1321539-21-2

Basic information

• Product Name: 2-(4-methylbenzyl)benzaldehyde
• Synonyms: 2-(4-methylbenzyl)benzaldehyde
• CAS NO: 1321539-21-2
• Molecular Weight: 210.276
• Mol File: 1321539-21-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2-(4-methylbenzyl)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methylbenzyl)benzaldehyde(1321539-21-2)
• EPA Substance Registry System: 2-(4-methylbenzyl)benzaldehyde(1321539-21-2)

Safety Data

• Hazardous Substances Data: 1321539-21-2(Hazardous Substances Data)

Upstream product

• 529-20-4 2-methylphenyl aldehyde 
• 108-88-3 toluene 
• 624-31-7 4-tolyl iodide 

Downstream Products

• 613-12-7 2-methylanthracene 

Relevant articles and documents

Semicarbazide: A Transient Directing Group for C(sp3)?H Arylation of 2-Methylbenzaldehydes

Semicarbazide as an effective transient directing group for C(sp3)?H arylation of 2-methylbenzaldehydes is described. Various substituted 2-benzylbenzaldehydes are efficiently synthesized by this strategy. The salient features of this protocol are the use of inexpensive transient directing group, wide scope of substrates with good functional group compatibility, up to 98% yield, and applicability to gram scale. (Figure presented.).

Nano palladium catalyzed C(sp3)[sbnd]H bonds arylation by a transient directing strategy

Reported herein is the first example of heterogeneous palladium catalyzed C(sp3)-H bonds arylation by a transient-ligand-directed strategy. Using supported palladium (metallic state) nanopariticles as catalyst, a wide range of aryl iodides undergo the coupling with various o-methylbenzaldehyde derivatives to assemble a library of highly selective and functionalized o-benzylbenzaldehydes. The stability of the catalyst was easily recovered four runs without significant loss of activity. The XPS analysis of the catalyst before and after reaction indicated that the reaction might be carried out by a catalytic cycle starting with Pd0.

Palladium-catalyzed benzylic C(sp3)–H arylation of o-alkylbenzaldehydes

The palladium-catalyzed benzylic C(sp3)–H arylation of o-alkylbenzaldehyde derivatives was achieved utilizing 2-dimethylaminoethylamine as a novel transient directing group. The γ-C(sp3)–H arylation reaction efficiently afforded a variety of arylated o-alkylbenzaldehydes and polycyclic aromatic hydrocarbons (PAHs) in one pot, exhibiting high functional group tolerance with broad substrate scope. The aliphatic diamine auxiliary represents a simple, inexpensive, readily available, and removable directing group for C–H activation. The resultant o-benzylbenzaldehyde products could be diversely transformed into potentially important synthetic intermediates under mild conditions.