101938-44-7

Basic information

• Product Name: rac-6,6'-dimethoxy[1,1'-biphenyl]-2,2'-diamine
• Synonyms: rac-6,6'-dimethoxy[1,1'-biphenyl]-2,2'-diamine
• CAS NO: 101938-44-7
• Molecular Weight: 244.293
• Mol File: 101938-44-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: rac-6,6'-dimethoxy[1,1'-biphenyl]-2,2'-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: rac-6,6'-dimethoxy[1,1'-biphenyl]-2,2'-diamine(101938-44-7)
• EPA Substance Registry System: rac-6,6'-dimethoxy[1,1'-biphenyl]-2,2'-diamine(101938-44-7)

Safety Data

• Hazardous Substances Data: 101938-44-7(Hazardous Substances Data)

Upstream product

• 1313369-32-2 N,N'-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(2,2-dimethylpropanamide) 
• 56619-93-3 N-(3-methoxyphenyl)pivalamide 
• 536-90-3 m-Anisidine 
• 170959-02-1 2,5-dimethoxypivaloylaminobenzene 
• 102-56-7 2,5-dimethoxyaniline 
• 603-85-0 2-Amino-3-nitrophenol 
• 98991-08-3 2-iodo-1-methoxy-3-nitrobenzene 
• 197243-48-4 2-iodo-3-nitrophenol 
• 554-84-7 meta-nitrophenol 
• 137465-71-5 2,2'-dimethoxy-6,6'-dinitrobiphenyl 

Downstream Products

• 1172134-90-5 C₂₆H₂₂N₄O₆ 
• 151489-85-9 (S)-6,6'-dimethoxybiphenyl-2,2'-diamine 
• 151489-85-9 6,6'-dimethoxy[1,1'-biphenyl]-2,2'-diamine 

Relevant articles and documents

An efficient access to (R)- and (S)-6,6'-dimethoxy-2,2'-diiodo-1,1'-biphenyl

In a better procedure than the known for (rac)-2a, the diamine (rac)-2b was resolved for the first time with the new resolving agent (R,R)- and (S,S)-2,3-di(phenylaminocarbonyl)tartaric acid (5c) (40-45% weight yields; >99% ee). The diamines (R)- and (S)-2a and 2b were converted with >98% stereochemical retention into the diiodides (R)- and (S)-3a and 3b and subsequently, without loss of optical purity, diphenylphosphinated to the known diphosphines (R)- and (S)-4a and 4b.

A concise synthetic approach towards hydroxytetraphenylenes

This communication is concerned with our efforts in improving the syntheses of five hydroxytetraphenylens, which we obtained before. A short consecutive direct ortho-metalation and oxidative coupling sequence from N-pivaloyl-protected substituted aniline provided the corresponding 2,2-diiodobiphenyls. Subsequently, copper(II)-mediated oxidative coupling of 2,2-diiodobiphenyls successfully led to the formation of the corresponding hydroxytetraphenylenes. This is the first time that hydroxytetraphenylenes 2, 4 and 5 were all realized via oxidative cross-coupling reactions from the corresponding 2,2-diiodobiphenyls. Georg Thieme Verlag Stuttgart · New York.