60211-56-5

Upstream product

• 1777-82-8 (2,4-dichlorophenyl)methanol 
• 95-00-1 2,4-dichloro-benzenemethanamine 
• 71742-10-4 1-(2,4-Dichloro-benzyl)-2,4,6-triphenyl-pyridinium; fluoride 

Downstream Products

• 116529-35-2 2,4-dichloro-1-(iodomethyl)benzene 
• 95-73-8 2,4-dichlorotoluene 
• 356531-73-2 C₁₅H₁₅Cl₂N 
• 6306-60-1 2,4-Dichlorophenylacetonitrile 

Relevant academic research and scientific papers

Efficient and selective halogenation of allylic and benzylic alcohols under mild conditions

A simple, mild, and high yielding procedure for the halogenation of allylic and benzylic alcohols using a combination of SOCl2, benzotriazole, and potassium halides in DMF is described. The effectiveness of the protocol is manifested in its selectivity towards allylic and benzylic alcohols whereas other simple alcohols such as primary, secondary, and tertiary are found to be unreactive. Springer-Verlag 2004.

Nucleophilic Substitution of Aliphatic Fluorides via Pseudohalide Intermediates

A method for aliphatic fluoride functionalization with a variety of nucleophiles has been reported. Carbon–fluoride bond cleavage is thermodynamically driven by the use of silylated pseudohalides TMS-OMs or TMS-NTf2, resulting in the formation of TMS-F and a trapped aliphatic pseudohalide intermediate. The rate of fluoride/pseudohalide exchange and the stability of this intermediate are such that little rearrangement is observed for terminal fluoride positions in linear aliphatic fluorides. The ability to convert organofluoride positions into pseudohalide groups allows facile nucleophilic attack by a wide range of nucleophiles. The late introduction of the nucleophiles also allows for a wide range of functional-group tolerance in the coupling partners. Selective alkyl fluoride mesylation is observed in the presence of other alkyl halides, allowing for orthogonal synthetic strategies.

The Preparation of Primary Alkyl and Benzyl Fluorides from the Corresponding Primary Amines

N-substituted 2,4,6-triphenylpyridinium fluorides (in contrast to these and other tetrafluoroborates) thermolyse to the corresponding primary alkyl and benzyl fluorides.The pyridinium fluorides are made from 2,4,6-triphenylpyrylium fluoride and the relevant amine.