5657-01-2

Basic information

• Product Name: naphtho[1,2-c]furan-1(3H)-one
• CAS NO: 5657-01-2
• Molecular Formula: C₁₂H₈O₂
• Molecular Weight: 184.1907
• Mol File: 5657-01-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 416.1°C at 760 mmHg
• Flash Point: 175.7°C
• Density: 1.313g/cm³
• Vapor Pressure: 3.93E-07mmHg at 25°C
• Refractive Index: 1.686
• CAS DataBase Reference: naphtho[1,2-c]furan-1(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: naphtho[1,2-c]furan-1(3H)-one(5657-01-2)
• EPA Substance Registry System: naphtho[1,2-c]furan-1(3H)-one(5657-01-2)

Safety Data

• Hazardous Substances Data: 5657-01-2(Hazardous Substances Data)

Usage

Description

Naphtho[1,2-c]furan-1(3H)-one, commonly known as coumarin, is a naturally occurring lactone compound found in several plants, such as the Tonka bean and sweet clover. It possesses a sweet, vanilla-like odor and exhibits various biological activities, including anti-inflammatory, antioxidant, and anti-cancer properties. However, excessive consumption of coumarin may lead to liver damage, and its use is regulated in some countries due to potential health concerns.

Uses

Used in Perfumery and Fragrance Industry:
Naphtho[1,2-c]furan-1(3H)-one is used as a flavoring agent and fragrance component for its sweet, vanilla-like scent. It adds a pleasant aroma to perfumes, soaps, and other personal care products.
Used in Food Industry:
Coumarin is used as a flavoring agent in the food industry to impart a sweet, vanilla-like taste to various food products.
Used in Pharmaceutical Industry:
Naphtho[1,2-c]furan-1(3H)-one is used as a pharmaceutical agent due to its anti-inflammatory, antioxidant, and anti-cancer properties. It has potential applications in the development of drugs for the treatment of various diseases and conditions.
Used in Cosmetic Industry:
Coumarin is used in cosmetic products for its pleasant scent and potential skin care benefits, such as anti-inflammatory and antioxidant effects.

Upstream product

• 108-31-6 maleic anhydride 
• 87262-72-4 3,3-dimethoxy-1,3-dihydrobenzoisobenzofuran 
• 87262-71-3 1,1-diethoxy-1,3-dihydronaphto<1,2-c>furan 
• 56020-58-7 1-methoxycarbonyl-2-methylnaphthalene 
• 103244-33-3 ethyl 2-(bromomethyl)naphthalene-1-carboxylate 
• 1575-96-8 2-methyl-1-naphthoic acid 
• 86-55-5 1-naphthalenecarboxylic acid 
• 74-95-3 1,1-dibromomethane 
• 76635-70-6 (1-bromo-2-naphthyl)methanol 
• 5343-99-7 1,2-naphthalenedicarboxylic anhydride 
• 60-29-7 diethyl ether 
• 2417-76-7 1-methoxycarbonyl-2-(bromomethyl)naphthalene 

Relevant articles and documents

Visible Light-Promoted Magnesium, Iron, and Nickel Catalysis Enabling C(sp3)-H Lactonization of 2-Alkylbenzoic Acids

A mild and practical C(sp3)-H lactonization protocol has been achieved by merging photocatalysis and magnesium (iron, nickel) catalysis. A diverse range of 2-alkylbenzoic acids with a variety of substitution patterns could be transformed into the corresponding phthalide products. Based on the mechanistic experimentation and reported prior studies, a possible mechanism for the benzylic oxidative lactonization reaction was proposed with the hypothetic photoactive ternary complex formed between the 2-alkylbenzoic acid substrate, magnesium ion, and bromate anion.

Ligand-enabled pd(ii)-catalyzed c(sp3)-h lactonization using molecular oxygen as oxidant

Pd(II)-catalyzed C-H lactonization of o-methyl benzoic acid substrates has been achieved using molecular oxygen as the oxidant. This finding provides a rare example of C-H oxygenation through Pd(II)/Pd(0) catalysis as well as a method to construct biologically important benzolactone scaffolds. The use of a gas mixture of 5% oxygen in nitrogen demonstrated the possibility for its application in pharmaceutical manufacturing.

Palladium(II)-catalyzed ortho alkylation of benzoic acids with alkyl halides

-