5469-06-7

Basic information

• Product Name: 1,3-benzodioxol-5-ylmethyl benzoate
• CAS NO: 5469-06-7
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.2534
• Mol File: 5469-06-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 387.7°C at 760 mmHg
• Flash Point: 172.7°C
• Density: 1.286g/cm³
• Vapor Pressure: 3.24E-06mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: 1,3-benzodioxol-5-ylmethyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-benzodioxol-5-ylmethyl benzoate(5469-06-7)
• EPA Substance Registry System: 1,3-benzodioxol-5-ylmethyl benzoate(5469-06-7)

Safety Data

• Hazardous Substances Data: 5469-06-7(Hazardous Substances Data)

Usage

Chemical structure

A derivative of benzodioxole and benzoate

Usage

Commonly used in the production of perfumes and fragrances

Scent

Known for its sweet, floral scent

Role in perfumes

Often used as a base note, providing a long-lasting and pleasant fragrance

Flavoring industry

Utilized in the creation of fruit and floral flavors for food and beverages

Upstream product

• 495-76-1 piperonol 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 108-86-1 bromobenzene 
• 85262-96-0 benzo[d][1,3]dioxol-5-ylmethyl formate 
• 85909-02-0 N-benzyl-N-(tert-butoxycarbonyl)-benzamide 

Relevant articles and documents

Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters

The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]

Construction of Esters through Sulfuryl Fluoride (SO 2 F 2) Mediated Dehydrative Coupling of Carboxylic Acids with Alcohols at Room Temperature

A facile method for the construction of esters through dehydrative coupling of carboxylic acids with alcohols is developed. The reactions are mediated by sulfuryl fluoride (SO 2 F 2) at room temperature and proceed with high efficiency. The method has several advantages including broad substrate scope, mild conditions, excellent functional group compatibility and affords high yields, even on gram scale.

Novel capsaicin analogues as potential anticancer agents: Synthesis, biological evaluation, and in silico approach

A novel class of benzo[d][1,3]dioxol-5-ylmethyl alkyl/aryl amide and ester analogues of capsaicin were designed, synthesized, and evaluated for their cytotoxic activity against human and murine cancer cell lines (B16F10, SK-MEL-28, NCI-H1299, NCI-H460, SK-BR-3, and MDA-MB-231) and human lung fibroblasts (MRC-5). Three compounds (5f, 6c, and 6e ) selectively inhibited the growth of aggressive cancer cells in the micromolar (mM) range. Furthermore, an exploratory data analysis pointed at the topological and electronic molecular properties as responsible for the discrimination process regarding the set of investigated compounds. The findings suggest that the applied designing strategy, besides providing more potent analogues, indicates the aryl amides and esters as well as the alkyl esters as interesting scaffolds to design and develop novel anticancer agents. 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.