89776-55-6

Basic information

• Product Name: 3,4-Dimethyl-1H-pyrrole-2-carboxylic acid
• Synonyms: 3,4-Dimethyl-1H-pyrrole-2-carboxylic acid;3,4-Dimethyl-1H-pyrrole-2...;1H-Pyrrole-2-carboxylic acid, 3,4-diMethyl-
• CAS NO: 89776-55-6
• Molecular Formula: C₇H₉NO₂
• Molecular Weight: 139.16
• Mol File: 89776-55-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 326.2°C at 760 mmHg
• Flash Point: 151.1°C
• Appearance: /
• Density: 1.233g/cm³
• Vapor Pressure: 8.93E-05mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3,4-Dimethyl-1H-pyrrole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dimethyl-1H-pyrrole-2-carboxylic acid(89776-55-6)
• EPA Substance Registry System: 3,4-Dimethyl-1H-pyrrole-2-carboxylic acid(89776-55-6)

Safety Data

• Hazardous Substances Data: 89776-55-6(Hazardous Substances Data)

Usage

General Description

3,4-Dimethyl-1H-pyrrole-2-carboxylic acid, also known as 2-Carboxy-3,4-dimethylpyrrole, is a chemical compound with the molecular formula C7H9NO2. It is a pyrrole derivative which is commonly used in the synthesis of pharmaceuticals and organic compounds. 3,4-Dimethyl-1H-pyrrole-2-carboxylic acid has been investigated for its potential use in the treatment of various diseases, including cancer and inflammation. It has also been studied for its potential as a building block for the synthesis of new materials and chemicals. 3,4-Dimethyl-1H-pyrrole-2-carboxylic acid is a versatile compound with a range of potential applications in the fields of medicine and chemistry.

InChI:InChI=1/C7H9NO2/c1-4-3-8-6(5(4)2)7(9)10/h3,8H,1-2H3,(H,9,10)

Upstream product

• 2199-64-6 ethyl 3,5-dimethyl-4-formyl-1H-pyrrole-2-carboxylate 
• 85057-78-9 5-ethoxycarbonyl-3,4-dimethylpyrrole-2-carboxylic acid 
• 2199-46-4 2-(ethoxycarbonyl)-3,4,5-trimethylpyrrole 
• 954-92-7 3,4-dimethyl-pyrrole-2-carboxylic acid benzyl ester 
• 4868-30-8 benzyl 4,5-dimethyl-1H-pyrrole-3-carboxylate 
• 938-75-0 3,4-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester 

Relevant articles and documents

Synthesis and dihydrogen phosphate binding properties of pyrrole containing ansa-ferrocenes

Pyrrole-substituted α,ω-diamines varying in length and number of heteroatoms between the amine functionalities were reacted with 1,1′-ferrocenedimethanol to form ansa-ferrocenes. 1H-NMR binding studies in a 2% dimethylsulfoxide-d6 solution of dichloromethane-d2 establish a correlation between the affinity for tetrabutylammonium dihydrogen phosphate and the number of heteroatoms in the diamine. Further support for this conclusion came from electrochemical analyses.

Methoxyl-induced fluorescence quenching in N,N′-bridged 9H-dipyrrinones and an X-ray crystal structure

Strongly fluorescent dipyrrinones can be prepared by bridging the pyrrole and lactam nitrogens with a carbonyl group, from reaction with N,N′-carbonyldiimidazole in the presence of a strong, non-nucleophilic base. The yellow, N,N′-carbonyl-bridged dipyrrinones typically have fluorescent quantum yields (φF) approaching 1.0. Thus, in chloroform, N,N′-bridged 9H-dipyrrinones with β-alkyl substituents: 2,3-diethyl-7,8-dimethyl has φF = 0.90 (λem = 465 nm) and 2,3-dimethyl-7,8-dimethoxy has φF = 0.84 (λem = 482 nm). In contrast, 2,3-dimethoxy-7,8-dimethyl and 2,3,7,8-tetramethoxy show red-shifted λem but with strongly reduced φF: φF = 0.10 (λem = 511 nm) and 0.08 (λem = 511 nm), respectively. Methoxy substituents on the lactam, but not the pyrrole ring act to quench the fluorescence and shift the emission and excitation wavelengths bathochromically. The first X-ray crystal structure of an N,N′-carbonyl-bridged dipyrrinone was obtained from 7,8-dimethoxy-2,3-dimethyl-10H-dipyrrin-1-one.

Shape-persistent poly-porphyrins assembled by a central truxene: Synthesis, structure, and singlet energy transfer behaviors

Four dyad systems composed of a central truxene and either one or three β-substituted zinc(II) porphyrins (ZnP: TruZnP (7) and TruTriZnP (9)) or free-bases (H2P: TruP (6) and TruTriP (8)) have been prepared. The presence of β-methyl groups minimizes π-conjugation through the quasi right angle made by the porphyrin and the truxene planes, and renders these dyads relatively rigid. The position of the absorption and emission 0-0 peaks confirms the role of the truxene and porphyrin as the energy donor and acceptor, respectively. Selective excitation of the truxene results in an efficient singlet energy transfer (S1 ET) from the truxene to the porphyrin unit. The rates for S1 ET (kET) are extracted from the change in the fluorescence lifetime of truxene in the presence and absence of the acceptor, and are temperature independent, (TruP (6), TruTriP (8), TruZnP (7) and TruTriZnP (9) are 5.0, 1.4, 1.0 and 1.4 at 298 K and 5.9, 1.3, 2.6, and 0.86 (ns)-1 at 77 K, respectively), consistent with their relative rigidity. These kET's are similar to other related but more flexible systems reported by one of us (Inorg. Chem. 2011, 50, 11493-11505). The k ET's time scale was assumed, based on modeling, to be related with hindered rotations about the truxene-porphyrin C-C bonds due to steric hexyl-hexyl interactions. This work confirms this earlier conclusion was correct. Copyright

Intermolecularly hydrogen-bonded dimeric helices: tripyrrindiones

A rare and unusual class of tripyrrolic compounds, violet-colored tripyrrin-1,14-diones, can be prepared easily and in moderately high yields from base (piperidine)-catalyzed condensation of 3-pyrrolin-2-ones with 2,5-diformylpyrroles. Dipyrrinones adopt the all-syn-Z conformation leading to helical, lock-washer like structures, which form dimers that are held together by intermolecular hydrogen bonds in nonpolar solvents and in the crystal. Strong bathochromic spectral shifts of the tripyrrindione ～480 nm long wavelength UV-visible absorption band are seen with added base: DBU, 615 nm; TFA, 573 nm; and Zn(OAc)2, 586 nm.