74845-45-7

Basic information

• Product Name: 2-methyltetracene
• CAS NO: 74845-45-7
• Molecular Weight: 242.32
• Mol File: 74845-45-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-methyltetracene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyltetracene(74845-45-7)
• EPA Substance Registry System: 2-methyltetracene(74845-45-7)

Safety Data

• Hazardous Substances Data: 74845-45-7(Hazardous Substances Data)

Upstream product

• 859190-87-7 (2,4-dimethyl-phenyl)-(5,6,7,8-tetrahydro-[2]naphthyl)-ketone 

Relevant articles and documents

Straightforward Synthesis of 2- and 2,8-Substituted Tetracenes

A simple regiospecific route to otherwise problematic substituted tetracenes is described. The diverse cores (E)-1,2-Ar1CH2(HOCH2)C=C(CH2OH)I (Ar1=Ph, 4-MePh, 4-MeOPh, 4-FPh) and (E)-1,2-I(HOCH2)C=C(CH2OH)I, accessed from ultra-low cost HOCH2C≡CCH2OH at multi-gram scales, allow the synthesis of diol libraries (E)-1,2-Ar1CH2(HOCH2)C=C(CH2OH)CH2Ar2 (Ar2=Ph, 4-MePh, 4-iPrPh, 4-MeOPh, 4-FPh, 4-BrPh, 4-biphenyl, 4-styryl; 14 examples) by efficient Negishi coupling. Copper-catalysed aerobic oxidation cleanly provides dialdehydes (E)-1,2-Ar1CH2(CHO)C=C(CHO)CH2Ar2, which in many cases undergo titanium(IV) chloride-induced double Bradsher closure, providing a convenient method for the synthesis of regiochemically and analytically pure tetracenes (12 examples). The sequence is typically chromatography-free, scalable, efficient and technically simple to carry out.