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ChemicalBook >> CAS DataBase List >>6-Bromopyridine-2-carbaldehyde

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
Molecular Weight:
186.01
MDL Number:
MFCD02683546
MOL File:
34160-40-2.mol
Last updated:2025-07-24 18:13:49

6-Bromopyridine-2-carbaldehyde Properties

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)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
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
NFPA 704
1
2 0

6-Bromopyridine-2-carbaldehyde price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 525693 6-Bromo-2-pyridinecarboxaldehyde 97% 34160-40-2 1g $18.76 2025-07-31 Buy
Sigma-Aldrich 525693 6-Bromo-2-pyridinecarboxaldehyde 97% 34160-40-2 10g $235.52 2025-07-31 Buy
TCI Chemical B3716 6-Bromo-2-pyridinecarboxaldehyde >98.0%(GC) 34160-40-2 1g $29 2025-07-31 Buy
TCI Chemical B3716 6-Bromo-2-pyridinecarboxaldehyde >98.0%(GC) 34160-40-2 5g $103 2025-07-31 Buy
Usbiological B2866-70 6-Bromopyridine-2-carboxaldehyde 34160-40-2 1g $326 2021-12-16 Buy
Product number Packaging Price Buy
525693 1g $18.76 Buy
525693 10g $235.52 Buy
B3716 1g $29 Buy
B3716 5g $103 Buy
B2866-70 1g $326 Buy

6-Bromopyridine-2-carbaldehyde Chemical Properties,Uses,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

2,6-Dibromopyridine

626-05-1

N,N-Dimethylformamide

68-12-2

6-Bromopyridine-2-carbaldehyde

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

5315-25-3
34160-40-2
Synthesis of 6-Bromopyridine-2-carbaldehyde from 2-Bromo-6-methylpyridine
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View Lastest Price from 6-Bromopyridine-2-carbaldehyde manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-Bromo-2-formylpyridine pictures 2025-08-08 6-Bromo-2-formylpyridine
34160-40-2
 US $6.00-107.00 / g 5g 0.98 25kg Shanghai UCHEM Inc.
6-BroMopyridine-2-carbaldehyde pictures 2025-06-06 6-BroMopyridine-2-carbaldehyde
34160-40-2
 US $500.00-2000.00 / kg 1kg 98% 5mt Sach biotech Co.,Ltd
6-Bromopyridine-2-carbaldehyde pictures 2025-04-04 6-Bromopyridine-2-carbaldehyde
34160-40-2
 US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
6-BROMOPYRIDINE-2-CARBALDEHYDE 6-BROMOPYRIDINE-2-CARBOXALDEHYDE 6-BROMO-2-PYRIDINE CARBOXALDEHYDE 6-bromopyridine-2-barboxaldehyde 2-BROMOPYRIDINE-6-CARBOXALDEHYDE 2-BROMO-6-FORMYLPYRIDINE 6-BROMO-PYRIDINE CARBOXALDEHYDE 2-Bromopyridinecarboxaldehyde 6-BROMO-2-PYRIDINE CARBOXALDEHYDE 6-BROMO-PYRIDINE-2-CARBALDEHYDE 2-Pyridinecarboxaldehyde, 6-bromo- 6-Bromopyridine-2-carboxa... COA6-BROMOPYRIDINE-2-CARBOXALDEHYDE 6-Bromo-2-pyridinecarboxaldehyde,97% 6-BroMo-2-pyridinecarboxaldehyde, 97% 1GR 6-BroMopicolylaldehyde 2-Bromo-6-formylpyridine 6-Bromo-2-picolinaldehyde 6-broMo-pyridin-2-ylcarboxaldehyde 6-Bromopicolinaldehyde, 2-Bromo-6-formylpyridine 6-BroMo-2-pyridinecarboxaldehyde 97% 6-Bromopyridine-2-carboxaldehyde,97% Bromopyridine-2-carbaldehyde 6-Bromo-2-pyridinecarbaldehyde 6-Bromo-2-pyridinecarboxaldehyde> 6-Bromo-2-pyridinecarboxaL 6-Bromopyridine-2-carbaldehyde ISO 9001：2015 REACH 6-Brompyridin-2-carbaldehyd 6-BROMO-2-FORMYLPYRIDINE 6-bromopicolinaldehyde 6- bromopyridine -2- formaldehyde 34160-40-2 C6H4BrNO Building Blocks Pyridines Halogenated Heterocycles Heterocyclic Building Blocks Building Blocks Pyridine Series Aldehydes Pyridines Nucleotides and Nucleosides Bases & Related Reagents Nucleotides C6Heterocyclic Building Blocks Halogenated Heterocycles Heterocyclic Building Blocks Heterocycle-Pyridine series Pyridine