62982-11-0

Basic information

• Product Name: Benzenamine, 4-(1,3-butadienyl)-N,N-dimethyl-
• CAS NO: 62982-11-0
• Molecular Formula: C12H15N
• Molecular Weight: 173.258
• Mol File: 62982-11-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-(1,3-butadienyl)-N,N-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-(1,3-butadienyl)-N,N-dimethyl-(62982-11-0)
• EPA Substance Registry System: Benzenamine, 4-(1,3-butadienyl)-N,N-dimethyl-(62982-11-0)

Safety Data

• Hazardous Substances Data: 62982-11-0(Hazardous Substances Data)

Upstream product

• 1560-54-9 allyltriphenylphosphonium bromide 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 6203-18-5 p-dimethylaminocinnamaldehyde 

Downstream Products

• 32507-38-3 (E)-4-(buta-1,3-dien-1-yl)-N,N-dimethylaniline 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 31915-94-3 (Z)-1-Phenylbuta-1,3-diene 

Relevant articles and documents

Palladium-Catalyzed Asymmetric Hydrosulfonylation of 1,3-Dienes with Sulfonyl Hydrazides

A highly enantio- and regioselective hydrosulfonylation of 1,3-dienes with sulfonyl hydrazides has been realized by using a palladium catalyst containing a monodentate chiral spiro phosphoramidite ligand. The reaction provided an efficient approach to synthetically useful chiral allylic sulfones. Mechanistic studies suggest that the reaction proceeds through the formation of an allyl hydrazine intermediate and subsequent rearrangement to the chiral allylic sulfone product. The transformation of the allyl hydrazine intermediate to the product is the enantioselectivity-determining step.

Regioselective semihydrogenation of dienes

A one-pot, three-step strategy for the regioselective semihydrogenation of dienes is described. This procedure uses 9-BBN-H as a temporary protective group for alkenes. Yields range from 55% to 95%, and the reaction is tolerant of a variety of common functional groups. Additionally, the final elimination step of the sequence can be replaced with a peroxide-mediated alkylborane oxidation, generating regioselectively semihydrogenated product alcohols.