59001-10-4

Usage

Structure

A five-membered heterocyclic ring (pyrrole) with a formyl group (CHO) at the 2-position and a tert-butyl group (C(CH3)3) at the 5-position.

Appearance

Light yellow to brown color with a characteristic odor.

Uses

Primarily used in research and development as an intermediate in the production of various pharmaceuticals, dyes, and other organic compounds.

Other properties

Not commonly found in consumer products.

Upstream product

• 109-97-7 pyrrole 
• 507-19-7 t-butyl bromide 
• 68-12-2 N,N-dimethyl-formamide 
• 507-20-0 tertiary butyl chloride 
• 75866-92-1 N-((1H-pyrrol-2-yl)methylene)-N-methylmethanaminium hydrogen chloride 

Downstream Products

• 1613044-57-7 C₃₆H₄₇Mg₂N₅O₂ 

Relevant academic research and scientific papers

Entropic Mixing Allows Monomeric-Like Absorption in Neat BODIPY Films

Intermolecular interactions play a crucial role in materials chemistry because they govern thin film morphology. The photophysical properties of films of organic dyes are highly sensitive to the local environment, and a considerable effort has therefore been dedicated to engineering the morphology of organic thin films. Solubilizing side chains can successfully spatially separate chromophores, reducing detrimental intermolecular interactions. However, this strategy is also significantly decreasing achievable dye concentration. Here, five BODIPY derivatives containing small alkyl chains in the α-position were synthesized and photophysically characterized. By blending two or more derivatives, the increase in entropy reduces aggregation and therefore produces films with extreme dye concentration and, at the same time almost solution like absorption properties. Such a film was placed inside an optical cavity and the achieved system was demonstrated to reach the strong exciton-photon coupling regime by virtue of the achieved dye concentration and sharp absorption features of the film.

Synthesis, structures and reactivity of 2-phosphorylmethyl-1H-pyrrolato complexes of titanium, yttrium and zinc

The reaction of secondary phosphines HPR2 (R = Ph, Cy) with pyrrole-2-aldehydes gives a new family of 2-phosphorylmethyl-1H-pyrroles as potentially chelating mono-anionic ligands. The reaction with Ti(NMe 2)4 affords octahedral Ti(NMe2) 2{NC4H2(4-R′)CH2P(O)R 2}2 (R′ = H, But). While the diphenylphosphoryl complexes adopt a configuration with trans-pyrrolato ligands, the dicyclohexyl analogue prefers an all-cis conformation, with profound consequences on metal-ligand bonding. The reaction of sterically undemanding HNC4H3CH2P(O)Ph2 with Y[N(SiHMe 2)2]3(THF)2 give the homoleptic complex Y[NC4H3CH2P(O)Ph2] 3; mixed-ligand intermediates Y[N(SiHMe2) 2]2(N-O) and Y[N(SiHMe2)2](N-O) 2 were identifiable but could not be isolated. The bulky ligand HNC4H2(5-But)CH2P(O)Ph2 does not react with Ti(NMe2)4 but protolyses Zn[N(SiMe3)2]2 to give a 1: 2 complex Zn(N-O)2 as the only isolable product. On the other hand, its reaction with Y[N(SiHMe2)2]3(THF)2 affords the mono-amido complex Y{N(SiHMe2)2}{NC 4H3(5-But)CH2P(O)Ph 2}2 which shows good activity for the ring-opening polymerisation of cyclic esters. The Royal Society of Chemistry 2009.

Azines and imines of 4- and 5-t-Bu-pyrrole-2-aldehyde. A useful synthesis of the aldehydes

The preparation of 4- and 5-t-Bu-pyrrole-2-aldehyde can be brought about in a high yield and purity using Vilsmeier-Haack type reactions as conclusions to reaction sequences involving a 1-benzenesulfonyl directing group on pyrrole (4-substitution) or the formamidinium salt of pyrrole (5- substitution). Azines/imines were prepared and characterised.