Methane → Cesium Chloride

HRID 984753Notes

Reaction equation

C.[Cl-:2].[Cs+:3].[CH2:4]1[N:43]2[C:44](=[O:45])[N:40]3[CH:41]4[N:73]5[C:74](=[O:75])[N:46]([CH2:47][N:48]6[C:49]([N:51]7[CH2:52][N:53]8[C:54]([N:56]9[CH2:57][N:58]%10[C:59]([N:61]%11[CH2:62][N:63]%12[C:64]([N:66]%13[CH2:67]N%14C(N(C5)C5N([CH2:39]3)C(=O)N(C5%14)C[N:29]3[C:30](=[O:31])[N:26]([CH:27]%12[CH:28]3%13)[CH2:25][N:22]3[C:23](=[O:24])[N:19]([CH:20]%10[CH:21]3%11)[CH2:18][N:15]3[C:16](=[O:17])[N:12]([CH:13]8[CH:14]39)[CH2:11][N:8]3[C:9](=[O:10])[N:5]1[CH:6]6[CH:7]37)=O)=[O:65])=[O:60])=[O:55])=[O:50])[CH:42]42>>[Cl-:2].[Cs+:3].[CH2:52]1[N:53]2[C:54](=[O:55])[N:56]3[CH:14]4[N:15]5[C:16](=[O:17])[N:12]([CH2:11][N:8]6[C:9]([N:5]7[CH2:4][N:43]8[C:44]([N:40]9[CH2:39][N:29]%10[C:30]([N:26]%11[CH2:25][N:22]%12[C:23]([N:19]([CH2:18]5)[CH:20]5[N:58]([CH2:57]3)[C:59](=[O:60])[N:61]([CH:21]5%12)[CH2:62][N:63]3[C:64](=[O:65])[N:66]([CH:28]%10[CH:27]3%11)[CH2:67][N:73]3[C:74](=[O:75])[N:46]([CH:42]8[CH:41]39)[CH2:47][N:48]3[C:49](=[O:50])[N:51]1[CH:7]6[CH:6]37)=[O:24])=[O:31])=[O:45])=[O:10])[CH:13]42

Participants

Reactant 3

HCID 297Methane

HCID 24293Cesium Chloride

HCID 196163Cucurbituril

Product 2

HCID 24293Cesium Chloride

HCID 6096206Cucurbit[5]uril

Conditions

Temperature: 80 °C

Procedure

A two chamber process where in chamber 1 an aqueous solution of CsCl 0.2M (6 mL) and cucurbit[5]uril (500 mg) was prepared and natural gas passed through (20 mL/min) the solution for 1 to 5 minutes. The majority of methane in the natural gas was retained by the solution in chamber 1. In chamber 2 the exhaust of chamber 1 was passed through an aqueous solution of CsCl 0.2M (1.2 mL) and unsubstituted cucurbit[6]uril (100 mg). The solution of unsubstituted cucurbit[6]uril in chamber 2 was purged with nitrogen (at 20 mL/min) for 30 to 90 seconds to remove any residual methane and ethane (ethane 40 to 60% purity). The propane was then recovered from chamber 2 at 98 to 99% pure by either purging with nitrogen for 20 minutes or heating to 60 to 100° C.

Workup

customfor 1 to 5 minutes
customThe solution of unsubstituted cucurbit[6]uril in chamber 2 was purged with nitrogen (at 20 mL/min) for 30 to 90 seconds
customto remove any residual methane and ethane (ethane 40 to 60% purity)
customThe propane was then recovered from chamber 2 at 98 to 99% pure by either purging with nitrogen for 20 minutes

Sources & evidence

ORD record: ord-fc58814fc4534f6e920c0efdff3714d3
Source dataset: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06869466B2

Reaction notes

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