3,4-Diethylpyrrole

Product Number: PB1989; CAS Number: 16200-52-5

PB1989 3,4-Diethylpyrrole Technical Data Sheet and Uses

$365.00$1,419.00

$365.00
$1,419.00

3,4-Diethylpyrrole CAS: 16200-52-5 MDL: MFCD08062571

Molecular weight: 123.2 g/mol 

Molecular Formula: C8H13N

CAS Number:  16200-52-5

Storage: Store at -20 oC Under Argon, Air Sensitive!

Synonyms:   3,4-DIETHYLPYRROLE, 16200-52-5, 3,4-Diethyl-1H-pyrrole, 3,4-Diethyl-pyrrol, MFCD08062571, 3,4-diethyl pyrrole, 1H-Pyrrole,3,4-diethyl-, SCHEMBL891271

Uses: Synthesis building block, Organic Synthesis, pyrrole nitrogen heterocycle,  synthesis, synthesis of porphyrins

3,4-Diethylpyrrole, is a synthetic fine chemical useful in the synthesis of pharmaceuticals, fine organic chemicals, and pyrrole beta-substituted porphyrins.

Selected References:

  1. Cheng, Y.; Yuan, X.; Ma, J.; Yu, S., Direct Aromatic C-H Trifluoromethylation via an Electron-Donor-Acceptor Complex. Chem. – Eur. J. 2015, 21 (23), 8355-8359.
  2. Dohi, T.; Ito, M.; Yamaoka, N.; Morimoto, K.; Fujioka, H.; Kita, Y., Hypervalent iodine(III): selective and efficient single-electron-transfer (SET) oxidizing agent. Tetrahedron 2009, 65 (52), 10797-10815.
  3. Dohi, T.; Morimoto, K.; Maruyama, A.; Kita, Y., Direct Synthesis of Bipyrroles Using Phenyliodine Bis(trifluoroacetate) with Bromotrimethylsilane. Org. Lett. 2006, 8 (10), 2007-2010.
  4. Ito, S.; Murashima, T.; Ono, N.; Uno, H., A new synthesis of benzoporphyrins using 4,7-dihydro-4,7-ethano-2H-isoindole as a synthon of isoindole. Chem. Commun. (Cambridge) 1998, (16), 1661-1662.
  5. Jaquinod, L.; Siri, O.; Khoury, R. G., Linear fused oligoporphyrins: potential molecular wires with enhanced electronic communication between bridged metal ions. Chem. Commun. (Cambridge) 1998, (12), 1261-1262.
  6. Kral, V.; Furuta, H.; Shreder, K.; Lynch, V.; Sessler, J. L., Protonated Sapphyrins. Highly Effective Phosphate Receptors. J. Am. Chem. Soc. 1996, 118 (7), 1595-607.
  7. Krayer, M.; Ptaszek, M.; Kim, H.-J.; Meneely, K. R.; Fan, D.; Secor, K.; Lindsey, J. S., Expanded Scope of Synthetic Bacteriochlorins via Improved Acid Catalysis Conditions and Diverse Dihydrodipyrrin-Acetals. J. Org. Chem. 2010, 75 (4), 1016-1039.
  8. Krivokapic, A.; Cowley, A. R.; Anderson, H. L., Contracted and Expanded meso-Alkynyl Porphyrinoids: from Triphyrin to Hexaphyrin. J. Org. Chem. 2003, 68 (3), 1089-1096.
  9. Lash, T. D., Porphyrins with exocyclic rings. Part 9. Synthesis of porphyrins by the “3 + 1” approach. J. Porphyrins Phthalocyanines 1997, 1 (1), 29-44.
  10. Lash, T. D.; Colby, D. A.; Szczepura, L. F., New Riches in Carbaporphyrin Chemistry: Silver and Gold Organometallic Complexes of Benzocarbaporphyrins. Inorg. Chem. 2004, 43 (17), 5258-5267.
  11. Liu, T.-F.; Feng, D.; Chen, Y.-P.; Zou, L.; Bosch, M.; Yuan, S.; Wei, Z.; Fordham, S.; Wang, K.; Zhou, H.-C., Topology-Guided Design and Syntheses of Highly Stable Mesoporous Porphyrinic Zirconium Metal-Organic Frameworks with High Surface Area. J. Am. Chem. Soc. 2015, 137 (1), 413-419.
  12. Mizutani, T.; Ema, T.; Tomita, T.; Kuroda, Y.; Ogoshi, H., Design and Synthesis of a Trifunctional Chiral Porphyrin with C2 Symmetry as a Chiral Recognition Host for Amino Acid Esters. J. Am. Chem. Soc. 1994, 116 (10), 4240-50.
  13. Nguyen, L. T.; Senge, M. O.; Smith, K. M., Simple Methodology for Syntheses of Porphyrins Possessing Multiple Peripheral Substituents with an Element of Symmetry. J. Org. Chem. 1996, 61 (3), 998-1003.
  14. Paolesse, R.; Marini, A.; Nardis, S.; Froiio, A.; Mandoj, F.; Nurco, D. J.; Prodi, L.; Montalti, M.; Smith, K. M., Novel routes to substituted 5,10,15-triarylcorroles. J. Porphyrins Phthalocyanines 2003, 7 (1), 25-36.
  15. Senge, M. O.; Kalisch, W. W., Synthesis and Structural Characterization of Nonplanar Tetraphenylporphyrins and Their Metal Complexes with Graded Degrees of β-Ethyl Substitution. Inorg. Chem. 1997, 36 (26), 6103-6116.
  16. Sessler, J. L.; Cyr, M. J.; Lynch, V.; McGhee, E.; Ibers, J. A., Synthetic and structural studies of sapphyrin, a 22-Ï€-electron pentapyrrolic “expanded porphyrin”. J. Am. Chem. Soc. 1990, 112 (7), 2810-13.
  17. Sessler, J. L.; Johnson, M. R.; Lynch, V., Synthesis and crystal structure of a novel tripyrrane-containing porphyrinogen-like macrocycle. J. Org. Chem. 1987, 52 (19), 4394-7.
  18. Sessler, J. L.; Mody, T. D.; Hemmi, G. W.; Lynch, V., Synthesis and structural characterization of lanthanide(III) texaphyrins. Inorg. Chem. 1993, 32 (14), 3175-87.
  19. Sessler, J. L.; Mody, T. D.; Lynch, V., Synthesis and x-ray characterization of a uranyl(VI) Schiff base complex derived from a 2:2 condensation product of 3,4-diethylpyrrole-2,5-dicarbaldehyde and 1,2-diamino-4,5-dimethoxybenzene. Inorg. Chem. 1992, 31 (4), 529-31.
  20. Tang, J.; Verkade, J. G., Nonionic Superbase-Promoted Synthesis of Oxazoles and Pyrroles: Facile Synthesis of Porphyrins and α-C-Acyl Amino Acid Esters. J. Org. Chem. 1994, 59 (25), 7793-802.
Categories

Functional Groups

, ,

Porphyrin Family

Porphyrin Building Blocks

Purity %

0.98

Molecular Formula

C8H13N

Molecular Weight

123.2

CAS #

16200-52-5

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