26214-68-6

Basic information

• Product Name: 1-METHYLPYRROLE-2-CARBONYL CHLORIDE
• Synonyms: BUTTPARK 52\04-43;1-METHYLPYRROLE-2-CARBONYL CHLORIDE;1-METHYL-1H-PYRROLE-2-CARBONYL CHLORIDE;1-Methylpyrrole-2-carbonyl chloride ,97%;1-Methyl-1H-pyrrole-2-carbonyl chloride 97%;2-(Chlorocarbonyl)-1-methyl-1H-pyrrole;1-Methyl-1H-pyrrole-2-carbonylchloride97%
• CAS NO: 26214-68-6
• Molecular Formula: C₆H₆ClNO
• Molecular Weight: 143.57
• Mol File: 26214-68-6.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 78 °C
• Flash Point: 72-74°C/10mm
• Appearance: /
• Density: 1.229 g/cm³
• Vapor Pressure: 0.231mmHg at 25°C
• Refractive Index: 1.5700
• PKA: -8.74±0.70(Predicted)
• Water Solubility: Reacts with water.
• Sensitive: Moisture Sensitive
• BRN: 472022
• CAS DataBase Reference: 1-METHYLPYRROLE-2-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYLPYRROLE-2-CARBONYL CHLORIDE(26214-68-6)
• EPA Substance Registry System: 1-METHYLPYRROLE-2-CARBONYL CHLORIDE(26214-68-6)

Safety Data

• Hazard Codes: C
• Statements: 36/37/38-34-29-14
• Safety Statements: 26-36/37/39-8-45-30-23
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 26214-68-6(Hazardous Substances Data)

Usage

Uses

It is applied in the preparation of 5-(Pyrrolylcarbonyl)- and 5-(Imidazolylcarbonyl)pyrimidines and use also in the novel fluorescent, minor groove and sequence specific recognition element: design, synthesis, and DNA binding properties of p-Anisylbenzimidazole-imidazole/pyrrole-containing polyamides.

InChI:InChI=1/C6H6ClNO/c1-8-4-2-3-5(8)6(7)9/h2-4H,1H3

Upstream product

• 6973-60-0 1-Methyl-2-pyrrolecarboxylic acid 
• 3416-93-1 2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline 
• 37619-24-2 methyl N-methylpyrrole-2-carboxylate 
• 6123-05-3 C₆H₆NO₂^(1-)*K⁽¹⁺⁾ 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 21898-65-7 1-methyl-2-trichloroacetyl-1H-pyrrole 
• 96-54-8 N-Methylpyrrole 

Downstream Products

• 77639-66-8 1-methyl-beta-oxo-alpha-phenylcarbamoyl-2-pyrrolepropionitrile 
• 942271-95-6 1-methyl-1H-pyrrole-2-carboxylic acid [2-[5-(3,5-difluoro-benzenesulfonyl)-6,6-dimethyl-1,4,5,6-tetrahydro-pyrrolo[3,4-c]pyrazol-3-ylcarbamoyl]-5-(4-methyl-piperazin-1-yl)-phenyl]-amide 
• 1047974-96-8 3α,6β,7β-tri(1-methyl-1H-pyrrol-2-yl-carbonyloxy)tropane 
• 1428305-89-8 N-(3-(dimethylamino)propyl)-1-methyl-4-(1-methyl-4-(4-(1-methyl-1H-pyrrole-2-carboxamido)phenyl)-1H-pyrrole-2-carboxamido)-1H-pyrrole-2-carboxamide 
• 1533398-76-3 N-(4-fluoro-3-(oxazolo[4,5-b]pyridin-2-yl)phenyl)-1-methyl-1H-pyrrole-2-carboxamide 
• 1570135-62-4 N-(2-(4,5-dihydrooxazol-2-yl)phenyl)-1-methyl-1H-pyrrole-2-carboxamide 
• 23466-27-5 ethyl 1-methyl-1H-pyrrole-2-carboxylate 
• 73163-77-6 1-(1-methyl-pyrrol-2-yl)-2-thiophen-2-yl-2-(triphenyl-λ⁵-phosphanylidene)-ethanone 
• 73179-76-7 2-furan-2-yl-1-(1-methyl-pyrrol-2-yl)-2-(triphenyl-λ⁵-phosphanylidene)-ethanone 

Relevant articles and documents

Synthesis and biophysical studies of hairpin polyamides targeting the Brn-3b and GATA-3 transcriptional sites

Hairpin polyamide analogs of distamycin A ( 1 ) were designed and synthesized to evaluate their ability to bind 5 ' -ATAGA-3 ' and 5 ' -AGATA-3 ' sequences which are important elements for controlling the function of the Brn-3b and GATA-3 transcriptional factors, respectively. The hairpin polyamides are composed of pyrrole and imidazole units linked together via a γ -aminobutyrate (GABA) unit. Hairpins 2b (Py-Py-Im- γ -Py-Py-Py) and 2c (Im-Py-Py- γ -Py-Py-Py) were synthesized to target the respective Brn-3b and GATA-3 cognate sequences. Preliminary biophysical studies including thermal denaturation and circular dichroism were performed and the results ascertained the binding of hairpins 2a and 2b to their respective cognate DNA sequences.

Facile synthesis of oligopeptide distamycin analogs devoid of hydrogen- bond donors or acceptors at the N-terminus: Sequence-specific duplex DNA binding as a function of peptide chain length

The first examples of distamycin analogs, which lack hydrogen bond interactor groups at the N-terminus, have been synthesized. The bispyrrole peptide did not exhibit any detectable binding with double-stranded (ds) DNA. However, all other homologues did bind to ds-DNA strongly, with the binding affinities increasing as a function of the number of repeating pyrrole carboxamide units, implying that a hydrogen bond donor or acceptor atom per se at the N-terminus is not essential for their DNA binding. Studies with poly d(GC) showed that the N-terminal formamide is not a prerequisite for GC binding, contrary to earlier postulations. (C) 2000 Elsevier Science Ltd.

Copper-mediated C–H thiolation of (hetero)arenes using weakly coordinating directing group

We have developed a copper-mediated C–H thiolation of (hetero)arenes by using monodentate amide as weakly coordinating directing group. This protocol features excellent functional group tolerance and shows satisfactory compatibility with various heterocycles, such as indole, pyrrole, imidazole, pyridine, thiophene and quinoline. The robust nature of this protocol renders that it has potential value in the synthetic application.

Amide Effects in C?H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides

A new concept for the meta-selective borylation of aromatic amides is described. It has been demonstrated that while esters gave para borylations, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand has been employed and engages in an O???K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for meta C?H activation/borylation.