5-Formylpyrrole-2-carboxylic acid methyl ester
- Product Name
- 5-Formylpyrrole-2-carboxylic acid methyl ester
- CAS No.
- 1197-13-3
- Chemical Name
- 5-Formylpyrrole-2-carboxylic acid methyl ester
- Synonyms
- Methyl 5-formyl-1H-pyrrole-2-carboxylate;Methyl5-formylpyrrole-2-carboxylate;5-Formylpyrrole-2-carboxylic acid methyl ester;Methyl 5-formylpyrrole-2-carboxylate, 97%, OT-8127;5-Formyl-1H-pyrrole-2-carboxylic acid methyl ester;Inchi=1/C7H7no3/C1-11-7(10)6-3-2-5(4-9)8-6/H2-4,8H,1h;1H-Pyrrole-2-carboxylic acid, 5-formyl-, methyl ester
- CBNumber
- CB91177173
- Molecular Formula
- C7H7NO3
- Formula Weight
- 153.14
- MOL File
- 1197-13-3.mol
5-Formylpyrrole-2-carboxylic acid methyl ester Property
- Melting point:
- 96 °C
- Boiling point:
- 313.2±27.0 °C(Predicted)
- Density
- 1.305±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 13.36±0.50(Predicted)
- Appearance
- Off-white to light brown Solid
- InChI
- InChI=1S/C7H7NO3/c1-11-7(10)6-3-2-5(4-9)8-6/h2-4,8H,1H3
- InChIKey
- PRCYHYGREGWAAN-UHFFFAOYSA-N
- SMILES
- N1C(C=O)=CC=C1C(OC)=O
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- M305608
- Product name
- Methyl5-formylpyrrole-2-carboxylate
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- M305608
- Product name
- Methyl5-formylpyrrole-2-carboxylate
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- F10249
- Product name
- 5-Formylpyrrole-2-carboxylicacidmethylester
- Purity
- 96%
- Packaging
- 1g
- Price
- $35
- Updated
- 2021/12/16
- Product number
- F10249
- Product name
- 5-Formylpyrrole-2-carboxylicacidmethylester
- Purity
- 96%
- Packaging
- 5g
- Price
- $120
- Updated
- 2021/12/16
- Product number
- OR900846
- Product name
- Methyl 5-formylpyrrole-2-carboxylate
- Packaging
- 1g
- Price
- $122
- Updated
- 2021/12/16
5-Formylpyrrole-2-carboxylic acid methyl ester Chemical Properties,Usage,Production
Uses
Methyl 5-formylpyrrole-2-carboxylate
Synthesis
1193-62-0
68-12-2
1197-13-3
Anhydrous N,N-dimethylformamide (7.0 mL, 90.4 mmol) was cooled to 5-10°C under nitrogen protection. Triclosan (7.8 mL, 83.7 mmol) was slowly added dropwise to the cooled N,N-dimethylformamide for a controlled period of a few minutes. Subsequently, anhydrous 1,2-dichloroethane (25 mL) was added and methyl 2-pyrrolecarboxylate (9.46 g, 75.6 mmol) was dissolved in another portion of anhydrous 1,2-dichloroethane (25 mL), and this solution was added to the reaction system after cooling it to 0-5°C. The reaction mixture was heated to reflux and maintained for 15 minutes. After completion of the reaction, it was cooled to room temperature and treated with a mixture of ethyl acetate (60 mL) and water (75 mL), then the mixture was poured into saturated sodium bicarbonate solution (350 mL) to separate the organic layer. The aqueous layer was extracted three times with ether, all organic extracts were combined, washed twice sequentially with saturated aqueous sodium carbonate solution, dried over anhydrous sodium sulfate, and the solvent was subsequently evaporated under vacuum. The resulting solid was sublimated at 60 °C under reduced pressure (20~10^-3 Torr) and collected at 3 h intervals to give finally methyl 5-formyl-1H-pyrrole-2-carboxylate (7.79 g, 50.1 mmol, 66% yield). The product was characterized by 1H-NMR (CDCl3): δ 10.57 (broad single peak, 1H), 9.70 (single peak, 1H), 6.95 (multiple peaks, 2H), 3.94 (single peak, 3H).
References
[1] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 20, p. 2997 - 3003
[2] Journal of Organic Chemistry, 2017, vol. 82, # 18, p. 9350 - 9359
[3] Patent: US6696575, 2004, B2. Location in patent: Page column 3;4;17;18;11-12
[4] Chemical Communications, 1999, # 9, p. 843 - 844
[5] European Journal of Organic Chemistry, 1999, # 9, p. 2397 - 2403
5-Formylpyrrole-2-carboxylic acid methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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