3282-53-9

Basic information

• Product Name: 1-Butylcyclohexene
• Synonyms: 1-Butyl-1-cyclohexene;1-Butylcyclohexene
• CAS NO: 3282-53-9
• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.25
• Mol File: 3282-53-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 182°C at 760 mmHg
• Flash Point: 52.7°C
• Appearance: /
• Density: 0.821g/cm³
• Vapor Pressure: 1.13mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: 1-Butylcyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butylcyclohexene(3282-53-9)
• EPA Substance Registry System: 1-Butylcyclohexene(3282-53-9)

Safety Data

• Hazardous Substances Data: 3282-53-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 1773, 1996 DOI: 10.1016/0040-4039(96)00116-5

InChI:InChI=1/C10H18/c1-2-3-7-10-8-5-4-6-9-10/h8H,2-7,9H2,1H3

Upstream product

• 104-51-8 1-butylbenzene 
• 5445-30-7 1-butyl-cyclohexanol 
• 693-03-8 n-butyl magnesium bromide 
• 930-66-5 1-chlorocyclohexene 
• 2044-08-8 1-bromocyclohex-1-ene 
• 109-72-8 n-butyllithium 
• 694-51-9 1-fluorocyclohexene 
• 35843-78-8 1-bromo-5-decyne 
• 108-94-1 cyclohexanone 
• 822-87-7 2-Chlorocyclohexanone 
• 88626-90-8 BuMnCl 
• 693-04-9 butyl magnesium bromide 
• 28075-50-5 cyclohex-1-en-1-yl trifluoromethane sulfonate 
• 88116-46-5 1-butyl-2-cyclohexen-1-ol 

Downstream Products

• 101873-61-4 2-(1-Butyl-cyclohexyl)-4,6-dimethyl-phenol 
• 36306-61-3 1-Butyl-2-acetyl-cyclohexan 
• 1126-18-7 2-butylcyclohexanone 
• 100249-81-8 2-ethyl-2-butyl-cyclohexanone 
• 4144-60-9 6-oxodecanoic acid 
• 35242-05-8 trans-2-butyl-3-cyclohexanol 
• 852818-59-8 (1R,2R)-2-butylcyclohexan-1-ol 

Relevant articles and documents

Triphosgene and DMAP as Mild Reagents for Chemoselective Dehydration of Tertiary Alcohols

The utility of triphosgene and DMAP as mild reagents for chemoselective dehydration of tertiary alcohols is reported. Performed in dichloromethane at room temperature, this reaction is readily tolerated by a broad scope of substrates, yielding alkenes preferentially with the (E)-geometry. While formation of the Hofmann products is generally favored, a dramatic change in alkene selectivity toward the Zaitzev products is observed when the reaction is carried out in dichloroethane at reflux.

Enantioselective Hydroazidation of Trisubstituted Non-Activated Alkenes

A one-pot procedure for the enantioselective hydroazidation of non-activated trisubstituted alkenes is described. Hydroboration with monoisopinocampheylborane (IpcBH2) provides dialkylboranes that are in situ selectively converted into monoalkyl-substituted catecholboranes; these undergo radical azidation upon treatment with benzenesulfonyl azide and a radical initiator. Enantiomerically enriched azides were thus obtained in yields of 59–81 % and enantioselectivities of up to 94:6 e.r. (98:2 e.r. if the intermediate dialkylborane is purified by crystallization). A rapid access to enantiomerically pure (+)-rodocaine is also described. The use of other arenesulfonyl radical traps enables enantioselective hydroallylation, hydrosulfanylation, and hydrobromination reactions with yields of 71–86 %.

Iron-catalyzed alkenylation of Grignard reagents by enol phosphates

Stereoselective preparation of trisubstituted olefins can be easily performed from an Z/E-mixture of enol phosphates by reacting only the E-isomer with a Grignard reagent in the presence of Fe(acac)3. This procedure combines a kinetic differentiation and a stereoselective reaction. The coupling is very chemoselective in the presence of an alkyl chloride, an ester, a ketone or a nitrile. Georg Thieme Verlag Stuttgart.