54281-02-6

Basic information

• Product Name: 2-(4-tert-butyl-cyclohex-1-enyl)-ethanol
• Synonyms: 2-(4-tert-butyl-cyclohex-1-enyl)-ethanol
• CAS NO: 54281-02-6
• Molecular Weight: 182.306
• Mol File: 54281-02-6.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-tert-butyl-cyclohex-1-enyl)-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-tert-butyl-cyclohex-1-enyl)-ethanol(54281-02-6)
• EPA Substance Registry System: 2-(4-tert-butyl-cyclohex-1-enyl)-ethanol(54281-02-6)

Safety Data

• Hazardous Substances Data: 54281-02-6(Hazardous Substances Data)

Upstream product

• 72091-16-8 cis-7-tert-butyl-1-oxaspiro<3.5>nonane 
• 90173-16-3 (4-tert-Butyl-cyclohex-1-enyl)-acetic acid 
• 87597-09-9 7-tert-Butyl-1-oxa-spiro[3.5]nonane 
• 13294-73-0 1-tert-butyl-4-methylenecyclohexane 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 55233-96-0 4-(1,1-dimethylethyl)cyclohex-3-en-1-one ethylene ketal 
• 2223-71-4 8-tert-Butyl-1,4-dioxa-spiro[4.5]decane 
• 88166-26-1 methyl 4-tert-butylcyclohexylideneacetate 
• 54280-91-0 1-<(ethoxycarbonyl)methyl>-4-tert-butylcyclohexanol 
• 13733-52-3 Methyl 4(R,S)-tert-butylcyclohexenylacetate 
• 50-00-0 formaldehyd 
• 75-24-1 trimethylaluminum 
• 110-88-3 1,3,5-Trioxan 

Downstream Products

• 99035-13-9 2-(1-(4-tert-butylcyclohexenyl))ethyl brosylate 

Relevant articles and documents

Construction of Distant Stereocenters by Enantioselective Desymmetrizing Carbonyl-Ene Reaction

An efficient desymmetrizing carbonyl-ene reaction of 1-substituted 4-methylenecyclohexanes with glyoxal derivatives was thus executed by a chiral N,N′-dioxide/NiII catalyst, providing facile access to cyclohexene derivatives bearing two remote 1,6-related stereocenters. This distal stereocontrol methodology originates from the efficient interaction between the catalyst with enophiles, discrimination of the two chair conformations of olefinic components, and the intrinsic six-membered transition-state structure of ene process.

Generation of a low-valent titanium species from titanatrane and its catalytic reactions: Radical ring opening of oxetanes

Treatment of a titanatrane complex with trimethylsilyl chloride and magnesium powder in tetrahydrofuran generated a low-valent titanium species. This species catalyzed the radical ring opening of epoxides and oxetanes to produce the corresponding less substituted alcohols. The reagent also catalyzed the deallylation and depropargylation of allylic and propargylic ethers, respectively, to provide the parent alcohols.

Titanocene catalyzed opening of oxetanes

The reductive opening of oxetanes by Cp2TiCl was investigated by a combined synthetic and computational study. The activation and reaction energies predict a more difficult reaction than the related epoxide opening. Synthetically, the γ-titanoxy radicals obtained behave like typical free radicals. Their reactions are not controlled by the metal and its ligands. This is highlighted by the dimerization of phenyl substituted oxetane derived radicals.

Thallium trinitrate mediated oxidation of 3-alkenols: Ring contraction vs cyclization

The reaction of a series of six-membered ring 3-alkenols with thallium trinitrate (TTN) in three different experimental conditions was studied. Either cyclization products or ring contraction products were obtained, depending on the structure of the substrate as well as the nature of the solvent. The reaction of a seven-membered ring 3-alkenol with TTN led to the ring contraction product exclusively.

Regioselective ring-opening fluorination of oxetanes with silicon tetrafluoride

Oxetanes were regioselectively cleaved with silicon tetrafluoride to give γ-fluoro alcohols in good yields, in which effects of additives and stereoselectivities were investigated.

Stabilization of reactive aldehydes by complexation with methylaluminum bis(2,6-diphenylphenoxide) and their synthetic application

Reactive aldehydes such as formaldehyde and α-chloro aldehydes can be successfully generated by treatment of readily available trioxane and α-chloro aldehyde trimers, respectively, with methylaluminum bis(2,6-diphenylphenoxide) (MAPH), and stabilized as their 1:1 coordination complexes with MAPH. The resulting CH2=O·MAPH complex reacts with a variety of olefins to furnish ene-reaction products with excellent regio- and stereoselectivities. In addition, this complex as well as α-chloro aldehyde-M APH complexes can be utilized as a stable source of gaseous formaldehyde and reactive α-chloro aldehydes, respectively, for the nucleophilic addition of various carbanions (organometallics, enolates, etc.). Formation of reactive aldehyde-MAPH complexes is firmly confirmed by 1H NMR spectroscopy. A space-filling model of aldehyde-M APH complexes implies that formaldehyde and α-chloro aldehydes coordinated with MAPH may be electronically stabilized by two parallel phenyl groups of aluminum ligands.

Solvolytic Hydroperoxide Rearrangements. 2. Oxa Bicyclic Hemiketal Peroxides from Homoallylic and Cyclopropylcarbinyl Precursors

Studies in this laboratory have resulted in the discovery of a novel hydrogen peroxide mediated ring expansion that is suitable for the synthesis of medium to large ring oxa bicyclic compounds.This rearrangement involves the solvolysis of homoallylic bros

Synthesis of 2,2,-Disubstituted Oxetanes from Ketones with S-Methyl-S-(sodiomethyl)-N-(4-tolylsulfonyl)sulfoximine

A covenient and facile one-step synthesis of 2,2-disubstituted oxetanes from ketones utilizing S-methyl-S-(sodiomethyl)-N-(4-tolylsulfonyl)sulfoxymine in dimethyl sulfoxide is presented.The stereochemistry and chemical reactivity of some 2,2-disubstituted

Reactions of the Formaldehyde-Trimethylaluminum Complex with Alkenes

Reaction of CH2O*Me3Al with electron-rich alkenes gives a zwitterion that reacts further to give homoallylic alcohols (ene adducts), allylic alcohols, and the product of cis addition of a hydroxymethyl and a methyl group to the double bond.The stereochemistry and effect of alkene structure on the nature of the reaction are examined.