5-Bromopyridine-2-carbaldehyde

Base Information

• Chemical Name: 5-Bromopyridine-2-carbaldehyde
• CAS No.: 31181-90-5
• Molecular Formula: C6H4BrNO
• Molecular Weight: 186.008
• Hs Code.: 29333990
• European Community (EC) Number: 626-872-8
• DSSTox Substance ID: DTXSID70432177
• Nikkaji Number: J2.141.270H
• Wikidata: Q72511883
• ChEMBL ID: CHEMBL4440267
• Mol file: 31181-90-5.mol

Synonyms:5-bromopyridine-2-carbaldehyde;31181-90-5;5-Bromopicolinaldehyde;5-bromo-2-formylpyridine;5-Bromopyridine-2-carboxaldehyde;5-bromo-2-pyridinecarboxaldehyde;5-Bromo-2-pyridinecarbaldehyde;5-Bromo-pyridine-2-carbaldehyde;2-PYRIDINECARBOXALDEHYDE, 5-BROMO-;MFCD04112535;5-bromo picolinaldehyde;3-bromo-6-formylpyridine;5-bromopyridinecarbaldehyde;5-bromo-2-formyl pyridine;5-bromopyridine-2-aldehyde;5-Bromo-2-formyl-pyridine;SCHEMBL20585;5-Bromo-pyridin-2-carbaldehyde;CHEMBL4440267;5-bromanylpyridine-2-carbaldehyde;DTXSID70432177;5-BROMO-2-PICOLINALDEHYDE;ZQVLPMNLLKGGIU-UHFFFAOYSA-N;BCP14421;CS-D0959;GEO-02483;AKOS005145570;AC-5935;PB30785;PS-5689;5-Bromo-2-pyridinecarboxaldehyde, 95%;SY002971;A5653;AM20070096;B3489;FT-0630311;EN300-73883;A820748;W-200296;F8889-6658;Z1079442796

Chemical Property of 5-Bromopyridine-2-carbaldehyde

Chemical Property:

• Appearance/Colour: Light yellow Cryst
• Vapor Pressure: 0.044mmHg at 25°C
• Melting Point: 93 °C
• Refractive Index: 1.619
• Boiling Point: 237.707 °C at 760 mmHg
• PKA: 1.36±0.10(Predicted)
• Flash Point: 97.562 °C
• PSA: 29.96000
• Density: 1.683 g/cm³
• LogP: 1.65660
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 184.94763
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

98% ^*data from raw suppliers

5-Bromo-2-pyridinecarboxaldehyde >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 36/37/38-20/21/22:
• Hazard Codes: Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Br)C=O
• Uses: 5-Bromopyridine-2-carboxaldehyde is used as organic chemical synthesis intermediate.

Technology Process of 5-Bromopyridine-2-carbaldehyde

There total 16 articles about 5-Bromopyridine-2-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-iodo-5-bromopyridine (223463-13-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-bromo-pyridine-2-carbaldehyde (31181-90-5)

Guidance literature:

2-iodo-5-bromopyridine; With isopropylmagnesium chloride; In tetrahydrofuran; at -15 - -5 ℃; for 1h;

N,N-dimethyl-formamide; In tetrahydrofuran; at -5 - 25 ℃; for 1.5h;

DOI:10.1021/jacs.5b05080

Reference yield: 89.0%

iPrMgCl + 2-iodo-5-bromopyridine (223463-13-6) → 5-bromo-pyridine-2-carbaldehyde (31181-90-5)

Guidance literature:

With hydrogenchloride; sodium hydroxide; magnesium sulfate; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield: 80.0%

2,5-dibromopyridine (624-28-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-bromo-pyridine-2-carbaldehyde (31181-90-5)

Guidance literature:

2,5-dibromopyridine; With n-butyllithium; In hexane; toluene; at -78 ℃; for 0.5h; Inert atmosphere;

N,N-dimethyl-formamide; In hexane; toluene; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2018.10.034

upstream raw materials:

(5-bromopyridin-2-yl)methanol

2,5-dibromopyridine

N,N-dimethyl-formamide

2-iodo-5-bromopyridine

Downstream raw materials:

2-Cyano-5-bromopyridine

(5-bromo-pyridin-2-ylmethyl)-(3,4,5-trimethoxy-phenyl)-amine

6-bromo-[1,2,3]triazolo[1,5-a]pyridine

5-((4-chlorophenyl)(methyl)amino)pyridine-2-carbaldehyde

Refernces

• 1、 Roberts, Derrick A.,Pilgrim, Ben S.,Cooper, Jonathan D.,Ronson, Tanya K.,Zarra, Salvatore,Nitschke, Jonathan R.. "Post-assembly modification of tetrazine-edged FeII4L6 tetrahedra". . p. 10068 - 10071. Retrieved 2015.
• 2、 Beves, Jonathon E.,Campbell, Christopher J.,Leigh, David A.,Pritchard, Robin G.. "Tetrameric cyclic double helicates as a scaffold for a molecular solomon link". . p. 6464 - 6467. Retrieved 2013.
• 3、 Ahemed, Jakeer,Bhongiri, Yadagiri,Chetti, Prabhakar,Gade, Ramesh,Kore, Ranjith,Pasha, Jakeer,Pola, Someshwar,Rao D, Venkateshwar. "Synthesis of new Zn (II) complexes for photo decomposition of organic dye pollutants, industrial wastewater and photo-oxidation of methyl arenes under visible-light". . . Retrieved 2021/07/28.
• 4、 -. "Preparation method of 2-4- dibromopyridine-pyridine-formaldehyde (by machine translation)". Paragraph 0013; 0016; 0018-0019; 0021; 0023; 0025. . Retrieved 2020/01/25.