Benzene → 2-Methylbenzaldehyde

HRID 1030020Notes

Reaction equation

HRID 1030020 reaction equation
[CH:1]1C=CC=CC=1.C[CH:8]([OH:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C1(CCO)C=CC=CC=1>C1(C)C=CC=CC=1>[C:14]1([CH3:1])[C:9]([CH:8]=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 60542-PhenylethanolHCID 74091-Phenylethanol

Product 1

HCID 107222-MethylbenzaldehydeYield 385%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The experimental procedure was substantially the same as in Example excepting replacement of the benzene as the starting hydrocarbon compound with the same volume of toluene. The reaction mixture after completion of the reaction contained position isomers of methylbenzyl alcohol in a total molar yield of 6332% based on the amount of the rhodium complex used as the catalyst including o-, m- and p-methylbenzyl alcohols in a proportion of 3:60:37. 2-phenylethyl alcohol was not detected in the reaction mixture. Tolualdehyde was produced in a molar yield of 385% as a total value for the o-, m and p-isomers relative to the rhodium complex used as the catalyst.

Sources & evidence

ORD record
ord-17637f4bc4e54001898f82347923678a
Source dataset
uspto-grants-1992_04
Patent number
US05104504

Reaction notes

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