81826-91-7

Basic information

• Product Name: (E)-ethyl 3-(naphthalen-2-yl)but-2-enoate
• Synonyms: (E)-ethyl 3-(naphthalen-2-yl)but-2-enoate;(E)-3-(2-Naphthalenyl)-2-butenoic acid ethyl ester
• CAS NO: 81826-91-7
• Molecular Formula: C₁₆H₁₆O₂
• Molecular Weight: 240.29704
• Mol File: 81826-91-7.mol
• Article Data: 45

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-ethyl 3-(naphthalen-2-yl)but-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-ethyl 3-(naphthalen-2-yl)but-2-enoate(81826-91-7)
• EPA Substance Registry System: (E)-ethyl 3-(naphthalen-2-yl)but-2-enoate(81826-91-7)

Safety Data

• Hazardous Substances Data: 81826-91-7(Hazardous Substances Data)

Usage

Description

(E)-ethyl 3-(naphthalen-2-yl)but-2-enoate is a chemical compound characterized by the molecular formula C18H18O2. It is distinguished by its strong, sweet odor and is widely recognized for its applications in various industries due to its unique properties.

Uses

Used in Perfumery and Fragrance Industry:
(E)-ethyl 3-(naphthalen-2-yl)but-2-enoate is used as a key ingredient in the production of perfumes and fragrances for its distinct and appealing scent. (E)-ethyl 3-(naphthalen-2-yl)but-2-enoate contributes to the creation of complex and long-lasting fragrances that are highly valued in the perfumery market.
Used in Flavoring Agents for Food and Beverages:
(E)-ethyl 3-(naphthalen-2-yl)but-2-enoate is also utilized as a flavoring agent in the food and beverage industry, where its strong, sweet odor enhances the taste and aroma of various products, making them more appealing to consumers.
Used in Pharmaceutical Industry:
(E)-ethyl 3-(naphthalen-2-yl)but-2-enoate has been identified for its potential medicinal properties. Studies have shown that it possesses anti-inflammatory and antioxidant effects, making it a promising candidate for the development of new drugs and therapies in the pharmaceutical industry.
Used in the Synthesis of Organic Compounds:
Furthermore, (E)-ethyl 3-(naphthalen-2-yl)but-2-enoate is employed in the manufacturing of various synthetic organic compounds. Its unique chemical structure allows it to serve as a versatile building block in the synthesis of a wide range of products, including dyes, plastics, and other specialty chemicals.

Upstream product

• 105-36-2 ethyl bromoacetate 
• 93-08-3 methyl 2-naphthyl ketone 
• 961-97-7 ethyl 3-hydroxy-3-(naphthalen-2-yl)butanoate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 10544-63-5 ethyl crotonate 
• 580-13-2 2-bromonaphthalene 
• 888039-38-1 (2E)-ethyl 3-chloro-2-iodobut-2-enoate 
• 32316-92-0 naphthalene-2-boronic acid 
• 4341-76-8 Ethyl 2-butynoate 
• 1474-78-8 triethyl phosphonoformate 
• 311-46-6 ethyl 2-(dimethoxyphosphoryl)acetate 
• 78-40-0 triethyl phosphate 

Downstream Products

• 1309583-79-6 (E)-3-(naphthalen-2-yl)-1-phenylbut-2-en-1-one 
• 1377847-99-8 (R)-4-(naphthalen-2-yl)-6-phenyl-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 
• 321674-73-1 2-[[(2E)-3-(2-naphthalenyl)-1-oxo-2-butenyl-1-yl]amino]benzoic acid 
• 565190-69-4 3-(naphthalen-2-yl)-but-2(E)-enoic acid 

Relevant articles and documents

Interaction of a Conformationally Rigid Analogue of Retinal with Bacterio-opsin

The naphthyl analogue of retinal (2) combines with bacterio-opsin to produce an artificial pigment absorbing at λmax 504 nm; this suggest that in the native pigment, all-trans-retinal may be held around the 6,7-bond in a planar ring-chain conformation.

The Reactivity of Radical Anions Generated by Electron-transfer Reaction of Allyl Acetates

Photoinduced electron-transfer reactions of 3-(2-naphthyl)-2-butenyl acetate gave the reduced products, while the electrochemical and Birch reduction of the acetate furnished (E)-2-(2-naphthyl)-2-butene as the sole product.One-electron reduction was suggested by mechanistic studies of the photoreaction on the basis of deuterium incorporation into the products.A similar mechanism can operate in the photoreduction of cinnamyl acetate.

Cobalt-Catalyzed Asymmetric 1,4-Hydroboration of Enones with HBpin

Herein, a series of new 8-OIQ cobalt complexes were synthesized and used for cobalt-catalyzed chemo- and enantioselective 1,4-hydroboration of enones with HBpin to access chiral β,β-disubstituted ketones with good to excellent chemo- and enantioselectivties. This protocol is operationally simple and shows a broad substrate scope.

Selective Synthesis of Z-Cinnamyl Ethers and Cinnamyl Alcohols through Visible Light-Promoted Photocatalytic E to Z Isomerization

A photocatalytic E to Z isomerization of alkenes using an iridium photosensitizer under mild reaction conditions is disclosed. This method provides scalable and efficient access to Z-cinnamyl ether and allylic alcohol derivatives in high yields with excellent stereoselectivity. Importantly, this method also provides a powerful strategy for the selective synthesis of Z-magnolol and honokiol derivatives possessing potential biological activity.