1689-79-8

Basic information

• Product Name: 3-TERT-BUTYLTHIOPHENE
• Synonyms: 3-TERT-BUTYLTHIOPHENE
• CAS NO: 1689-79-8
• Molecular Formula: C8H12S
• Molecular Weight: 140.24588
• Mol File: 1689-79-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: -54.7°C
• Boiling Point: 168.95°C
• Flash Point: 37.7°C
• Appearance: /
• Density: 0.9967 (estimate)
• Vapor Pressure: 2.01mmHg at 25°C
• Refractive Index: 1.5187 (estimate)
• CAS DataBase Reference: 3-TERT-BUTYLTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-TERT-BUTYLTHIOPHENE(1689-79-8)
• EPA Substance Registry System: 3-TERT-BUTYLTHIOPHENE(1689-79-8)

Safety Data

• Hazardous Substances Data: 1689-79-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H12S/c1-8(2,3)7-4-5-9-6-7/h4-6H,1-3H3

Upstream product

• 188290-36-0 thiophene 
• 507-20-0 tertiary butyl chloride 
• 115-11-7 isobutene 
• 75-15-0 carbon disulfide 
• 7646-78-8 tin(IV) chloride 
• 86119-84-8 phosphoric acid 
• 53119-59-8 2,5-dibromo-3-t-butylthiophene 
• 75-65-0 tert-butyl alcohol 
• 67-64-1 acetone 
• 463-82-1 2,2-dimethylpropane 

Relevant articles and documents

ALKYLATION OF FURAN AND THIOPHENE WITH tert-BUTANOL IN THE PRESENCE OF THE STRONGLY ACID CATION EXCHANGER AMBERLYST 15

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Gas-phase Heteroaromatic Substitution. Part 4. Electrophilic Attack of t-Butyl Cation on Pyrrole, N-Methylpyrrole, Furan, and Thiophene

t-Butyl cation, obtained in the gas state from the γ-radiolysis of neopentane has been allowed to react with pyrrole (1), N-methylpyrrole (2), furan (3), and thiophene (4).Experiments have been carried out in the pressure range 50-760 Torr and in the presence of variable concentrations of a gaseous base (NMe3).The reactivity of simple heteroaromatic compounds relative to toluene in competition experiments is found to depend markedly upon the composition of the gaseous reaction environment.The apparent kS/kT ratios decrease slightly with increasing pressure.At atmospheric pressure, these ratios increase with the NMe3 concentration levelling off to a value of 1.0 (1), 2.2 (2), 2.6 (3), and 0.6 (4), at the highest base concentration (PNMe3=10 Torr).Under the same conditions, predominant β substitution occurs in the pyrroles , whereas α-attack is favoured in the case of furan (β:α=9:91) and thiophene (β:α=20:80).The gaseous elecrophile appears rather unselective between the n- and the ?-type centres of furan (O:ring=50:50) and thiophene (S:ring=40:60), while it displays no or very limited substitution on the heteroatom of pyrroles.A mechanism based upon reversible addition of the t-butyl cation to the heteroaromatic nucleus, involving premilinary formation of an electrostatic adduct, is used to account for the formation of the t-butylated products and their isomeric composition.It is concluded that the gas-phase t-butyl alkylation of simple five-membered heteroaromatic compounds is regulated by electrostatic interactions established within the encounter pair.A close correspondence exists between this rationalization of the present gas-phase results and recent theoretical and experimental evidence concerning related alkylation processes.