13153-76-9

Basic information

• Product Name: 1,4-Ethanotetralin-2-one
• Synonyms: 1,4-Ethanotetralin-2-one;3,4-Dihydro-1,4-ethanonaphthalen-2(1H)-one
• CAS NO: 13153-76-9
• Molecular Formula: C₁₂H₁₂O
• Molecular Weight: 0
• Mol File: 13153-76-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4-Ethanotetralin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Ethanotetralin-2-one(13153-76-9)
• EPA Substance Registry System: 1,4-Ethanotetralin-2-one(13153-76-9)

Safety Data

• Hazardous Substances Data: 13153-76-9(Hazardous Substances Data)

Upstream product

• 15100-49-9 Benzobicyclo<2.2.2>octadienon 
• 103457-16-5 5,6-Benzobicyclo<2.2.2>octen-2-on-(p-tolylsulfonylhydrazon) 
• 118-92-3 anthranilic acid 
• 1165952-91-9 cyclohexa-1,3-diene 
• 7322-46-5 1,4-dihydro-1,4-ethanonaphthalene 

Downstream Products

• 103457-16-5 5,6-Benzobicyclo<2.2.2>octen-2-on-(p-tolylsulfonylhydrazon) 
• 139070-20-5 3,4-Benzobicyclo<3.2.1>octen-2-on-(p-tolylsulfonylhydrazon) 
• 957759-67-0 Tricyclo[6.2.2.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-(9Z)-ylidene-hydrazine 

Relevant articles and documents

Rearrangement of Bicyclooct-2-en-6-yl and Benzobicyclooctenyl Cations

The ketones 9, 27, and 51 were prepared by modified or novel routes.The analogous tosylhydrazones 10, 28, and 52 were photolyzed in 0.5 N NaOH to generate the carbocations 15, 34, and 53, respectively, by way of diazonium precursors. 2,3-Unsaturati

Photolytic Cleavage of Remote Functional Groups in Polyfunctional Molecules. Photolysis of exo- and endo-Benzobicycloocten-2-yl Chloride

The aryl-induced photolytic cleavage of a remote C-Cl bond, earlier reported for the 2-position in the benzonorbornenyl series, is extended to the 2-position of the title compounds (exo-BBCl and endo-BBCl).Cleavage with 254-nm excitation is an efficient reaction (ψdis = 0.45 and 0.005, exo and endo, respectively), involving the aryl singlet excited state.Radical and carbocation derived products are observed (eq.3), with the latter including an olefin (8), a cyclopropane (9), and rearranged ethers (10 and 13) attributed to "hot" cation intermediates.The rate constants for C-Cl cleavage sre as follows: exo 1.1*109 s-1; exo 2.2.2>, 3.8*108 s-1; endo , 1.7*106 s-1; endo , 2.7*105 s-1.These rates are discussed within the context of previously proposed mechanisms.

Electronic Control of Stereoselectivity. 9. The Stereochemical Course of Electrophilic Additions to Aryl-Substituted Benzobicyclooctadienes

Product and relative reactivity data have been obtained for the photooxygenation, epoxidation, cyclopropanation, oxymercuration, and hydroboration of three differently substituted (aryl) 2-methylbenzobicyclooctadienes.Syn stereoselectivity was observed in every case, with the level of syn attack being highest with the tetrafluoro derivative 2c (except in the Simmons-Smith reaction where a single isomer was produced in every case).Only small differences in rate were seen with a given reagent.Electronic interactions in these molecules were explored by photoelectron spectroscopy and MINDO/3 calculations.These combined tools served to show that through-space interaction is absent in these molecules.However, through-bond coupling in 2a and 2b leads to olefinic ?-bond disrotation.The relative importance of this effect as well as long-range Coulomb and charge-transfer interactions is discussed.A connection between such subtle electronic influences and stereoselectivity is established, although prevailing steric effects do serve to compress somewhat the syn/anti range available to these systems.