6-Bromopyridine-2-carbaldehyde
- Product Name
- 6-Bromopyridine-2-carbaldehyde
- CAS No.
- 34160-40-2
- Chemical Name
- 6-Bromopyridine-2-carbaldehyde
- Synonyms
- 6-bromopicolinaldehyde;6-BROMO-2-FORMYLPYRIDINE;6-BroMopicolylaldehyde;2-BROMO-6-FORMYLPYRIDINE;6-Bromo-2-pyridinecarboxaL;6-Brompyridin-2-carbaldehyd;6-Bromopyridine-2-carboxa...;Bromopyridine-2-carbaldehyde;2-Bromopyridinecarboxaldehyde;6-BROMOPYRIDINE-2-CARBALDEHYDE
- CBNumber
- CB5464133
- Molecular Formula
- C6H4BrNO
- Formula Weight
- 186.01
- MOL File
- 34160-40-2.mol
6-Bromopyridine-2-carbaldehyde Property
- Melting point:
- 81-85 °C(lit.)
- Boiling point:
- 248.2±20.0 °C(Predicted)
- Density
- 1.683±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Chloroform (Sparingly), Dichloromethane, Ether, Ethyl Acetate, Methanol (Slightl
- form
- Powder
- pka
- 1.00±0.10(Predicted)
- color
- White to beige or pale brown
- Water Solubility
- Soluble in dichloromethane, ether, ethyl acetate and methanol. Insoluble in water.
- Sensitive
- Air Sensitive
- BRN
- 1524300
- InChI
- InChI=1S/C6H4BrNO/c7-6-3-1-2-5(4-9)8-6/h1-4H
- InChIKey
- QWFHFNGMCPMOCD-UHFFFAOYSA-N
- SMILES
- C1(C=O)=NC(Br)=CC=C1
- CAS DataBase Reference
- 34160-40-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn,F
- Risk Statements
- 36/37/38-20/21/22-10
- Safety Statements
- 26-36-36/37/39-16
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29333990
- Storage Class
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
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.
N-Bromosuccinimide Price
- Product number
- 525693
- Product name
- 6-Bromo-2-pyridinecarboxaldehyde
- Purity
- 97%
- Packaging
- 1g
- Price
- $18.76
- Updated
- 2025/07/31
- Product number
- 525693
- Product name
- 6-Bromo-2-pyridinecarboxaldehyde
- Purity
- 97%
- Packaging
- 10g
- Price
- $235.52
- Updated
- 2025/07/31
- Product number
- B3716
- Product name
- 6-Bromo-2-pyridinecarboxaldehyde
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $29
- Updated
- 2025/07/31
- Product number
- B3716
- Product name
- 6-Bromo-2-pyridinecarboxaldehyde
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $103
- Updated
- 2025/07/31
- Product number
- B2866-70
- Product name
- 6-Bromopyridine-2-carboxaldehyde
- Packaging
- 1g
- Price
- $326
- Updated
- 2021/12/16
6-Bromopyridine-2-carbaldehyde Chemical Properties,Usage,Production
Chemical Properties
Light yellow Flakes
Uses
6-Bromopyridine-2-carboxaldehyde is used in the study of a rhodium-catalyzed, reductive aldol coupling with divinyl ketones leading to syn ?-hydroxyenones. It is also used as a building block for Tris[(pyridyl)methyl]amine ligands.
Uses
6-Bromopyridine-2-carbaldehyde can be a useful synthetic intermediate.
General Description
6-Bromo-2-pyridinecarboxaldehyde is a pyridine derivative. It participates in the synthesis of meso-substituted trans-A2B2-porphyrin.
Synthesis
626-05-1
68-12-2
34160-40-2
To a 12 L three-necked flask equipped with a mechanical stirrer, addition funnel, nitrogen inlet and thermocouple sleeve was added n-butyllithium (BuLi, 619 mL, 1.55 mol). Anhydrous toluene (750 mL) was then added and the reaction system was cooled to -15 °C in an ice/methanol bath. Butylmagnesium chloride (BuMgCl, 387 mL, 0.774 mol) was added slowly over a period of 30 to 45 minutes, with the rate of addition being controlled so that the reaction temperature did not exceed 0°C. A fine white to gray suspension was formed during the reaction. The suspension was continued to be stirred at -15 °C for 30 min. During this time, 2,6-dibromopyridine (500 g, 2.11 mol) was dissolved in anhydrous toluene (3 L), which was slightly heated if necessary to promote dissolution. After stirring is complete, the 2,6-dibromopyridine solution is transferred to a dosing funnel and slowly added dropwise to the reaction flask at a rate not exceeding -5 °C (about 1.5 h). After the dropwise addition was completed, stirring of the reaction mixture was continued for 45 minutes. A small amount of the reaction solution was quenched in 20% aqueous citric acid and the extent of metal exchange was analyzed by 1H NMR and TLC (25% ethyl acetate/heptane). Toluene (750 mL) and N,N-dimethylformamide (DMF, 250 mL) were added to another 12 L three-necked flask equipped with a mechanical stirrer, nitrogen inlet, and thermocouple cannula and cooled to -15 °C in an ice/methanol bath. The initial reaction solution was transferred to the toluene/DMF mixture through a cannula at a rate not exceeding 5°C. After the transfer was complete, the reaction mixture was stirred for 45 minutes and the completion of the reaction was confirmed by TLC. The reaction solution was transferred to a partition funnel containing 4 L of water and citric acid (1 kg), stirred for 15 min and left to stratify. The organic layer was washed sequentially with 4 L of water and 4 L of saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to remove the solvent to afford the intermediate 6-bromopyridine-2-carbaldehyde as an off-white to yellow solid (355.7 g, 90% yield).
References
[1] Journal of Organic Chemistry, 2001, vol. 66, # 20, p. 6775 - 6786
[2] Tetrahedron Letters, 2001, vol. 42, # 29, p. 4841 - 4844
[3] Organic Letters, 2004, vol. 6, # 12, p. 1887 - 1890
[4] Dalton Transactions, 2017, vol. 46, # 18, p. 5955 - 5964
[5] Patent: US2009/82573, 2009, A1. Location in patent: Page/Page column 15
6-Bromopyridine-2-carbaldehyde Preparation Products And Raw materials
Raw materials
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View Lastest Price from 6-Bromopyridine-2-carbaldehyde manufacturers
- Product
- 6-BroMopyridine-2-carbaldehyde 34160-40-2
- Price
- US $500.00-2000.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 5mt
- Release date
- 2025-06-06
- Product
- 6-Bromopyridine-2-carbaldehyde 34160-40-2
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-14
- Product
- 6-Bromo-2-formylpyridine 34160-40-2
- Price
- US $6.00-107.00/g
- Min. Order
- 5g
- Purity
- 0.98
- Supply Ability
- 25kg
- Release date
- 2024-04-12