3419-66-7

Basic information

• Product Name: 1-TERT-BUTYL-1-CYCLOHEXENE
• Synonyms: 1-tert-butylcyclohexene;cyclohexene,1-(1,1-dimethylethyl)-;1-TERT-BUTYL-1-CYCLOHEXENE;1-TERT-BUTYL-1-CYCLOHEXENE, TECH., 80%;1-Tert-buty-1-cyclohexene
• CAS NO: 3419-66-7
• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.25
• Product Categories: Alkenes;Cyclic;Organic Building Blocks
• Mol File: 3419-66-7.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 167-168 °C754 mm Hg(lit.)
• Flash Point: 107 °F
• Appearance: /
• Density: 0.83 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.09mmHg at 25°C
• Refractive Index: n20/D 1.461(lit.)
• CAS DataBase Reference: 1-TERT-BUTYL-1-CYCLOHEXENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-TERT-BUTYL-1-CYCLOHEXENE(3419-66-7)
• EPA Substance Registry System: 1-TERT-BUTYL-1-CYCLOHEXENE(3419-66-7)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 3295 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 3419-66-7(Hazardous Substances Data)

Usage

Uses

1-tert-Butyl-1-cyclohexene has been employed as substrate to investigate catalytic activity and BET surface area for the different desilicated TS-1 zeolite samples.

Synthesis Reference(s)

The Journal of Organic Chemistry, 36, p. 3826, 1971 DOI: 10.1021/jo00823a611Synthesis, p. 147, 1971 DOI: 10.1055/s-1971-21684

InChI:InChI=1/C10H18/c1-10(2,3)9-7-5-4-6-8-9/h7H,4-6,8H2,1-3H3

Upstream product

• 253185-03-4 tert-butylbenzene 
• 507-20-0 tertiary butyl chloride 
• 110-83-8 cyclohexene 
• 98-52-2 4-(1,1-dimethylethyl)-cyclohexanol 
• 594-19-4 tert.-butyl lithium 
• 108-94-1 cyclohexanone 
• 286-20-4 cyclohexene oxide 
• 286-20-4 cyclohexane-1,2-epoxide 
• 936-99-2 3-tert-butylcyclohexanone 
• 4534-70-7 3-tert-butylcyclohexanol 
• 585-34-2 3-tert-butylphenyol 
• 13491-79-7 2-tert-butylcyclohexan-1-ol 
• 74-89-5 methylamine 
• 79239-09-1 2-(1-trimethylsilylmethylcyclohexyl)propan-2-ol 

Downstream Products

• 97741-69-0 (3aR,7aR)-3a-tert-Butyl-2-phenyl-hexahydro-benzo[1,3]dioxole 
• 5448-22-6 trans-2-tert-butylcyclohexan-1-ol 
• 98104-30-4 trans 2-tert-butylcyclohexanol 
• 77931-76-1 2-tert-butylcyclohex-2-en-1-ol 
• 17299-35-3 3-(tert-butyl)cyclohex-2-en-1-one 
• 147544-32-9 2-tert-Butyl-cyclohex-2-enyl-hydroperoxide 
• 7583-74-6 1,2-epoxy-1-t-butylcyclohexane 
• 3178-22-1 tert-butylcyclohexane 

Relevant articles and documents

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 %.

An efficient method for chlorination of alcohols using PPh3/Cl3CCONH2

A new and convenient method for the chlorination of alcohols utilizing PPh3/Cl3CCONH2 is addressed. Various alcohols could smoothly be converted into their corresponding alkyl chlorides in high yield under mild conditions with short reaction times. A mechanism is disclosed with the evidence of inversion of configuration of the analogous alkyl chloride derived from R-(-)-2-octanol.

Stereospecific Substituted Alkene Synthesis by Organo Lithium Reductive Alkylation of Epoxides

Stereospecifically alkylated olefins were synthesized in good yields by reaction of various epoxides with organolithium reagents with concommitant introduction of the alkyl group.