2228-98-0

Basic information

• Product Name: 4-tert-Butylcyclohexene
• Synonyms: 4-tert-Butylcyclohexene;4-tert-Butyl-1-cyclohexene;4-(tert-Butyl)cyclohex-1-ene
• CAS NO: 2228-98-0
• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.25
• Mol File: 2228-98-0.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 165.3 °C at 760 mmHg
• Flash Point: 38.4 °C
• Appearance: /
• Density: 0.832 g/cm³
• Vapor Pressure: 2.48mmHg at 25°C
• Refractive Index: 1.46
• CAS DataBase Reference: 4-tert-Butylcyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-Butylcyclohexene(2228-98-0)
• EPA Substance Registry System: 4-tert-Butylcyclohexene(2228-98-0)

Safety Data

• RIDADR: 1993
• HazardClass: 3
• PackingGroup: Ⅲ
• Hazardous Substances Data: 2228-98-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 108, p. 3033, 1986 DOI: 10.1021/ja00271a037

InChI:InChI=1/C10H18/c1-10(2,3)9-7-5-4-6-8-9/h4-5,9H,6-8H2,1-3H3

Upstream product

• 253185-03-4 tert-butylbenzene 
• 75-89-8 2,2,2-trifluoroethanol 
• 7453-05-6 toluene-4-sulfonic acid-(trans-4-tert-butyl-cyclohexyl ester) 
• 7453-04-5 cis-4-tert-butylcyclohexyl tosylate 
• 77242-43-4 4-(tert-butyl)cyclohexyl 4-methylbenzenesulfonate 
• 75431-24-2 4-(α-chloro-isopropyl)-cyclohexene 
• 544-97-8 dimethyl zinc(II) 
• 14753-39-0 3-t-butyl-7-oxabicyclo[4.1.0]heptane 
• 14753-39-0 3-t-butyl-7-oxabicyclo[4.1.0]heptane 
• 23525-05-5 1-bromo-4-(tert-butyl)cyclohex-1-ene 
• 16963-28-3 4-t-butyl-1-(morpholin-4-yl)cyclohex-1-ene 
• 138432-82-3 trans-4-tert-butyl-1-(tert-butylsulfonyl)cyclohexane 
• 138432-81-2 cis-4-tert-butyl-1-(tert-butylsulfonyl)cyclohexane 
• 98-52-2 4-(1,1-dimethylethyl)-cyclohexanol 

Downstream Products

• 53995-71-4 anti,trans-2-Dimethylamino-4-t-butylcyclohexanonoxim 
• 53995-71-4 anti,cis-2-Dimethylamino-4-t-butylcyclohexanonoxim 
• 17177-75-2 methyl ester of trans-4-tert-butylcyclohexanecarboxylic acid 
• 17177-76-3 methyl esters of cis-4-tert-butylcyclohexanecarboxylic acid 
• 129840-68-2 cis-(5-t-butyl-2-cyclohexenyl)trimethylsilane 
• 129840-68-2 trans-(5-t-butyl-2-cyclohexenyl)trimethylsilane 
• 15619-18-8 trans-4-tert-Butylcyclohexanecarbonitrile 
• 84784-46-3 3-(tert-butyl)cyclohexane-1-carbonitrile 
• 115125-64-9 5-t-butylcyclohex-2-enyl p-tolyl sulphide 
• 19793-87-4 trans-4-tert-Butyl-cis-2-hydroxycyclohexanol 
• 19793-86-3 rac-4-(tert-butyl)cyclohexane-trans-1,2-diol 
• 115125-60-5 5-t-butylcyclohex-2-enyl p-tolyl sulphoxide 
• 114021-70-4 5-t-butylcyclohex-2-enyl p-tolyl sulphone 
• 89891-16-7 3-tert-butyl-1,6-hexanediol ditosylate 

Relevant articles and documents

Reactions of Sodium Diisopropylamide: Liquid-Phase and Solid-Liquid Phase-Transfer Catalysis by N, N, N′, N″, N″-Pentamethyldiethylenetriamine

Sodium diisopropylamide (NaDA) in N,N-dimethylethylamine (DMEA) and DMEA-hydrocarbon mixtures with added N,N,N′,N″,N″-pentamethyldiethylenetriamine (PMDTA) reacts with alkyl halides, epoxides, hydrazones, arenes, alkenes, and allyl ethers. Comparisons of PMDTA with N,N,N′,N′-tetramethylethylenediamine (TMEDA) accompanied by detailed rate and computational studies reveal the importance of the trifunctionality and κ2-κ3 hemilability. Rate studies show exclusively monomer-based reactions of 2-bromooctane, cyclooctene oxide, and dimethylresorcinol. Catalysis with 10 mol % PMDTA shows up to >30-fold accelerations (kcat > 300) with no evidence of inhibition over 10 turnovers. Solid-liquid phase-transfer catalysis (SLPTC) is explored as a means to optimize the catalysis as well as explore the merits of heterogeneous reaction conditions.

A mild method for the replacement of a hydroxyl group by halogen: 2. unified procedure and stereochemical studies

N,N-Dimethyl- and N,N-diisopropyl-1-halo-2-methyl-l-propenylamines are readily available reagents for the mild deoxyhalogenation of alcohols and hydroxyacids. In this study we showed that the reactivity of the reagents can be tuned by varying the size of the alkyl groups on the reagents: the replacement of methyl by isopropyl groups led to a significant increase of reactivity. We then described a unified procedure for all deoxyhalogenations using the readily available α-chloroenamines as reagents with (bromination, iodination) or without (chlorination) an alkaline bromide or iodide. Finally, we showed that deoxyhalogenation reactions of secondary alcohols were highly stereospecific and generally occurred with inversion of configuration.