ChemicalBook CAS DataBase List 2,6-Dimethylbenzyl chloride

2,6-Dimethylbenzyl chloride synthesis

5synthesis methods

Product Name:2,6-Dimethylbenzyl chloride
CAS Number:5402-60-8
Molecular formula:C9H11Cl
Molecular Weight:154.64

62285-58-9 Synthesis

62285-58-9
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5402-60-8
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$8.00/1g

Yield:5402-60-8 89.7%

Reaction Conditions:

with thionyl chloride

Steps:

16 Example 16

Example 16
2-(Chloromethyl)-1,3-dimethylbenzene
91.4 g [0.768 mol] of thionyl chloride in 100 ml of toluene are initially charged, heated to 72° C. and a solution of 100 g of 2,6-dimethylbenzyl alcohol of a purity of 74.7% in 700 ml of toluene is added dropwise thereto within an hour.
Further stirring is subsequently carried out for one hour at 72° C.
The excess thionyl chloride is distilled off, the residue is filtered over some Celite and concentrated under reduced pressure.
This gives 107.2 g of a brown oil which, according to GC/MS analysis, contains 71.0% of the title compound, which corresponds to a yield of 89.7% of theory.
GC/MS: m/e=154 (M⁺, ³⁵Cl, 17%), 119 (M-35, 100%),

References:

US2021/403406,2021,A1