Ethyl 6-bromopicolinate
- Product Name
- Ethyl 6-bromopicolinate
- CAS No.
- 21190-88-5
- Chemical Name
- Ethyl 6-bromopicolinate
- Synonyms
- RARECHEM AL BI 0899;ETHYL 6-BROMOPICOLINATE;Ethyl 6-bromo-2-picolinate;2,5-Difluoro-5-iodopyridine;6-Bromopicolinic acid ethyl ester;2-Bromo-6-(ethoxycarbonyl)pyridine;ETHYL-6-BROMO-2-PYRIDINECARBOXYLATE;ETHYL 6-BROMOPYRIDINE-2-CARBOXYLATE;6-BROMOPYRIDINE-2-ETHYL CARBOXYLATE;METHYL 2-BROMOPYRIDINE-6-CARBOXYLATE
- CBNumber
- CB5271364
- Molecular Formula
- C8H8BrNO2
- Formula Weight
- 230.06
- MOL File
- 21190-88-5.mol
Ethyl 6-bromopicolinate Property
- Melting point:
- 41-42°C
- Boiling point:
- 302.7±22.0 °C(Predicted)
- Density
- 1.501±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- -0.89±0.10(Predicted)
- form
- solid
- color
- Off-white
- CAS DataBase Reference
- 21190-88-5(CAS DataBase Reference)
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.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- E0826
- Product name
- Ethyl 6-Bromopyridine-2-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $69
- Updated
- 2025/07/31
- Product number
- E937058
- Product name
- Ethyl6-Bromopicolinate
- Packaging
- 2.5g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- J51688
- Product name
- Ethyl6-bromopicolinate
- Packaging
- 1g
- Price
- $12
- Updated
- 2021/12/16
- Product number
- 072768
- Product name
- Ethyl 6-bromopyridine-2-carboxylate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $55
- Updated
- 2021/12/16
- Product number
- 4H23-9-12
- Product name
- Ethyl 6-bromopyridine-2-carboxylate
- Purity
- 98%
- Packaging
- 5G
- Price
- $64
- Updated
- 2021/12/16
Ethyl 6-bromopicolinate Chemical Properties,Usage,Production
Uses
ethyl 6-bromopicolinate is a model compound for the preliminary screening of dimerization reaction.
Preparation
Ethyl 6-bromopicolinate was prepared by monolithiation of 2,6-dibromopyridine followed by a reaction with ethyl formate and subsequently by a reaction with iodine in ethanol (Scheme 57). This three-step procedure furnished the required ethyl 6-bromopicolinate in 45% yield.
Synthesis of Ethyl 6-bromopicolinate
Synthesis
626-05-1
109-94-4
21190-88-5
At -78 °C, n-butyllithium (n-BuLi, 1.67 M hexane solution, 1.32 mL, 2.2 mmol) was slowly added dropwise to a tetrahydrofuran (THF, 3 mL) solution of 2,6-dibromopyridine (383 mg, 2.0 mmol) and the dropwise process was continued for 30 min. Subsequently, ethyl formate (1.6 mL, 20 mmol) was added to the reaction mixture and stirring was continued at -78 °C. After maintaining this temperature for 3 hours, iodine (I2, 1523 mg, 6 mmol), potassium carbonate (K2CO3, 1382 mg, 10 mmol), and ethanol (EtOH, 3 mL) were added sequentially, and then the mixture was warmed to room temperature and stirred for 14 hours. After completion of the reaction, the reaction was quenched with saturated aqueous sodium sulfite (Na2SO3) (5 mL) and extracted with chloroform (CHCl3, 3 x 20 mL). The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated to give ethyl 6-bromopyridine-2-carboxylate in 77% yield. If necessary, the product could be further purified by silica gel column chromatography (eluent: hexane/ethyl acetate=9:1) to obtain ethyl 6-bromopyridine-2-carboxylate as colorless oil.
References
[1] Tetrahedron, 2012, vol. 68, # 24, p. 4701 - 4709
Ethyl 6-bromopicolinate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Ethyl 6-bromopicolinate manufacturers
- Product
- Ethyl 6-bromopicolinate 21190-88-5
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-05-29
- Product
- 6-Bromopicolinic acid ethyl ester 21190-88-5
- Price
- US $10.00-156.00/g
- Min. Order
- 5g
- Purity
- 0.97
- Supply Ability
- 25kg
- Release date
- 2023-11-29
- Product
- Ethyl 6-bromopicolinate 21190-88-5
- Price
- US $5.00-0.10/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-08