2-Acetyl-6-bromopyridine

Base Information

• Chemical Name: 2-Acetyl-6-bromopyridine
• CAS No.: 49669-13-8
• Molecular Formula: C7H6BrNO
• Molecular Weight: 200.035
• Hs Code.: 29333990
• European Community (EC) Number: 628-046-2
• ChEMBL ID: CHEMBL4159726
• DSSTox Substance ID: DTXSID30461589
• Nikkaji Number: J1.465.489E
• Wikidata: Q72434910
• Mol file: 49669-13-8.mol

Synonyms:2-Acetyl-6-bromopyridine;49669-13-8;1-(6-bromopyridin-2-yl)ethanone;2-Bromo-6-acetylpyridine;1-(6-bromopyridin-2-yl)ethan-1-one;1-(6-Bromo-2-pyridinyl)-1-ethanone;MFCD00272200;6-acetyl-2-bromopyridine;ETHANONE, 1-(6-BROMO-2-PYRIDINYL)-;SCHEMBL6744;CHEMBL4159726;DTXSID30461589;2-Acetyl-6-bromopyridine, 97%;RUJTWTUYVOEEFW-UHFFFAOYSA-N;1-(6-Bromopyridine-2-yl)ethanone;1-(6-bromo-pyridin-2-yl)ethanone;BCP21127;1-(6-bromo-pyridin-2-yl)-ethanone;AKOS005072417;AB05570;AC-1450;CS-W002593;FA-0234;HY-W002593;BP-20115;SY005798;AM20070227;FT-0649666;EN300-100941;A827787;J-400234;Z1269164937;InChI=1/C7H6BrNO/c1-5(10)6-3-2-4-7(8)9-6/h2-4H,1H

Chemical Property of 2-Acetyl-6-bromopyridine

Chemical Property:

• Vapor Pressure: 0.00656mmHg at 25°C
• Melting Point: 51-55 °C(lit.)
• Refractive Index: 1.558
• Boiling Point: 271.2 °C at 760 mmHg
• PKA: 0.28±0.10(Predicted)
• Flash Point: 117.8 °C
• PSA: 29.96000
• Density: 1.534 g/cm³
• LogP: 2.04670
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in methanol.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 198.96328
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

2-Acetyl-6-bromopyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=NC(=CC=C1)Br
• Uses: 2-Acetyl-6-bromopyridine, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is also used as OLED intermediate.

Technology Process of 2-Acetyl-6-bromopyridine

There total 4 articles about 2-Acetyl-6-bromopyridine 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: 90.0%

2,6-Dibromopyridine (626-05-1) + N,N-dimethyl acetamide (127-19-5,116057-81-9) → 1-(6-bromopyridin-2-yl)-ethanone (49669-13-8)

Guidance literature:

2,6-Dibromopyridine; With n-butyllithium; In diethyl ether; at -78 ℃; for 0.5h;

N,N-dimethyl acetamide; at -78 ℃; for 1.5h;

DOI:10.1021/acs.organomet.5b00926

Reference yield: 72.0%

→ 1-(6-bromopyridin-2-yl)-ethanone (49669-13-8)

Guidance literature:

Reference yield:

6-bromopyridin-2-carbonitrile (122918-25-6) + methylmagnesium bromide (75-16-1) → 1-(6-bromopyridin-2-yl)-ethanone (49669-13-8)

Guidance literature:

6-bromopyridin-2-carbonitrile; methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -20 - -10 ℃;

With hydrogenchloride; water; In tetrahydrofuran; diethyl ether; at -40 ℃; for 0.0833333h;

DOI:10.1039/c5ob01478f

upstream raw materials:

2,6-Dibromopyridine

N,N-dimethyl acetamide

6-bromopyridin-2-carbonitrile

methylmagnesium bromide

Downstream raw materials:

2‐bromo‐6‐(2‐methyl‐1,3‐dioxolan‐2‐yl)pyridine

[1-(6-bromo-pyridin-2-yl)-ethylidene]-(2,6-diisopropyl-phenyl)-amine

1-(6-(3-(trifluoromethyl)phenyl)pyridin-2-yl)ethanone

1-{6-[4-(diphenylamino)phenyl]pyridin-2-yl}ethanone

Refernces

• 1、 He, Fan,Danopoulos, Andreas A.,Braunstein, Pierre. "Trifunctional pNHC, Imine, Pyridine Pincer-Type Iridium(III) Complexes: Synthetic, Structural, and Reactivity Studies". . p. 198 - 206. Retrieved 2016.
• 2、 Simler, Thomas,M?bius, Karen,Müller, Kerstin,Feuerstein, Thomas J.,Gamer, Michael T.,Lebedkin, Sergei,Kappes, Manfred M.,Roesky, Peter W.. "Mono- And Dinuclear Coinage Metal Complexes Supported by an Imino-Pyridine-NHC Ligand: Structural and Photophysical Studies". . p. 3649 - 3661. Retrieved 2019.
• 3、 Chiu, Chi-Wen,Devendhiran, Tamiloli,Kumarasamy, Keerthika,Lin, Mei-Ching. "Synthesis and physical property studies of cyclometalated Pt(II) and Pd(II) complexes with tridentate ligands containing pyrazole and pyridine groups". . . Retrieved 2020.
• 4、 Dechert, Sebastian,Demeshko, Serhiy,Hua, Shao-An,Meyer, Franc,Wong, Joanne W. L.,Ye, Shengfa. "Bis(pyrazolato) Bridged Diiron Complexes: Ferromagnetic Coupling in a Mixed-Valent HS-FeII/LS-FeIII Dinuclear Complex". supporting information. p. 4137 - 4145. Retrieved 2020/11/23.