ChemicalBook CAS DataBase List 2,2,3-TRIMETHYLBUTANE

2,2,3-TRIMETHYLBUTANE synthesis

14synthesis methods

Product Name:2,2,3-TRIMETHYLBUTANE
CAS Number:464-06-2
Molecular formula:C7H16
Molecular Weight:100.2

2,2,3-Trimethylbutane (triptane) selectively forms from dimethyl ether at low temperatures on acid zeolites^[3].
We report herein the first selective catalytic conversion of DME to triptane on halide-free catalysts, specifically on crystalline solid acids, at much lower reaction temperatures (453–493 K) and higher DME pressures (60–250 kPa) than in established methanol/DME to hydrocarbon processes. Low temperatures avoid intervening skeletal isomerization and b-scission of triptyl chains or their precursors. These processes would otherwise occur before the methylation events that form the C7 chains containing the triptane backbone, which desorb irreversibly as triptane.
2,2,3-TRIMETHYLBUTANE synthesis

67-56-1 Synthesis

67-56-1
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$9.00/25ml

79-29-8 Synthesis

79-29-8
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$20.00/1g

464-06-2
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$26.03/1g

Yield:464-06-2 56%

Reaction Conditions:

with adamantane;indium (III) iodide at 180; for 0.5 h;Product distribution / selectivity;

Steps:

19

Table 4 compares the yield and selectivity of reactions performed in the presence and absence of adamantane. The triptane yield is based on total converted carbon, while the triptane selectivity is based on the formation of triptane from 2,3- dimethylbutane.Table 4: Comparison of triptane yield and selectivity for homologation in the presence and absence of adamantane.^aAdamantane Recovered yield Triptane yield (%)^c Triptane selectivity (mg) of 2,3- (%)^d dimethylbutane/o/50⁶ 51 56 65 0 63 31 39 aUnless otherwise specified, reactions were performed at 180 ⁰C for 30 minutes and used 4.13 mmol of InI₃, 6.2 mmol of 2,3-dimethylbutane and 6.2 mmol of MeOH. ^bAround 6 mol% of adamantane relative to 2,3-dimethylbutane. ^cBased on total converted carbon. dPercentage of converted 2,3-dimethylbutane which becomes triptane. [0074] Table 4 shows that there is a beneficial effect in both the triptane yield and selectivity when adamantane is used in the reaction. This effect may occur because adamantane suppresses the isomehzation of both 2,3-dimethylbutane and triptane and also greatly reduces cracking side reactions which result in the formation of iso- butane and iso-pentane.

References:

WO2009/64622,2009,A2 Location in patent:Page/Page column 20-21