24698-77-9

Basic information

• Product Name: 2H-1-BENZOPYRAN-2-CARBOXYLIC ACID, 3,4-DIHYDRO-, ETHYL ESTER
• Synonyms: 2H-1-BENZOPYRAN-2-CARBOXYLIC ACID, 3,4-DIHYDRO-, ETHYL ESTER;ETHYL3,4-DIHYDRO-2H-CHROMENE-2-CARBOXYLATE;Ethyl chroman-2-carboxylate;2-Chromancarboxylic acid ethyl ester;2-Ethoxycarbonylchroman;Ethyl 2-chromancarboxylate;ethyl chromane-2-carboxylate
• CAS NO: 24698-77-9
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.23776
• Mol File: 24698-77-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 300℃
• Flash Point: 122℃
• Appearance: /
• Density: 1.136
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2H-1-BENZOPYRAN-2-CARBOXYLIC ACID, 3,4-DIHYDRO-, ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-BENZOPYRAN-2-CARBOXYLIC ACID, 3,4-DIHYDRO-, ETHYL ESTER(24698-77-9)
• EPA Substance Registry System: 2H-1-BENZOPYRAN-2-CARBOXYLIC ACID, 3,4-DIHYDRO-, ETHYL ESTER(24698-77-9)

Safety Data

• Hazardous Substances Data: 24698-77-9(Hazardous Substances Data)

Usage

General Description

2H-1-Benzopyran-2-carboxylic acid, 3,4-dihydro-, ethyl ester is a chemical compound with the molecular formula C13H14O3. It is commonly used as a flavor and fragrance agent in the food and cosmetic industries. It is a clear, colorless liquid with a sweet, floral odor, making it valuable for its aromatic properties. The compound is also used in the production of perfumes and other scented products. As an ethyl ester, it is a versatile ingredient that can enhance the sensory appeal of various consumer goods.

Upstream product

• 51939-71-0 chroman-2-carboxylic acid 
• 64-17-5 ethanol 
• 118-93-4 o-hydroxyacetophenone 
• 7664-93-9 sulfuric acid 
• 14736-31-3 ethyl 4-oxo-4H-1-benzopyran-2-carboxylate 

Downstream Products

• 137590-28-4 ethyl 2,3-dihydrobenzopyran-(2R)-carboxylate 
• 99199-77-6 rac-ethyl 2-methylchroman-2-carboxylate 
• 6179-32-4 ethyl 4H-chromene-2-carboxylate 
• 51939-71-0 chroman-2-carboxylic acid 
• 83780-47-6 (-)-(R)-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid 
• 169747-89-1 (+)-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde 
• 1451408-58-4 (R)-methyl chroman-2-carboxylate 

Relevant articles and documents

Umpolung Strategy for Arene C?H Etherification Leading to Functionalized Chromanes Enabled by I(III) N-Ligated Hypervalent Iodine Reagents

The direct formation of aryl C?O bonds via the intramolecular dehydrogenative coupling of a C?H bond and a pendant alcohol represents a powerful synthetic transformation. Herein, we report a method for intramolecular arene C?H etherification via an umpoled alcohol cyclization mediated by an I(III) N-HVI reagent. This approach provides access to functionalized chromane scaffolds from primary, secondary and tertiary alcohols via a cascade cyclization-iodonium salt formation, the latter providing a versatile functional handle for downstream derivatization. Computational studies support initial formation of an umpoled O-intermediate via I(III) ligand exchange, followed by competitive direct and spirocyclization/1,2-shift pathways. (Figure presented.).

Model Reactions for the Enantioselective Synthesis of γ-Rubromycin: Stereospecific Intramolecular Photoredox Cyclization of an ortho-Quinone Ether to a Spiroacetal

A model study for the enantioselective total synthesis of γ-rubromycin has revealed a promising approach for constructing the chiral, nonracemic bicyclic spiroacetal via the stereospecific photoredox reaction of 1,2-naphthoquinone ether.

A highly efficient enantioselective synthesis of 2-methyl chromans via four sequential palladium-catalyzed reactions

An enantioselective synthesis of substituted 2-methyl chromans was accomplished in four steps using four sequential Pd-catalyzed reactions. A study of the key palladium-catalyzed regioselective aryl ether ring formation of two different substrates was also carried out to better understand the factors which affect the selectivity of the reaction.