86560-87-4

Basic information

• Product Name: (Ra)-6,6'-dimethyl-1,1'-biphenyl-2,2'-diamine
• CAS NO: 86560-87-4
• Molecular Weight: 212.294
• Mol File: 86560-87-4.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: (Ra)-6,6'-dimethyl-1,1'-biphenyl-2,2'-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: (Ra)-6,6'-dimethyl-1,1'-biphenyl-2,2'-diamine(86560-87-4)
• EPA Substance Registry System: (Ra)-6,6'-dimethyl-1,1'-biphenyl-2,2'-diamine(86560-87-4)

Safety Data

• Hazardous Substances Data: 86560-87-4(Hazardous Substances Data)

Upstream product

• 55153-02-1 2,2'-dinitro-6,6'-dimethyl-1,1'-biphenyl 
• 41252-98-6 2-iodo-6-nitrotoluene 
• 570-24-1 2-Methyl-6-nitroaniline 
• 3685-02-7 rac-2-amino-2'-nitro-6,6'-dimethyl-1,1'-biphenyl 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 86560-87-4 2,2'-diamino-6,6'-dimethylbiphenyl 
• 59907-22-1 N-(2-methyl-6-nitrophenyl)acetamide 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 95-53-4 o-toluidine 
• 857370-94-6 2-Methyl-6-nitro-phenylamine; hydrochloride 
• 6277-17-4 2-iodo-3-nitrotoluene 
• 108-44-1 1-amino-3-methylbenzene 
• 41085-43-2 2-bromo-3-nitrotoluene 

Downstream Products

• 33283-31-7 1,11-dimethyl-6-phenyl-5H-dibenzo[d,f][1,3]diazepine 
• 32750-01-9 6,6'-dimethyl-2,2'-biphenyldiol 
• 134453-96-6 (RS)-2,2'-diiodo-6,6'-dimethylbiphenyl 
• 3685-05-0 (S)-6,6'-dimethyl-2,2'-diaminobiphenyl 
• 3685-05-0 (Ra)-6,6'-dimethyl-1,1'-biphenyl-2,2'-diamine 
• 618071-41-3 (C₆H₃(CH₃)NCHC₆H₃(C(CH₃)3)OH)2 
• 630416-57-8 (C₆H₃(CH₃)NCHC₆H₃(CH(CH₃)2)OH)2 

Relevant articles and documents

NEW ATROPISOMERIC CHIRAL BISPHOSPHINE, (S)-6,6'-DIMETHYL-2,2'-BIS(DIPHENYLPHOSPHINAMINO)BIPHENYL, AND ASYMMETRIC HYDROGENATION USING THE Rh(I) COMPLEX THEREOF

Atropisomeric chiral bisphosphine, (S)-6,6'-dimethyl-2,2'-bis(diphenylphosphinamino)biphenyl (MABP) was newly prepared, and the Rh(I) complex thereof was found to be highly effective for the asymmetric hydrogenation of 2-acetamidoacrylic acid even under 1 atm of hydrogen pressure at a temperature below 0 deg C.

A Versatile Method for Kinetic Resolution of Protecting-Group-Free BINAMs and NOBINs through Chiral Phosphoric Acid Catalyzed Triazane Formation

A versatile kinetic resolution of protecting-group-free BINAMs and NOBINs has been realized through chiral phosphoric acid catalyzed triazane formation with azodicarboxylates. A series of mono-N-protected and unprotected BINAMs, diphenyl diamines and NOBIN derivatives could be kinetically resolved with excellent performances (with s factor up to 420). The gram-scale reactions and facile derivatizations of the chiral products demonstrate the potential of these methods in the asymmetric synthesis of chiral catalysts and ligands.

Axially Chiral Bifunctional 8,8′-Biquinolyl: Synthesis of 7,7′-Dihydroxymethyl-8,8′-biquinolyl via Pd-Catalyzed Double C-H Oxidation of 7,7′-Dimethyl-8,8′-biquinolyl

Bifunctional C2-symmetric 7,7′-dihydroxymethyl-8,8′-biquinolyl (2) was synthesized in short steps via (i) Cu/Pd-catalyzed homo coupling of 7-methyl-8-bromoquinoline and (ii) Pd(II)-catalyzed double C-H oxidation. Axial chirality of 2 and its synthetic precursor 7,7′-dimethyl-8,8′-biquinolyl (3) is stable. Optically active 2 was obtained through separation of racemic 2 by chiral column HPLC or Pd(II)-catalyzed double C-H oxidation of optically active 3. The absolute stereochemistry of enantiomers of 2 and 3 was determined using the exciton chirality method.