1-Phenylpyrrole

  • CAT Number: I006666
  • CAS Number: 635-90-5
  • Molecular Formula: C0H9N
  • Molecular Weight: 143.19
  • Purity: ≥95%
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1-Phenylpyrrole(Cat No.:I006666) is a chemical compound that serves as a key component in the synthesis of new chiral ligands. Chiral ligands are molecules with specific spatial arrangements that can bind to metal ions, catalyzing asymmetric reactions. By incorporating 1-phenylpyrrole into ligand structures, scientists can introduce chirality and enhance the selectivity and efficiency of catalytic processes. These ligands find applications in various areas of chemistry, including organic synthesis, pharmaceuticals, and materials science, where controlling the stereochemistry of reactions is essential for achieving desired outcomes and producing enantiomerically pure compounds.

Catalog Number I006666
CAS Number 635-90-5
Synonyms

1-Phenylpyrrole; NSC 16581; NSC-16581; NSC16581;1-Phenylpyrrole

Molecular Formula

C0H9N

Purity 95%
Solubility Soluble in DMSO
Storage Room Temperature
IUPAC Name 1-phenylpyrrole
InChI InChI=1S/C10H9N/c1-2-6-10(7-3-1)11-8-4-5-9-11/h1-9H
InChIKey GEZGAZKEOUKLBR-UHFFFAOYSA-N
SMILES C1=CC=C(C=C1)N2C=CC=C2
Reference

</br>1: Fleisher AJ, Bird RG, Zaleski DP, Pate BH, Pratt DW. High-resolution electronic spectroscopy of the doorway states to intramolecular charge transfer. J Phys Chem B. 2013 Apr 25;117(16):4231-40. doi: 10.1021/jp3041296. Epub 2012 Sep 19. PubMed PMID: 22913563.</br>2: Faigl F, Mátravölgyi B, Szöllősy Á, Czugler M, Tárkányi G, Vékey K, Kubinyi M. Synthesis of atropisomeric 1-phenylpyrrole-derived amino alcohols: new chiral ligands. Chirality. 2012 Jul;24(7):532-42. doi: 10.1002/chir.22049. Epub 2012 May 10. PubMed PMID: 22573396.</br>3: Fdez Galván I, Martín ME, Muñoz-Losa A, Sánchez ML, Aguilar MA. Solvent Effects on the Structure and Spectroscopy of the Emitting States of 1-Phenylpyrrole. J Chem Theory Comput. 2011 Jun 14;7(6):1850-7. doi: 10.1021/ct2001182. Epub 2011 Apr 29. PubMed PMID: 26596446.</br>4: da Silva MA, Santos AF. Energetics and molecular structure of 2,5-dimethyl-1-phenylpyrrole and 2,5-dimethyl-1-(4-nitrophenyl)pyrrole. J Phys Chem B. 2010 Dec 16;114(49):16214-22. doi: 10.1021/jp107018b. Epub 2010 Oct 15. PubMed PMID: 20949955.</br>5: Sobczak A, Zajac M, Malinka W, Redzicka A. Mechanism of solvolysis of N-[2-(4-o-fluorophenylpiperazin-1-yl)ethyl]-2,5-dimethyl-1-phenylpyrrole-3,4-dica rboximide (PDI). Acta Pol Pharm. 2010 May-Jun;67(3):225-32. PubMed PMID: 20524423.</br>6: Zajac M, Sobczak A, Malinka W, Redzicka A. The stability of N-[2-(4-o-fluorophenylpiperazin-1-yl)ethyl]-2,5-dimethyl-1 -phenylpyrrole-3,4-dicarboximide in aqueous-organic solutions. Acta Pol Pharm. 2010 Jan-Feb;67(1):27-33. PubMed PMID: 20210076.</br>7: Domingo VM, Brillas E, Torrelles X, Rius J, Juliá L. Electronic effects on beta-substitution in 2,5-dimethyl-1-phenylpyrrole by alkylsulfanyl groups: EPR evidence of the asymmetry in the radical cation of beta-disubstituted derivatives. J Org Chem. 2001 Nov 30;66(24):8236-9. PubMed PMID: 11722232.</br>8: Mattocks AR, Cabral JR. Carcinogenicity of some pyrrolic pyrrolizidine alkaloid metabolites and analogues. Cancer Lett. 1982 Oct;17(1):61-6. PubMed PMID: 6817913.</br>9: Viswanathan T, Alworth WL. Effects of 1-arylpyrroles and naphthoflavones upon cytochrome P-450 dependent monooxygenase activities. J Med Chem. 1981 Jul;24(7):822-30. PubMed PMID: 7277387.</br>10: Artico M, Filacchioni G, Nacci V, Chimenti F. [Synthesis of pyrrolnitrin analogs. II. Preparation and antibacterial properties of 4-p-nitrophenyl-1-phenylpyrrole derivatives]. Farmaco Sci. 1970 Sep;25(9):651-68. Italian. PubMed PMID: 5497429.</br>11: MORELLI G, STEIN ML. New derivatives of 1-phenylpyrrole of pharmacological interest. J Med Pharm Chem. 1960 Feb;2:79-90. PubMed PMID: 14424037. </br> </br>

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