Benzene → Ethylbenzene

HRID 1165617Notes

Reaction equation

HRID 1165617 reaction equation
[CH3:1]CCCCC.C1C=CC=CC=1.[CH3:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>[Pt].C1(C)C(C)=CC=CC=1.C1(C)C=CC=CC=1.CCCCCCC>[CH2:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH3:13].[CH3:1][CH:19]([CH2:18][CH2:17][CH2:16][CH2:15][CH3:14])[CH3:20]

Participants

9

Reactant 3

HCID 241BenzeneHCID 356OctaneHCID 8058Hexane

Product 2

HCID 7500EthylbenzeneHCID 115942-Methylheptane

Reagents, catalysts & solvents 4

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent2×HCID 7237O-XyleneSolventHCID 8900HeptaneSolvent2×

Procedure

At very high hexane conversions (99%), benzene was formed in over 94% yield. Similarly, n-heptane yielded 96% toluene. Similarly, n-heptane yielded 96% toluene. Consistent with the non-acidic nature of this platinum catalyst, n-octane yielded predominantly ethylbenzene and ortho-xylene, 2-methylheptane produced mostly meta-xylene, and 3-methylheptane formed mainly ethylbenzene, para-, and ortho-xylene.

Sources & evidence

ORD record
ord-98f520b021c64ea9814da39a7cf9e9f8
Source dataset
uspto-grants-1990_03
Patent number
US04910357

Reaction notes

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