1-Methyl-1H-pyrazole-5-carbaldehyde
- Product Name
- 1-Methyl-1H-pyrazole-5-carbaldehyde
- CAS No.
- 27258-33-9
- Chemical Name
- 1-Methyl-1H-pyrazole-5-carbaldehyde
- Synonyms
- AKOS B007393;ART-CHEM-BB B007393;ASINEX-REAG BAS 10156687;5-Formyl-1-methylpyrazole;5-FORMYL-1-METHYL-1H-PYRAZOLE;1-Methylpyrazole-5-carbaldehyde;2-methylpyrazole-3-carbaldehyde;1-Methylpyrazole-5-carboxaldehyde;2-methyl-3-pyrazolecarboxaldehyde;2-Methyl-2H-Pyrazole-2carbaldehyde
- CBNumber
- CB7339033
- Molecular Formula
- C5H6N2O
- Formula Weight
- 110.11
- MOL File
- 27258-33-9.mol
1-Methyl-1H-pyrazole-5-carbaldehyde Property
- Boiling point:
- 115/15mm
- Density
- 1.118 g/mL at 25 °C
- refractive index
- n20/D1.521
- Flash point:
- 66℃
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- clear liquid
- pka
- 0.56±0.10(Predicted)
- color
- Colorless to Light orange to Yellow
- CAS DataBase Reference
- 27258-33-9(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-36/37/39
- WGK Germany
- 3
- Hazard Note
- Harmful
- HazardClass
- IRRITANT
- HS Code
- 29331990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
H302Harmful if swallowed
H315Causes skin irritation
H317May cause an allergic skin reaction
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P403+P235Store in a well-ventilated place. Keep cool.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- M2179
- Product name
- 1-Methylpyrazole-5-carboxaldehyde
- Purity
- >95.0%(GC)
- Packaging
- 1g
- Price
- $80
- Updated
- 2025/07/31
- Product number
- M218838
- Product name
- 1-Methyl-1H-pyrazole-5-carbaldehyde
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- M218838
- Product name
- 1-Methyl-1H-pyrazole-5-carbaldehyde
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- F2044
- Product name
- 5-Formyl-1-methyl-1H-pyrazole
- Purity
- 98%
- Packaging
- 1g
- Price
- $20
- Updated
- 2021/12/16
- Product number
- OR12399
- Product name
- 1-Methyl-1H-pyrazole-5-carboxaldehyde
- Packaging
- 1g
- Price
- $25
- Updated
- 2021/12/16
1-Methyl-1H-pyrazole-5-carbaldehyde Chemical Properties,Usage,Production
Uses
1-methyl-1H-pyrazole-5-carbaldehyde is a pyrazole derivative used in the synthesis of 1-methylpyrazole aldehyde and 1-methyl-2-pyrazoline aldehyde and their acetals.
Synthesis
930-36-9
68-12-2
27258-33-9
Example 1. Synthesis of 1-methyl-1H-pyrazole-5-carbaldehyde To a dry 50 mL reaction flask was added 1.642 g (20 mmol) of 1-methylpyrazole dissolved in 30 mL of anhydrous THF. The reaction mixture was cooled to -20 °C and 8 mL (20 mmol, 2.5 M hexane solution) of n-butyllithium solution was added slowly with stirring. The reaction was kept at -20 °C with stirring for 2.5 hours. Subsequently, 4.7 mL (4.39 g, 60 mmol) of anhydrous N,N-dimethylformamide was slowly added at -20 °C under vigorous stirring and the reaction was continued at this temperature for 1 hour. Upon completion of the reaction, the mixture was poured into 100 mL of 1 M acetic acid/sodium acetate buffer (pH 4.5) and 50 mL of methyl tert-butyl ether (MTBE) was added to separate the organic layer. The organic layer was washed with 50 mL of saturated sodium carbonate solution to remove excess acetic acid (note: extraction with ethyl acetate may result in residual N,N-dimethylformamide in the final product). The organic layer was separated, dried with anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by vacuum distillation (boiling point: 67 °C, 21 mbar). The products of the three preparations were combined and distilled to give 5.969 g (54 mmol, 90% yield) of 1-methyl-1H-pyrazole-5-carbaldehyde. 1H NMR (300 MHz, CDCl3): δ 4.18 (s, 3H, CH3-N), 6.91 (d, 1H, 3J = 2.0 Hz, CH=CN), 7.53 (d, 1H, 3J = 2.0 Hz, CH=N), 9.87 (s, 1H, CHO) ppm. 13C NMR (100 MHz, CDCl3): δ 39.31 (CH3-N), 114.78 (CH=C-N), 138.54 (CH=N), 138.98 (CH=C-N), 179.83 (CHO) ppm.
References
[1] Patent: EP1671953, 2006, A1. Location in patent: Page/Page column 9
[2] Patent: EP1671968, 2006, A1. Location in patent: Page/Page column 10
[3] Patent: EP1982987, 2008, A1. Location in patent: Page/Page column 15; 45
[4] Journal of Medicinal Chemistry, 2011, vol. 54, # 19, p. 6704 - 6713
[5] Patent: EP1186604, 2002, A1. Location in patent: Page 107
1-Methyl-1H-pyrazole-5-carbaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
1-Methyl-1H-pyrazole-5-carbaldehyde Suppliers
- Tel
- 03-36680489
- Fax
- 03-3668-0520
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- Country
- Japan
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View Lastest Price from 1-Methyl-1H-pyrazole-5-carbaldehyde manufacturers
- Product
- 1-Methyl-1H-pyrazole-5-carbaldehyde 27258-33-9
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-28
- Product
- 1-Methyl-1H-pyrazole-5-carbaldehyde 27258-33-9
- Price
- US $865.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1T
- Release date
- 2020-06-28
- Product
- 1-Methyl-1H-pyrazole-5-carbaldehyde 27258-33-9
- Price
- US $500.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2018-08-04