412041-55-5

Basic information

• Product Name: Benzene, 1,2-diethynyl-4-methoxy-
• CAS NO: 412041-55-5
• Molecular Formula: C11H8O
• Molecular Weight: 156.184
• Mol File: 412041-55-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, 1,2-diethynyl-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,2-diethynyl-4-methoxy-(412041-55-5)
• EPA Substance Registry System: Benzene, 1,2-diethynyl-4-methoxy-(412041-55-5)

Safety Data

• Hazardous Substances Data: 412041-55-5(Hazardous Substances Data)

Upstream product

• 6500-51-2 4-methoxybenzene-1,2-dicarbaldehyde 
• 21047-57-4 diethyl (1-diazo-2-oxopropyl)phosphonate 

Downstream Products

• 872678-33-6 1-chloro-6-methoxynaphthalene 
• 63469-49-8 1-iodo-6-methoxynaphthalene 
• 83710-62-7 1-bromo-6-methoxynaphthalene 
• 59115-44-5 2-methoxy-7-phenylnaphthalene 
• 59115-43-4 2-methoxy-6-phenylnaphthalene 

Relevant articles and documents

Gold-catalyzed hydroarylating cyclization of 1,2-Bis(2-iodoethynyl)benzenes

1,5-Diynes bearing halogen-substituted alkynes were synthesized and converted in the presence of a gold catalyst. In contrast to the corresponding hydroarylating aromatization reaction with terminal alkynes, a totally different reaction mode was observed.

Synthesis of arenediynes via the vinylidenecarbene-acetylene rearrangement

A convenient method for the two-step synthesis of arenediynes from 1,2-arenedialdehydes is reported. Dibromomethylenation of dialdehydes under Corey-Fuchs conditions (CBr4, Ph3P, Zn) provides the tetrabromides in excellent yields. Treatment of the tetrabromides with n-BuLi or LDA affords 3,4-unsaturated 1,5-diynes, the key structural moiety present in several naturally occurring antitumour antibiotics, in varying yields. The key intermediates in these transformations appear to be vinylidenecarbenes or carbenoids, generated in situ via metal-halogen exchange and elimination.