29681-44-5

Basic information

• Product Name: Methyl 5-bromonicotinate
• Synonyms: 5-BROMO-3-PYRIDINECARBOXYLIC ACID METHYL ESTER;5-BROMOPYRIDINE-3-CARBOXYLIC ACID METHYL ESTER;5-BROMO NICOTINIC ACID METHYL ESTER;METHYL 5-BROMONICOTINATE;METHYL 5-BROMOPYRIDINE-3-CARBOXYLATE;METHYL 3-BROMO-5-PYRIDINECARBOXYLATE;BUTTPARK 37\04-20;5-Bromonictinic acid ethyl ester
• CAS NO: 29681-44-5
• Molecular Formula: C₇H₆BrNO₂
• Molecular Weight: 216.03
• EINECS: -0
• Product Categories: blocks;Bromides;Carboxes;Pyridines
• Mol File: 29681-44-5.mol
• Article Data: 27

Chemical Properties

• Melting Point: 96-100 °C
• Boiling Point: 241.7 °C at 760 mmHg
• Flash Point: 100 °C
• Appearance: white powder
• Density: 1.579 g/cm³
• Vapor Pressure: 0.0354mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 0.84±0.20(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: Methyl 5-bromonicotinate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 5-bromonicotinate(29681-44-5)
• EPA Substance Registry System: Methyl 5-bromonicotinate(29681-44-5)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41-36/37/38
• Safety Statements: 26-39-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 29681-44-5(Hazardous Substances Data)

Usage

Chemical Properties

white powder

Uses

Different sources of media describe the Uses of 29681-44-5 differently. You can refer to the following data:
1. A substrate used in a microwave-assisted, palladium-catalyzed arylation of acetone as its TMS enol ether.
2. Substrate used in a microwave-assisted, palladium-catalyzed arylation of acetone as its TMS enol ether.

InChI:InChI=1/C7H6BrNO2/c1-11-7(10)5-2-6(8)4-9-3-5/h2-4H,1H3

Upstream product

• 59-67-6 nicotinic acid 
• 10400-19-8 3-pyridinecarbonyl chloride 
• 98555-51-2 5-Bromo-pyridine-2,3-dicarboxylic acid 
• 20826-04-4 5-bromo-3-pyridinecarboxylic acid 
• 592543-55-0 1-benzhydryl-5-bromo-1,4-dihydro-pyridine-3-carboxylic acid methyl ester 
• 67-56-1 methanol 
• 186581-53-3 diazomethane 
• 39620-02-5 5-bromonicotinoyl chloride 
• 74-88-4 methyl iodide 
• 592543-52-7 1-(1-benzhydryl-5-bromo-1,4-dihydro-pyridin-3-yl)-2,2,2-trichloro-ethanone 
• 1026535-63-6 1-benzhydryl-3-bromo-1,4-dihydro-pyridine 

Downstream Products

• 93349-97-4 Methyl 5-(2-Furyl)nicotinate 
• 74470-43-2 methyl 5-(methylthio)nicotinate 
• 252921-23-6 6-(3-nitrophenyl)-2-pyridinecarboxylic acid methyl ester 
• 1418274-27-7 5-(3-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)-3-hydroxyazetidin-1-yl)nicotinic acid 
• 128612-43-1 5,5'-Bis(methoxycarbonyl)-3,3'-bipyridine 
• 1025718-91-5 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinecarboxylic acid methyl ester 
• 40472-88-6 3-bromo-5-(hydroxyisopropyl)pyridine 
• 874830-90-7 methyl 5-(phenethyl)nicotinate 
• 1028991-22-1 methyl 5-(cyclohex-1-enyl)nicotinate 
• 10177-13-6 methyl 5-phenylpyridine-3-carboxylate 
• 1028991-21-0 methyl 5-(cyclohexylmethyl)nicotinate 
• 881382-15-6 5-[4-(5-FLUORO-2-TRIFLUOROMETHYLBENZOYL)PIPERAZIN-1-YL]-NICOTINIC ACID METHYL ESTER 
• 893734-67-3 5-(3-Chloro-phenyl)-nicotinic acid methyl ester 
• 893734-71-9 5-(4-Chloro-phenyl)-nicotinic acid methyl ester 

Relevant articles and documents

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Total Syntheses and Antimicrobial Activities of Pyridine Alkaloids from Rubiaceae

Pyridine alkaloids from Rubiaceae were prepared by palladium-catalyzed cross-coupling reactions of methyl 5-bromonicotinate (6) with various organometallic reagents.Baker's yeast reduction of the ketone 8 gave the levorotatory alcohol (S)-1.On this basis, the naturally occuring alcohol (+)-1 was assigned to be (R)-configurated.The alkaloids 1 and 4 show weak antimicrobial activities. - Keywords: Pyridine alkaloids; Palladium catalyst; Baker's yeast; Antimicrobial activity

A predictive model for additions to: N -alkyl pyridiniums

Disclosed in this communication is a thorough study on the dearomative addition of organomagnesium nucleophiles to N-alkyl pyridinium electrophiles. The regiochemical outcomes have observable and predictable trends associated with the substituent patterns on the pyridinium electrophile. Often, the substituent effects can be either additive, giving high selectivities, or ablative, giving competing outcomes. Additionally, the nature of the organometallic nucleophilic component was also investigated for its role in the regioselective outcome. The effects of either reactive component are important to both the overall reactivity and site of nucleophilic addition. The utility of these observed trends is demonstrated in a concise, dearomative synthesis of a tricyclic compound shown to have insecticidal activity. This journal is

Design, Synthesis, and Evaluation of Novel Auxin Mimic Herbicides

Due to the key roles of auxins as master regulators of plant growth, there is considerable interest in the development of compounds with auxin-like properties for growth management and weed control applications. Herein, we describe the design and multiste