Methyl 1H-pyrrole-3-carboxylate
- Product Name
- Methyl 1H-pyrrole-3-carboxylate
- CAS No.
- 2703-17-5
- Chemical Name
- Methyl 1H-pyrrole-3-carboxylate
- Synonyms
- Methyl Pyrrole-3-carboxylate;EOS-61577;Methyl 3-pyrrolecarboxylate;Methyl1H-pyrrole-3-carboxylat;3-(Methoxycarbonyl)-1H-pyrrole;Methyl 1H-pyrrole-3-carboxylate;Methyl 1H-pyrrole-3-carboxylate, 95+%;Pyrrole-3-carboxylic acid methyl ester;Methyl 1H-pyrrole-3-carboxylate;1,1-dibromo-2-(chloromethyl)cyclopropane
- CBNumber
- CB41086094
- Molecular Formula
- C6H7NO2
- Formula Weight
- 125.13
- MOL File
- 2703-17-5.mol
Methyl 1H-pyrrole-3-carboxylate Property
- Melting point:
- 85-89 °C
- Boiling point:
- 284℃
- Density
- 1.184
- Flash point:
- 126℃
- storage temp.
- Inert atmosphere,Room Temperature
- form
- solid
- pka
- 15.42±0.50(Predicted)
- color
- Off-white to light yellow
- Water Solubility
- Slightly soluble in water.
- InChI
- InChI=1S/C6H7NO2/c1-9-6(8)5-2-3-7-4-5/h2-4,7H,1H3
- InChIKey
- WLBNVSIQCFHAQB-UHFFFAOYSA-N
- SMILES
- N1C=CC(C(OC)=O)=C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 685399
- Product name
- Methyl 1H-pyrrole-3-carboxylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $110.25
- Updated
- 2025/07/31
- Product number
- 685399
- Product name
- Methyl 1H-pyrrole-3-carboxylate
- Purity
- 97%
- Packaging
- 250mg
- Price
- $63.8
- Updated
- 2023/06/20
- Product number
- M218853
- Product name
- Methyl 1H-pyrrole-3-carboxylate
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- JK807376
- Product name
- Methyl 1H-pyrrole-3-carboxylate
- Purity
- 97%
- Packaging
- 250mg
- Price
- $35
- Updated
- 2021/12/16
- Product number
- W5015
- Product name
- Methyl 1H-pyrrole-3-carboxylate
- Packaging
- 5g
- Price
- $81
- Updated
- 2021/12/16
Methyl 1H-pyrrole-3-carboxylate Chemical Properties,Usage,Production
Uses
Methyl pyrrole-3-carboxylate is used as an organic chemical synthesis intermediate.
Application
A solution of methyl 1H-pyrrole-3-carboxylate (4.48 g, 35.8 mmol) in THF (70 mL) was cooled to -78 °C, N-bromosuccinimide (6.30 g, 35.4 mmol) was added, pyridine (five drops) was added, and the mixture was left standing in a freezer (-20 °C) for 3 days. The reaction mixture was concentrated under reduced pressure. Water was added to the residue, and the mixture was extracted using EtOAc. The extract was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-EtOAc = 9/1-1/1) to give Methyl 5-bromo-1H-pyrrole-3-carboxylate (3.59 g, 49percent) as a pale-yellow solid.
Synthesis
931-03-3
67-56-1
2703-17-5
The general procedure for the synthesis of methyl 3-pyrrolecarboxylate from 3-pyrrolecarboxylic acid and methanol was as follows: 1H-pyrrole-3-carboxylic acid (4.3 g, 38.7 mmol) was dissolved in methanol (40 mL) and cooled to 0-5 °C. 6N hydrochloric acid (9 mL) was added slowly, keeping the temperature at 0-5 °C. The reaction mixture was stirred at room temperature for 5 minutes and subsequently heated to reflux and kept overnight. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure to remove most of the solvent. The concentrate was cooled to 0 °C and saturated sodium bicarbonate solution was slowly added to adjust the pH to about 7. The mixture was extracted with ethyl acetate, the organic layers were combined and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the solvent was evaporated under reduced pressure to give methyl 1H-pyrrole-3-carboxylate as a brown solid (4 g, 83% yield). The product was confirmed by 1HNMR (400 MHz, CDCl3): δ 8.56 (broad single peak, 1H), 7.43 (single peak, 1H), 6.75 (single peak, 1H), 6.65 (single peak, 1H), 3.92 (single peak, 3H).LC-MS analysis: calculated exact mass 125.05, measured value m/z 126.2 [M + H]+.
Research
Pyrrole and Methyl 1H-Pyrrole-3-Carboxylate could be used to prepare the Soft Actuators by Electrochemical Copolymerization. In specific, a counter electrode (Ti), a reference electrode (Ag/AgCl), and a working electrode (Ti) were immersed into methyl benzoate solutions of 0.25 M of pyrrole and methyl 1-H pyrrole-3-carboxylate with 100:0, 98:2, 95:5, 80:20 mol ratios and 0.2 M N, N-diethyl-N-methyl-N-(2-methoxyethyl)ammonium bis(trifluoromethanesulfonyl) imide. The thickness of the prepared films was measured to be approximately 100 μm using a micrometer. The PPy actuator was used as the working electrode in the 1 M LiTFSI aqueous electrolyte solutions. The Py copolymer film, fabricated from pyrrole solution containing 2 and 5 mol% of methyl 1-H pyrrole-3-carboxylate, showed a reduced actuating strain of approximately 2%, but the creep strain was reduced to less than 1%[1].
References
[1] Yamasaki, Jun et al. “Soft Actuators Prepared by Electrochemical Copolymerization of Pyrrole and Methyl 1H-Pyrrole-3-Carboxylate.” 2013. 0.
Methyl 1H-pyrrole-3-carboxylate Preparation Products And Raw materials
Raw materials
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View Lastest Price from Methyl 1H-pyrrole-3-carboxylate manufacturers
- Product
- 1H-Pyrrole-3-carboxylic acid, methyl ester (9CI) 2703-17-5
- Price
- US $8.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10tons
- Release date
- 2018-12-25