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Properties of substance:

4-tert-butyltoluene

Synonyms:

1-tert-butyl-4-methylbenzene

Group of substances:

organic

Physical appearance:

liquid

Empirical formula (Hill's system for organic substances):

C11H16

Molar/atomic mass: 148.245

Melting point (°C):

-52.49

Boiling point (°C):

192.75

CAS №: 98-51-1

Solubility (g/100 g of solvent):

acetone: soluble [Ref.]
benzene: soluble [Ref.]
chloroform: very soluble [Ref.]
diethyl ether: very soluble [Ref.]
ethanol: sparingly soluble [Ref.]
water: insoluble [Ref.]

Synthesis 1:

Reference: Journal of Organic Chemistry. - 1951. - Vol. 16, No. 4 pp. 603 [doi: 10.1021/jo01144a011]


C6H5CH3 + (CH3)2C=CH2 → CH3C6H4C(CH3)3

Toluene (2 kg.) was chilled to -10° and 500 g. of 93% sulfuric acid was added, keeping the temperature below 0°; 350 liters of isobutene was passed in with vigorous agitation at a rate of 90 liters per hour, keeping the temperature between -5° and 0°. The toluene layer was washed to neutrality and distilled, yielding 1895 g. of p-tert-butyltoluene, b.p. 65–65°/10 mm. Oxidation with alkaline permanganate gave p-tert-butylbenzoic acid melting, alone or admixed with an authentic specimen, at 164°.

References:

  1. CRC Handbook of Chemistry and Physics. - 95ed. - CRC Press, 2014. - pp. 3-86
  2. Физико-химические свойства индивидуальных углеводородов. - М.: ГНТИНГТЛ, 1960. - pp. 36-37 [Russian]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru