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128071-75-0

Basic Information
CAS No.: 128071-75-0
Name: 2-BROMO-3-FORMYLPYRIDINE
Article Data: 32
Molecular Structure:
Molecular Structure of 128071-75-0 (2-BROMO-3-FORMYLPYRIDINE)
Formula: C6H4BrNO
Molecular Weight: 186.008
Synonyms: 2-Bromo-3-pyridinecarboxaldehyde;2-Bromo-3-formylpyridine;2-Bromonicotinaldehyde;
Density: 1.683 g/cm3
Melting Point: 73 °C
Boiling Point: 267.7 °C at 760 mmHg
Flash Point: 115.7 °C
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 22-36-43
Safety: 26-36/37
PSA: 29.96000
LogP: 1.65660
Synthetic route
109-04-6

2-bromo-pyridine

68-12-2, 33513-42-7

N,N-dimethyl-formamide

128071-75-0

2-bromopyridine-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: 2-bromo-pyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 3h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78℃; for 1h; Further stages.;
85%
Stage #1: 2-bromo-pyridine With lithium diisopropyl amide In tetrahydrofuran at -50℃; for 1h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran for 1h; Temperature; Reagent/catalyst;
78%
Stage #1: 2-bromo-pyridine With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 4h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
75%
131747-54-1

(2-bromopyrid-3-yl)methanol

128071-75-0

2-bromopyridine-3-carboxaldehyde

Conditions
ConditionsYield
With phosphoric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide for 1.5h; Ambient temperature;83%
With phosphoric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide at 20℃; for 1.5h;80%
865449-15-6

2-bromo-3-(dibromomethyl)-pyridine

128071-75-0

2-bromopyridine-3-carboxaldehyde

Conditions
ConditionsYield
With calcium carbonate In water for 8h; Heating;83%
With calcium carbonate In water for 14h; Reflux;78%
With water; calcium carbonate at 100℃; for 7h;60%
109-04-6

2-bromo-pyridine

50-00-0

formaldehyd

128071-75-0

2-bromopyridine-3-carboxaldehyde

Conditions
ConditionsYield
With lithium42%
109-04-6

2-bromo-pyridine

109-94-4

formic acid ethyl ester

128071-75-0

2-bromopyridine-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: 2-bromo-pyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h;
Stage #2: formic acid ethyl ester In tetrahydrofuran at -78℃; for 1h;
Stage #3: With water; ammonium chloride In tetrahydrofuran at -30℃;
11%
626-05-1

2,6-Dibromopyridine

68-12-2, 33513-42-7

N,N-dimethyl-formamide

128071-75-0

2-bromopyridine-3-carboxaldehyde

Conditions
ConditionsYield
Yield given. Multistep reaction;
58530-53-3

2,4-dibromopyridine

68-12-2, 33513-42-7

N,N-dimethyl-formamide

128071-75-0

2-bromopyridine-3-carboxaldehyde

Conditions
ConditionsYield
Yield given. Multistep reaction;
624-28-2

2,5-dibromopyridine

68-12-2, 33513-42-7

N,N-dimethyl-formamide

128071-75-0

2-bromopyridine-3-carboxaldehyde

Conditions
ConditionsYield
Yield given. Multistep reaction;
1036408-89-5

C9H8BrNO4

128071-75-0

2-bromopyridine-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.03 g / LiAlH4 / tetrahydrofuran / 0.5 h / -78 °C
2: 80 percent / N,N'-dicyclohexylcarbodiimide; H3PO4; DMSO / 1.5 h / 20 °C
View Scheme
3430-17-9

2-bromo-3-picoline

128071-75-0

2-bromopyridine-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 98 percent / KMnO4; H2O / 20 h / Heating
2: Et3N / benzene / 1 h / 20 °C
3: 1.03 g / LiAlH4 / tetrahydrofuran / 0.5 h / -78 °C
4: 80 percent / N,N'-dicyclohexylcarbodiimide; H3PO4; DMSO / 1.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 83 percent / N-bromosuccinimide; benzoylperoxyde / CCl4 / 4 h / Heating
2: 83 percent / CaCO3 / H2O / 8 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 70 percent / KMnO4 / H2O / Heating
2: 1) NEt3, ethyl chloroformate, 2) LiAlH4 / 1) benzene, rt, 1 h, 2) THF, -78 deg C, 30 min
3: 83 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H3PO4 / 1.5 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: N-Bromosuccinimide; dibenzoyl peroxide / dichloromethane / 4 h / 80 °C / Inert atmosphere
2: calcium carbonate; water / 7 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 4 h / Reflux
2: calcium carbonate / water / 14 h / Reflux
View Scheme
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Specification

The 3-Pyridinecarboxaldehyde,2-bromo-, with the CAS registry number 128071-75-0, is also known as 2-Bromo-3-formylpyridine. It belongs to the product categories of Pharmacetical; Aldehydes; Pyridines; Pyridine; Pyridines derivates; Halogenated; Organohalides; Bromopyridines; Halopyridines. This chemical's molecular formula is C6H4BrNO and molecular weight is 186.01. What's more, its systematic name is 2-bromopyridine-3-carbaldehyde. It should be sealed and stored in a cool and dry place. Moreover, it should be ensured that the workshop is well ventilated or equipped with exhaust devices. It is used as an organic reagent and a pharmaceutical intermediate.

Physical properties of 3-Pyridinecarboxaldehyde,2-bromo- are: (1)ACD/LogP: 0.99; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.99; (4)ACD/LogD (pH 7.4): 0.99; (5)ACD/BCF (pH 5.5): 3.33; (6)ACD/BCF (pH 7.4): 3.33; (7)ACD/KOC (pH 5.5): 82.36; (8)ACD/KOC (pH 7.4): 82.36; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 29.96 Å2; (13)Index of Refraction: 1.619; (14)Molar Refractivity: 38.78 cm3; (15)Molar Volume: 110.5 cm3; (16)Polarizability: 15.37×10-24cm3; (17)Surface Tension: 52.1 dyne/cm; (18)Density: 1.683 g/cm3; (19)Flash Point: 115.7 °C; (20)Enthalpy of Vaporization: 50.58 kJ/mol; (21)Boiling Point: 267.7 °C at 760 mmHg; (22)Vapour Pressure: 0.00802 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. It is irritating to eyes and may cause sensitisation by skin contact. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: O=Cc1cccnc1Br
(2)Std. InChI: InChI=1S/C6H4BrNO/c7-6-5(4-9)2-1-3-8-6/h1-4H
(3)Std. InChIKey: GNFWMEFWZWXLIN-UHFFFAOYSA-N