methoxyphenyl)tetrahydropyran-4-yl-3''''-(4'''''-methoxyphenyl)propyl carbonate 
• 1440430-90-9 (2'S,4'R,6'S)-2'-(3''',4'''-methylenedioxyphenethyl)-6'-(3''''-bromo-4''''-hydroxy-5''''-methoxyphenyl)tetrahydropyran-4'-yl acetate 
• 1440431-40-2 (2S,4R,6S)-2-(3'',4''-methylenedioxyphenethyl)-6-(4'''-benzyloxy-3'''-hydroxyphenyl)tetrahydropyran-4-ol 
• 1440431-33-3 (2S,4R,6S)-2-(3'',4''-methylenedioxyphenethyl)-6-(4'''-hydroxy-3'''-methoxyphenyl)tetrahydropyran-4-ol 
• 1440431-45-7 (2S,4R,6S)-2-(3'',4''-methylenedioxyphenethyl)-6-(3'''-bromo-4'''-hydroxy-5'''-methoxyphenyl)tetrahydropyran-4-ol 
• 1440430-76-1 (2'S,4'R,6'S)-2'-(3''',4'''-methylenedioxyphenethyl)-6'-(4''''-hydroxy-3''''-methoxyphenyl)tetrahydropyran-4'-yl acetate 

Relevant articles and documents

Synthesis and cytotoxic activity of N-substituted thiosemicarbazones of 3-(3,4-methylenedioxy) phenylpropanal

Five new N-substituted thiosemicarbazones of 3-(3,4-methylenedioxy) phenylpropanal were synthesized. Safrole, a natural product obtained from sassafras oil (Ocotea pretiosa), was oxidized to alcohol using BH3-THF and H2O2, followed by oxidation to aldehyde using pyridinium dichromate (PDC) and condensation with five N-substituted derivatives of thiosemicarbazide. Tests were performed to evaluate the cytotoxic activity with continuous chain KB cells (epidermoide carcinoma of the floor of the mouth). Compounds 5 and 6 showed IC50 values of 1.5 and 4.6 μg/ml, respectively.

Borane-Catalyzed, Chemoselective Reduction and Hydrofunctionalization of Enones Enabled by B-O Transborylation

The use of stoichiometric organoborane reductants in organic synthesis is well established. Here these reagents have been rendered catalytic through an isodesmic B-O/B-H transborylation applied in the borane-catalyzed, chemoselective alkene reduction and formal hydrofunctionalization of enones. The reaction was found to proceed by a 1,4-hydroboration of the enone and B-O/B-H transborylation with HBpin, enabling catalyst turnover. Single-turnover and isotopic labeling experiments supported the proposed mechanism of catalysis with 1,4-hydroboration and B-O/B-H transborylation as key steps.

Asymmetric Multifunctional Modular Organocatalysis: One-Pot Direct Strategy to Enantiopure α,β-Disubstituted γ-Butyrolactones

A simple and efficient approach to enantioenriched α,β-disubstituted γ-butyrolactones has been developed through multifunctional modular organocatalysis in a highly enantioselective (>99% ee) and diastereoselective (>30:1) manner following a one-pot sequential Michael-hemiacetalization-oxidation reaction. The catalytic process has great substrate compatibility, and the products have been transformed to synthetically useful molecules. The methodology has also been applied to the formal synthesis of (+)-Pilocarpine.