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

General Description

(E)-ethyl 3-(naphthalen-2-yl)but-2-enoate is a chemical compound with the molecular formula C18H18O2. It is commonly used in the production of perfumes and fragrances, as well as in the manufacturing of various synthetic organic compounds. (E)-ethyl 3-(naphthalen-2-yl)but-2-enoate is known for its strong, sweet odor and is often used as a flavoring agent in food and beverages. Additionally, it has been found to have potential medicinal properties, with studies showing it has anti-inflammatory and antioxidant effects. However, it is important to note that (E)-ethyl 3-(naphthalen-2-yl)but-2-enoate should be handled with care, as it can be harmful if ingested or inhaled in large quantities.

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 
• 78-40-0 triethyl phosphate 
• 311-46-6 ethyl 2-(dimethoxyphosphoryl)acetate 

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 
• 565190-69-4 3-(naphthalen-2-yl)-but-2(E)-enoic acid 
• 321674-73-1 2-[[(2E)-3-(2-naphthalenyl)-1-oxo-2-butenyl-1-yl]amino]benzoic 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.