169616-10-8

Basic information

• Product Name: dimethyl 1-benzyl-3,4-dihexyloxypyrrole-2,5-dicarboxylate
• Synonyms: dimethyl 1-benzyl-3,4-dihexyloxypyrrole-2,5-dicarboxylate
• CAS NO: 169616-10-8
• Molecular Weight: 473.61
• Mol File: 169616-10-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: dimethyl 1-benzyl-3,4-dihexyloxypyrrole-2,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 1-benzyl-3,4-dihexyloxypyrrole-2,5-dicarboxylate(169616-10-8)
• EPA Substance Registry System: dimethyl 1-benzyl-3,4-dihexyloxypyrrole-2,5-dicarboxylate(169616-10-8)

Safety Data

• Hazardous Substances Data: 169616-10-8(Hazardous Substances Data)

Upstream product

• 6175-26-4 dimethyl 2,2′-(benzylazanediyl)diacetate 
• 1632-19-5 dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate 
• 100-39-0 benzyl bromide 
• 6096-81-7 dimethyl iminodiacetate 
• 111-25-1 1-bromo-hexane 
• 148528-45-4 dimethyl-1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate 
• 16156-50-6 n-hexyl methanesulfonate 

Relevant articles and documents

The first liquid-crystalline, expanded porphyrins

Aliphatic derivatives of hydrazinophyrin, a new type of tetrapyrrolic macrocycle prepared by the condensation of 2,5-diformylpyrroles with hydrazine, exhibit liquid crystalline properties as judged from polarising optical microscopy; these hydrazinophyrin

3,4-Dialkoxypyrroles and 2,3,7,8,12,13,17,18-octaalkoxyporphyrins

A five-step general synthesis of 3,4-dialkoxypyrroles 7c-f is described starting with the condensation of dimethyl N-benzyliminodiacetate (1 b) and diethyl oxalate to give dimethyl 1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate (2b), which is bis-O-alkylated to the corresponding 3,4-diethers 3c-g. Pyrrole N-benzyl cleavage followed by ester hydrolysis and decarboxylation leads to 7c-f in 10-50% overall yield. Pyrroles 7c-f react with formaldehyde or benzaldehydes to give meso-H- (8a-d) or meso-tetraaryloctaalkoxyporphyrins 9a-g in moderate yields.